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Melanin

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74: 1144: 121: 1215:, which is mostly an autosomal recessive disorder. Certain ethnicities have higher incidences of different forms. For example, the most common type, called oculocutaneous albinism type 2 (OCA2), is especially frequent among people of black African descent and white Europeans. People with OCA2 usually have fair skin, but are often not as pale as OCA1. They (OCA2 or OCA1? see comments in History) have pale blonde to golden, strawberry blonde, or even brown hair, and most commonly blue eyes. 98.7–100% of modern Europeans are carriers of the derived allele 845: 62: 450:. This selenium analogue of pheomelanin has been successfully synthesized through chemical and biosynthetic routes using selenocystine as a feedstock. Due to selenium's higher atomic number, the obtained selenomelanin can be expected to provide better protection against ionising radiation as compared to the other known forms of melanin. This protection has been demonstrated with radiation experiments on human cells and bacteria, opening up the possibility of applications in space travel. 471: 1168: 782: 836: 409: 42: 1132: 7082: 1156: 1180: 1327:. Effective in treating white skin, in general, lasers are less successful in removing port-wine stains in people of Asian or African descent. Higher concentrations of melanin in darker-skinned individuals simply diffuse and absorb the laser radiation, inhibiting light absorption by the targeted tissue. In a similar manner, melanin can complicate laser treatment of other dermatological conditions in people with darker skin. 688:, convert resources to melanin to enhance their thermoregulation. As the wood tiger moth has populations over a large range of latitudes, it has been observed that more northern populations showed higher rates of melanization. In both yellow and white male phenotypes of the wood tiger moth, individuals with more melanin had a heightened ability to trap heat but an increased predation rate due to a weaker and less effective 418: 320: 264: 1448:, and possibly others). The first modern humans had darker skin as the indigenous people of Africa today. Following migration and settlement in Asia and Europe, the selective pressure dark UV-radiation protecting skin decreased where radiation from the sun was less intense. This resulted in the current range of human skin color. Of the two common gene variants known to be associated with pale human skin, 536:. Although, in general, human beings possess a similar concentration of melanocytes in their skin, the melanocytes in some individuals and ethnic groups produce variable amounts of melanin. The ratio of eumelanin (74%) and pheomelanin (26%) in the epidermis is constant regardless of the degree of pigmentation. Some humans have very little or no melanin synthesis in their bodies, a condition known as 7094: 336:. Pheomelanin is also present in the skin, and redheads consequently often have a more pinkish hue to their skin as well. Exposure of the skin to ultraviolet light increases pheomelanin content, as it does for eumelanin; but rather than absorbing light, pheomelanin within the hair and skin reflect yellow to red light, which may increase damage from UV radiation exposure. 242:, causing the skin to darken. Eumelanin is an effective absorbent of light; the pigment is able to dissipate over 99.9% of absorbed UV radiation. Because of this property, eumelanin is thought to protect skin cells from UVA and UVB radiation damage, reducing the risk of folate depletion and dermal degradation. Exposure to UV radiation is associated with increased risk of 598:. In invertebrates, a major aspect of the innate immune defense system against invading pathogens involves melanin. Within minutes after infection, the microbe is encapsulated within melanin (melanization), and the generation of free radical byproducts during the formation of this capsule is thought to aid in killing them. Some types of fungi, called 825:. This can be thought of as a single monomer that accounts for the measured elemental composition and some properties of melanin, but is unlikely to be found in nature. Solano claims that this misleading trend stems from a report of an empirical formula in 1948, but provides no other historical detail. 433:
that form a 'corona', that are responsible for the substance's solubility. The peptide chains are linked to the L-DOPA core polymer via peptide bonds. This lead to a proposed biosynthetic process involving the hydroxylation of tyrosinylated peptides formed via proteases during sporogenesis, which are
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As with peoples having migrated northward, those with light skin migrating toward the equator acclimatize to the much stronger solar radiation. Nature selects for less melanin when ultraviolet radiation is weak. Most people's skin darkens when exposed to UV light, giving them more protection when it
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metal ions through its carboxylate and phenolic hydroxyl groups, often much more efficiently than the powerful chelating ligand ethylenediaminetetraacetate (EDTA). Thus, it may serve to sequester potentially toxic metal ions, protecting the rest of the cell. This hypothesis is supported by the fact
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Pheomelanins (or phaeomelanins) impart a range of yellowish to reddish colors. Pheomelanins are particularly concentrated in the lips, nipples, glans of the penis, and vagina. When a small amount of eumelanin in hair (which would otherwise cause blond hair) is mixed with pheomelanin, the result is
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Not all the effects of pigmentation are advantageous. Pigmentation increases the heat load in hot climates, and dark-skinned people absorb 30% more heat from sunlight than do very light-skinned people, although this factor may be offset by more profuse sweating. In cold climates dark skin entails
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reduction or absence of melanin pigment in the skin, hair, and eyes. The estimated frequency of OCA2 among African-Americans is 1 in 10,000, which contrasts with a frequency of 1 in 36,000 in white Americans. In some African nations, the frequency of the disorder is even higher, ranging from 1 in
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strands that form feathers. Pheomelanin synthesis in birds implies the consumption of cysteine, a semi‐essential amino acid that is necessary for the synthesis of the antioxidant glutathione (GSH) but that may be toxic if in excess in the diet. Indeed, many carnivorous birds, which have a high
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Because melanin is an aggregate of smaller component molecules, there are many different types of melanin with different proportions and bonding patterns of these component molecules. Both pheomelanin and eumelanin are found in human skin and hair, but eumelanin is the most abundant melanin in
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In natural conditions, DHI and DHICA often co-polymerize, resulting in a range of eumelanin polymers. These polymers contribute to the variety of melanin components in human skin and hair, ranging from light yellow/red pheomelanin to light brown DHICA-enriched eumelanin and dark brown or black
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synthesis. While no correlation between race and the level of neuromelanin in the substantia nigra has been reported, the significantly lower incidence of Parkinson's in blacks than in whites has "prompt some to suggest that cutaneous melanin might somehow serve to protect the neuromelanin in
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Ocular albinism affects not only eye pigmentation but visual acuity, as well. People with albinism typically test poorly, within the 20/60 to 20/400 range. In addition, two forms of albinism, with approximately 1 in 2,700 most prevalent among people of Puerto Rican origin, are associated with
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Up until the 1960s, melanin was classified into eumelanin and pheomelanin. However in 1955 a melanin associated with nerve cells was discovered, neuromelanin. In 1972 a water-soluble form, pyomelanin was discovered. In 1976, allomelanin, the fifth form of the melanins was found in nature.
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availability, which is transported into the melanosome, reacting with dopaquinone to form cys-dopa. Cys-dopa then undergoes several transformations before forming pheomelanin. In chemical terms, pheomelanins differ from eumelanins in that the oligomer structure incorporates
734: 1412:. Since pigmentation appears to be not entirely advantageous to life in the tropics, other hypotheses about its biological significance have been advanced; for example a secondary phenomenon induced by adaptation to parasites and tropical diseases. 1257:
in North America. The incidence of albinism in Hopi Indians has been estimated as approximately 1 in 200 individuals. Similar patterns of albinism and deafness have been found in other mammals, including dogs and rodents. However, a lack of melanin
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in the brain. Humans have the largest amount of NM, which is present in lesser amounts in other primates, and totally absent in many other species. The biological function remains unknown, although human NM has been shown to efficiently bind
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evolved dark skin color, as an adaptation to a loss of body hair that increased the effects of UV radiation. Before the development of hairlessness, early humans might have had light skin underneath their fur, similar to that found in other
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V and VI) skin finds that DHI-eumelanin comprises the largest portion, approximately 60–70%, followed by DHICA-eumelanin at 25–35%, and pheomelanin only 2–8%. Notably, while an enrichment of DHI-eumelanin occurs in during
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Alaluf S, Heath A, Carter N, Atkins D, Mahalingam H, Barrett K, et al. (2001). "Variation in Melanin Content and Composition in Type V and VI Photoexposed and Photoprotected Human Skin: The Dominant Role of DHI".
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does not appear to be directly responsible for deafness associated with hypopigmentation, as most individuals lacking the enzymes required to synthesize melanin have normal auditory function. Instead, the absence of
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functioning, there is decreased neuromelanin in the substantia nigra and locus coeruleus as a consequence of specific dropping out of dopaminergic and noradrenergic pigmented neurons. This results in diminished
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Millar SE, Miller MW, Stevens ME, Barsh GS (October 1995). "Expression and transgenic studies of the mouse agouti gene provide insight into the mechanisms by which mammalian coat color patterns are generated".
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In addition to melanin deficiency, the molecular weight of the melanin polymer may be decreased by various factors such as oxidative stress, exposure to light, perturbation in its association with melanosomal
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SEM micrograph of Aspergillus niger (strain: melanoliber) conodiophore possessing a large number of small conidospores (colorized). These spores release peptidomelanin into the surrounding medium during
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of melanoma cells is crucial to metastasis and growth; non-pigmented tumors were larger than pigmented tumors, and spread far more easily. Pigmented and non-pigmented cells are both present in melanoma
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Greco G, Panzella L, Verotta L, d'Ischia M, Napolitano A (April 2011). "Uncovering the structure of human red hair pheomelanin: benzothiazolylthiazinodihydroisoquinolines as key building blocks".
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are more at risk of sun-related eye problems. Furthermore, the ocular lens yellows with age, providing added protection. However, the lens also becomes more rigid with age, losing most of its
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has an affinity for melanin-containing tissues because of its precursor function in melanin synthesis or its irreversible binding of melanin. This has been suggested to underlie the increased
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Fedorow H, Tribl F, Halliday G, Gerlach M, Riederer P, Double KL (2005). "Neuromelanin in human dopamine neurons: comparison with peripheral melanins and relevance to Parkinson's disease".
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It is now understood that melanins do not have a single structure or stoichiometry. Nonetheless, chemical databases such as PubChem include structural and empirical formulae; typically
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have larger quantities of eumelanin in their skins. This makes their skins brown or black and protects them against high levels of exposure to the sun, which more frequently result in
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Meier-Davis SR, Dines K, Arjmand FM, et al. (December 2012). "Comparison of oral and transdermal administration of rasagiline mesylate on human melanoma tumor growth in vivo".
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tint given to some skin or hair colors. Neuromelanin is found in the brain. Research has been undertaken to investigate its efficacy in treating neurodegenerative disorders such as
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which regulates the distribution of melanin. The mechanisms of the gene have been extensively studied in mice to provide an insight into the diversity of mammalian coat patterns.
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can transform into either 5,6-dihydroxyindole (DHI) or 5,6-dihydroxyindole-2-carboxylic acid (DHICA). DHI and DHICA are oxidized and then polymerize to form the two eumelanins.
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Higher eumelanin levels also can be a disadvantage, however, beyond a higher disposition toward vitamin D deficiency. Dark skin is a complicating factor in the laser removal of
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Mosse IB, Dubovic BV, Plotnikova SI, Kostrova LN, Molophei V, Subbot ST, et al. (20–25 May 2001). Obelic B, Ranogajev-Komor M, Miljanic S, Krajcar Bronic I (eds.).
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evolved in Africa between 200,000 and 100,000 years ago, and then populated the rest of the world through migration between 80,000 and 50,000 years ago, in some areas
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Melanin is brown, non-refractile, and finely granular with individual granules having a diameter of less than 800 nanometers. This differentiates melanin from common
3432: 3336: 215:. Eumelanin is the most common type. Pheomelanin, which is produced when melanocytes are malfunctioning due to derivation of the gene to its recessive format, is a 3096:
Gunderson AR, Frame AM, Swaddle JP, Forsyth MH (1 September 2008). "Resistance of melanized feathers to bacterial degradation: is it really so black and white?".
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pigments. Feathers that contain melanin are also 39% more resistant to abrasion than those that do not because melanin granules help fill the space between the
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Berth-Jones, J. (2010). "Constitutive pigmentation, human pigmentation and the response to sun exposure". In Burns T, Breathnach S, Cox N, Griffiths C (eds.).
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King G, Yerger VB, Whembolua GL, Bendel RB, Kittles R, Moolchan ET (June 2009). "Link between facultative melanin and tobacco use among African Americans".
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Cable J, Huszar D, Jaenisch R, Steel KP (February 1994). "Effects of mutations at the W locus (c-kit) on inner ear pigmentation and function in the mouse".
5957: 5913: 5428: 246:, a cancer of melanocytes (melanin cells). Studies have shown a lower incidence for skin cancer in individuals with more concentrated melanin, i.e. darker 1249:
observed that "cats which are entirely white and have blue eyes are generally deaf". In humans, hypopigmentation and deafness occur together in the rare
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are one of the few groups in which melanin has not been easily detected, though researchers found data suggesting spiders do in fact produce melanin.
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Lamason RL, Mohideen MA, Mest JR, et al. (December 2005). "SLC24A5, a putative cation exchanger, affects pigmentation in zebrafish and humans".
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Rodríguez-Martínez S, Galván I (2020). "Juvenile pheomelanin-based plumage coloration has evolved more frequently in carnivorous species".
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of fruits such as bananas. Chestnut shell melanin can be used as an antioxidant and coloring agent. Biosynthesis involves the oxidation of
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and the development of melanoma, a potentially deadly form of skin cancer, as well as other health problems related to exposure to strong
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Ito S, Wakamatsu K (December 2011). "Diversity of human hair pigmentation as studied by chemical analysis of eumelanin and pheomelanin".
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Sarangarajan R, Apte SP (2005). "Melanin aggregation and polymerization: possible implications in age-related macular degeneration".
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Slominski A, Tobin DJ, Shibahara S, Wortsman J (October 2004). "Melanin pigmentation in mammalian skin and its hormonal regulation".
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leading to the formation of catechol melanin. Despite this many plants contain compounds which inhibit the production of melanins.
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Sköld HN, Aspengren S, Cheney KL, Wallin M (2016). "Chapter Four - Fish Chromatophores—From Molecular Motors to Animal Behavior".
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as the eumelanins and pheomelanins, but unlike those molecules they have low molecular weight. They occur in some red human hair.
6637: 6617: 6612: 5754: 2551: 1320:, an important monotherapy drug in Parkinson's disease, has melanin binding properties, and melanoma tumor reducing properties. 425:
Peptidomelanin is another water-soluble form of melanin. It was found to be secreted into the surrounding medium by germinating
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Liu Y, Hong L, Kempf VR, Wakamatsu K, Ito S, Simon JD (June 2004). "Ion-exchange and adsorption of Fe(III) by Sepia melanin".
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Recent research suggests that melanin may serve a protective role other than photoprotection. Melanin is able to effectively
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2,000 to 1 in 5,000. Another form of Albinism, the "yellow oculocutaneous albinism", appears to be more prevalent among the
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that the loss of neuromelanin, observed in Parkinson's disease, is accompanied by an increase in iron levels in the brain.
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may lead to formation of pro-oxidant melanin with lower-molecular-weight, implicated in the causation and progression of
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of birds owe their color to melanin and are less readily degraded by bacteria than unpigmented ones or those containing
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are formed where there is a localized concentration of melanin in the skin. They are highly associated with pale skin.
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Melanins have very diverse roles and functions in various organisms. A form of melanin makes up the ink used by many
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Sarangarajan R, Apte SP (2005). "Melanization and phagocytosis: implications for age related macular degeneration".
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Peracha MO, Cosgrove FM, Garcia-Valenzuela E, Eliott D (5 November 2015). Roy H Sr, Talavera F, Rowsey JJ (eds.).
3747:"Melanin-Like Nanomaterials for Advanced Biomedical Applications: A Versatile Platform with Extraordinary Promise" 1219:, a known cause of nonsyndromic oculocutaneous albinism. It is an autosomal recessive disorder characterized by a 1032: 6957: 6713: 6226: 5595: 4330: 6420: 6819: 6730: 6549: 6468: 5987: 5468: 5463: 3152: 6919: 6878: 6824: 6415: 6138: 6133: 5850: 5513: 4251:"Microbial Tyrosinases: Promising Enzymes for Pharmaceutical, Food Bioprocessing, and Environmental Industry" 3455: 136: 4793: 4177:"Melanins: Skin Pigments and Much More—Types, Structural Models, Biological Functions, and Formation Routes" 2855:"Ionizing radiation changes the electronic properties of melanin and enhances the growth of melanized fungi" 2575:"Melanins: Skin Pigments and Much More—Types, Structural Models, Biological Functions, and Formation Routes" 6786: 4646: 1308:. In its pro-oxidant state, melanin has been suggested to be involved in the causation and progression of 6873: 6076: 6027: 5494: 1143: 667:
of alternating refractive index. When the scale of this pattern matches the wavelength of visible light,
429:(strain: melanoliber) spores. Peptidomelanin is formed as a copolymer between L-DOPA eumelanin and short 2155: 7072: 6893: 6559: 5782: 5498: 5399: 5394: 2608:"5,6-Dihydroxyindole eumelanin content in human skin with varying degrees of constitutive pigmentation" 1593: 1429: 5098: 4502: 7114: 6735: 6683: 6440: 6435: 6123: 6118: 6071: 6032: 5677: 3589:. IRPA Regional Congress on Radiation Protection in Central Europe: Radiation Protection and Health. 1521: 1473:. Dark-skinned people, who produce more skin-protecting eumelanin, have a greater protection against 1396:
rays. In general, people whose ancestors lived for long periods in the regions of the globe near the
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in the Soviet era, was increasingly supported by government funding in the wake of the discovery of
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such as iron, as well as other potentially toxic molecules. Therefore, it may play crucial roles in
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Mouchet SR, Cortesi F, Bokic B, Lazovic V, Vukusic P, Marshall NJ, et al. (1 November 2023).
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Micrograph of Melanin pigment (light refracting granular material—center of image) in a pigmented
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Cerenius L, Söderhäll K (April 2004). "The prophenoloxidase-activating system in invertebrates".
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Part of the structural formula of pheomelanin. "(COOH)" can be COOH or H, or (more rarely) other
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Double KL (2006). "Functional effects of neuromelanin and synthetic melanin in model systems".
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Part of the structural formula of eumelanin. "(COOH)" can be COOH or H, or (more rarely) other
129: 6022: 4210:"The chemistry of melanin. Mechanism of the oxidation of dihydroxyphenylalanine by tyrosinase" 3416: 3320: 789:
Melanin produced by plants are sometimes referred to as 'catechol melanins' as they can yield
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Mosse IB (2012). "Genetic effects of ionizing radiation – some questions with no answers".
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Kolipakala RS, Basu S, Sarkar S, Biju BM, Salazar D, Reddy L, et al. (7 August 2024).
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Meredith P, Riesz J (2004). "Radiative relaxation quantum yields for synthetic eumelanin".
1859:"Neuromelanin, one of the most overlooked molecules in modern medicine, is not a spectator" 1727: 1629: 1613: 1577: 1309: 857: 529: 6740: 4353: 3065:"Morphological and Optical Modification of Melanosomes in Fish Integuments upon Oxidation" 885: 568:. Melanin also protects against damage from high temperatures, chemical stresses (such as 8: 7124: 6534: 6009: 6005: 5918: 5803: 5433: 5019:
Donatien PD, Orlow SJ (August 1995). "Interaction of melanosomal proteins with melanin".
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Castelvecchi D (26 May 2007). "Dark Power: Pigment seems to put radiation to good use".
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Melanin is Effective Radioprotector against Chronic Irradiation and Low Radiation Doses
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Neuromelanin (NM) is an insoluble polymer pigment produced in specific populations of
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Harding RM, Healy E, Ray AJ, Ellis NS, Flanagan N, Todd C, et al. (April 2000).
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dopaquinone + cysteine → 2-S-cysteinyldopa → benzothiazine intermediate → pheomelanin
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dopaquinone + cysteine → 5-S-cysteinyldopa → benzothiazine intermediate → pheomelanin
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The first step of the biosynthetic pathway for both eumelanins and pheomelanins is
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Trichochromes (formerly called trichosiderins) are pigments produced from the same
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Cao W, Zhou X, McCallum NC, Hu Z, Ni QZ, Kapoor U, et al. (9 February 2021).
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of about 4.93 kPa, compared to non-pigmented cells, with a value of 0.98 kPa. The
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Sarna M, Krzykawska-Serda M, Jakubowska M, Zadlo A, Urbanska K (26 June 2019).
4066:"Comparison of Antioxidant Activities of Melanin Fractions from Chestnut Shell" 3359: 2760: 2743: 2185:
Thody AJ, Higgins EM, Wakamatsu K, Ito S, Burchill SA, Marks JM (August 1991).
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DHI-enriched eumelanin. These final polymers differ in solubility and color.
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Cao W, McCallum NC, Ni QZ, Li W, Boyce H, Mao H, et al. (22 July 2020).
2378: 2370: 2359:"Fungal Peptidomelanin: A Novel Biopolymer for the Chelation of Heavy Metals" 2082: 2039: 1875: 1815: 1747: 1682: 1557: 1553: 1437: 1014: 1004: 721:
come from the laboratories and research groups of Irma Mosse. Mosse began in
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Liu H, Yang Y, Liu Y, Pan J, Wang J, Man F, et al. (7 February 2020).
3728: 3656: 3617:"Melanin pigments of fungi under extreme environmental conditions (Review)" 3568: 3550: 3519: 3211: 3049: 3016:"Genome sequence and genetic diversity of the common carp, Cyprinus carpio" 2980: 2933: 2898: 2804: 2769: 2698: 2649: 2547: 2435: 2335: 2292: 2257: 2186: 2133: 2090: 2047: 2003: 1996: 1939: 1894: 1823: 1806: 1755: 1605: 1589: 1441: 1420: 1381: 1373: 1275: 726: 722: 569: 561: 369: 239: 185: 5040: 4469: 4267: 4193: 4176: 4051: 3401: 3176:"Bird Integumentary Melanins: Biosynthesis, Forms, Function and Evolution" 3014:
Xu P, Zhang X, Wang X, Li J, Liu G, Kuang Y, et al. (November 2014).
2591: 2574: 2210: 7035: 6973: 5870: 5836: 3305: 3192: 2419: 1922: 1797: 1565: 1517: 1470: 1393: 1305: 1264: 1196: 1069: 844: 689: 653: 477:
occurs when melanocytes produce little melanin. This albino girl is from
324: 308: 268: 170: 169:. Melanin pigments are produced in a specialized group of cells known as 150: 3247: 7025: 6996: 6942: 6678: 6497: 6405: 6338: 6277: 6253: 6177: 6153: 5972: 5943: 5792: 5485: 5376: 5340: 3510: 3493: 3148: 3081: 3064: 2964: 2623: 1781: 1498: 1494: 1490: 1445: 1369: 1317: 1220: 1101: 1054: 981: 896: 697: 672: 660: 637: 607: 553: 525: 357: 288: 284: 205: 196:. Eumelanin is produced through a multistage chemical process known as 5067: 4350: 4334: 4170: 4168: 3238: 2663:
Cichorek M, Wachulska M, Stasiewicz A, Tymińska A (20 February 2013).
2249: 408: 6587: 6368: 6181: 6042: 5861: 5857: 5832: 5720: 5706: 5692: 5668: 5291: 5272: 4738:"The genetic structure and history of Africans and African Americans" 4380: 3760: 3594: 1698: 1547: 1540: 1525: 1409: 730: 645:
protein content in their diet, exhibit pheomelanin‐based coloration.
583: 544:
humans, as well as the form most likely to be deficient in albinism.
506: 498: 434:
then incorporated autoxidatively into a growing L-DOPA core polymer.
384: 247: 235:. Allomelanin and pyomelanin are two types of nitrogen free melanin. 201: 142: 24: 5193: 3358:
Griffiths AJ, Miller JH, Suzuki DT, Lewontin RC, Gelbart WM (2000).
3140: 3032: 3015: 1782:"Unraveling the Structure and Function of Melanin through Synthesis" 1572:. Suboptimal conditions for the effective polymerization of melanin 1408:
more heat loss by radiation. Pigmentation also hinders synthesis of
1025:
Except where otherwise noted, data are given for materials in their
7081: 6592: 6377: 6286: 6145: 6109: 6096: 5828: 5773: 5649: 5611: 5568: 5537: 4842: 4359: 4165: 3951:
Mosse I (18 January 2022). "Radiobiology in my life – Irma Mosse".
3828: 3124: 2662: 1677: 1634: 1601: 1581: 1401: 1340: 1330: 1313: 1304:
has been proposed to turn the normally anti-oxidant polymer into a
1280: 1236: 1109:
dopaquinone → leucodopachrome → dopachrome → 5,6-dihydroxyindole →
1076: 1061: 806: 790: 781: 678: 443: 340: 333: 216: 208: 166: 154: 66: 20: 4794:"A Single Migration From Africa Populated the World, Studies Find" 1271:
impairment, though the reasons for this are not fully understood.
6937: 6809: 6725: 6665: 6266: 5735: 5630: 5607: 5582: 5573: 5409: 1573: 1533: 1513: 1486: 1474: 1456: 1425: 1397: 1364:
Melanocytes insert granules of melanin into specialized cellular
1268: 1216: 1110: 994: 917: 641: 633: 447: 430: 417: 158: 3891:
Mosse I, Kilchevsky A, Nikolova N, Zhelev N (14 December 2016).
3277: 2235: 2187:"Pheomelanin as well as eumelanin is present in human epidermis" 1963:"The protective role of melanin against UV damage in human skin" 1564:. It has been proposed that the ability of melanin to act as an 489:. It is also found in hair, the pigmented tissue underlying the 7047: 5899: 5586: 5385: 5352: 4736:
Tishkoff SA, Reed FA, Friedlaender FR, et al. (May 2009).
4433: 4419: 2512:"Biochemical sites of gene action for melanogenesis in mammals" 2111: 1651: 1502: 1065: 705:
against DNA damage from non-UV radiation. Important studies in
652:
pigmentation. The coat pattern of mammals is determined by the
649: 319: 228: 3584: 2063:
Journal of the European Academy of Dermatology and Venereology
1239:
is well known, though poorly understood. In his 1859 treatise
5763: 4676:. Vol. 3 (8th ed.). Wiley-Blackwell. p. 58.9. 4364: 3890: 3357: 3278:
Jimbow K, Quevedo WC J, Fitzpatrick TB, Szabo G (July 1976).
1718:
Casadevall A (2018). "Melanin triggers antifungal defences".
1380:. The melanosomes in each recipient cell accumulate atop the 1225: 1104:→ 5,6-dihydroxyindole-2-carboxylic acid → quinone → eumelanin 1019:
450 to 550 °C (842 to 1,022 °F; 723 to 823 K)
663:
has been observed to be deposited in layers thus producing a
353: 280: 263: 238:
In the human skin, melanogenesis is initiated by exposure to
41: 3322:
Genetic Analysis: Genes, Genomes, and Networks in Eukaryotes
3095: 2404:"Selenomelanin: An Abiotic Selenium Analogue of Pheomelanin" 1568:
is directly proportional to its degree of polymerization or
1454:
does not appear to have undergone positive selection, while
3364: 2270: 1608:
by the RPE. This phenomenon has been attributed in part to
1450: 1254: 1118: 614: 102: 96: 5096: 4927:"Human skin pigmentation as an adaptation to UV radiation" 3614: 3532: 3062: 2911: 1954: 1711: 835: 77:
Micrograph of the epidermis, with melanin labeled at left.
4602: 1385: 224: 108: 4735: 4447: 3378: 3224: 2485:"New biomaterial could shield against harmful radiation" 2356: 2184: 4559: 3491: 2605: 2016: 1297: 1206: 829:
3,8-Dimethyl-2,7-dihydrobenzodiindole-4,5,9,10-tetrone
582:, a fungus) melanins appear to play important roles in 4500: 4363:. Additional contributions from Kilbourn Gordon, III. 3893:"Some problems and errors in cytogenetic biodosimetry" 2946: 2509: 862:
3,8-Dimethyl-2,7-dihydrobenzodiindole-4,5,9,10-tetrone
823:
3,8-Dimethyl-2,7-dihydrobenzodiindole-4,5,9,10-tetrone
7070: 6248: 5097:
Meyskens FL, Farmer PJ, Anton-Culver H (April 2004).
4983: 4011:
Dadachova E, Casadevall A (2011). Horikoshi K (ed.).
3610: 3608: 816: 111: 105: 5958:
Branched-chain alpha-keto acid dehydrogenase complex
5914:
Branched-chain alpha-keto acid dehydrogenase complex
5429:
Branched-chain alpha-keto acid dehydrogenase complex
4824: 4503:"Redox regulation in human melanocytes and melanoma" 3485: 2853:
Dadachova E, Bryan RA, Huang X, et al. (2007).
2735: 1267:
in the stria vascularis of the inner ear results in
99: 4873: 4827:"Evidence for Variable Selective Pressures at MC1R" 4651:
The Smithsonian Institution's Human Origins Program
4010: 3886: 3884: 3882: 3880: 3878: 3876: 3874: 3872: 3870: 3676: 3674: 3580: 3578: 3533:Hegna RH, Nokelainen O, Hegna JR, Mappes J (2013). 2852: 1856: 1079:by two pathways to benzothiazines and pheomelanins 93: 90: 4352: 3605: 2914:International Review of Cell and Molecular Biology 2905: 1548:Physical properties and technological applications 6694:Inherited patterned lentiginosis in black persons 5566: 4006: 4004: 3740: 3738: 3125:"Melanin and the Abrasion Resistance of Feathers" 2782: 1779: 501:. In the brain, tissues with melanin include the 485:In humans, melanin is the primary determinant of 16:Group of natural pigments found in most organisms 7106: 6903:Eczematid-like purpura of Doucas and Kapetanakis 5267:. Department of Computer Science and Technology. 5163: 5053: 4924: 4501:Meyskens FL, Farmer P, Fruehauf JP (June 2001). 3867: 3671: 3615:Gessler NN, Egorova AS, Belozerskaya TA (2014). 3575: 2846: 1469:is needed. This is the physiological purpose of 1274:In Parkinson's disease, a disorder that affects 1117:Detailed metabolic pathways can be found in the 929: 505:and pigment-bearing neurons within areas of the 327:. The arrows denote where the polymer continues. 271:. The arrow denotes where the polymer continues. 5519:Aminocarboxymuconate-semialdehyde decarboxylase 4931:Proceedings of the National Academy of Sciences 4671: 4248: 3056: 2401: 1096:and follow two more pathways to the eumelanins 1009:< −20 °C (−4 °F; 253 K) 884: 4001: 3898:Biotechnology & Biotechnological Equipment 3735: 3680: 3453: 2947:Kottler VA, Künstner A, Schartl M (May 2015). 2606:Del Bino S, Ito S, Sok J, Wakamatsu K (2022). 1960: 1664:, a syndrome characterised by hypopigmentation 1619: 339:Pheomelanin production is highly dependent on 223:portions that are largely responsible for the 6555:Yemenite deaf-blind hypopigmentation syndrome 6234: 5325: 5189: 5187: 5018: 3946: 3944: 3942: 3812: 3810: 3808: 3806: 3804: 3744: 3492:Hsiung BK, Blackledge TA, Shawkey MD (2015). 3013: 2741: 1907: 793:on alkali fusion. It is commonly seen in the 737:. Her most significant contribution is Mosse 735:Belarusian Institute of Genetics and Cytology 421:The biochemical composition of peptidomelanin 4346: 4344: 3280:"Some aspects of melanin biology: 1950–1975" 3173: 2825: 2516:Annales de Génétique et de Sélection Animale 2060: 352:units that are produced, instead of DHI and 6623:Reticular pigmented anomaly of the flexures 5963:3-hydroxy-2-methylbutyryl-CoA dehydrogenase 3447: 3360:"Gene interaction in coat color of mammals" 3180:International Journal of Molecular Sciences 2665:"Skin melanocytes: biology and development" 2482: 287:. This reaction is catalyzed by the enzyme 6241: 6227: 5953:Branched-chain amino acid aminotransferase 5909:Branched-chain amino acid aminotransferase 5424:Branched-chain amino acid aminotransferase 5332: 5318: 5184: 3954:International Journal of Radiation Biology 3939: 3801: 1775: 1773: 1717: 1552:Evidence exists for a highly cross-linked 1232:mortality beyond melanoma-related deaths. 904: 394: 161:, which among other functions provide the 40: 5934:Methylmalonate semialdehyde dehydrogenase 5237: 5219: 5117: 4960: 4950: 4850: 4769: 4521: 4341: 4276: 4266: 4249:Zaidi KU, Ali AS, Ali SA, Naaz I (2014). 4225: 4192: 4140: 4091: 4081: 3914: 3784: 3718: 3681:Nenoi M, Wang B, Vares G (12 June 2014). 3638: 3599:Croatian Radiation Protection Association 3558: 3509: 3421:. Springer Science & Business Media. 3295: 3246: 3201: 3191: 3080: 3031: 2940: 2888: 2878: 2759: 2688: 2639: 2590: 2537: 2527: 2386: 2313: 1986: 1921: 1884: 1874: 1857:Haining RL, Achat-Mendes C (March 2017). 1805: 1190: 713:, 1985. Much of our understanding of the 6899:Doucas and Kapetanakis pigmented purpura 6628:Naegeli–Franceschetti–Jadassohn syndrome 5524:Aminomuconate-semialdehyde dehydrogenase 4114: 3284:The Journal of Investigative Dermatology 2408:Journal of the American Chemical Society 2191:The Journal of Investigative Dermatology 1786:Journal of the American Chemical Society 1624:Heavily pigmented melanoma cells have a 1288:substantia nigra from external toxins." 1044: 785:Chemical structure of indole-5,6-quinone 780: 602:, appear to be able to use melanin as a 469: 416: 407: 318: 262: 72: 60: 6638:X-linked reticulate pigmentary disorder 6618:Reticulate acropigmentation of Kitamura 6613:Pigmentatio reticularis faciei et colli 5755:1-Pyrroline-5-carboxylate dehydrogenase 5296:Kyoto Encyclopedia of Genes and Genomes 5277:Kyoto Encyclopedia of Genes and Genomes 5273:"Tyrosine metabolism—Reference pathway" 4925:Jablonski NG, Chaplin G (11 May 2010). 3414: 3318: 2669:Advances in Dermatology and Allergology 1901: 1770: 1415: 1351:rates in darker pigmented individuals. 741:, 2000 on mice but also includes Mosse 524:The melanin in the skin is produced by 332:orange hair, which is typically called 176:There are five basic types of melanin: 7107: 7010:Dyschromatosis universalis hereditaria 6815:Familial progressive hyperpigmentation 6015:Betaine-homocysteine methyltransferase 4831:The American Journal of Human Genetics 4699:"Why Humans and Their Fur Parted Ways" 4605:Pharmacology Biochemistry and Behavior 4311:from the original on 25 September 2017 4174: 3820:Journal of Environmental Radioactivity 3122: 3007: 2572: 2217:from the original on 25 September 2022 1372:. These are then transferred into the 1211:There are approximately nine types of 1092:Also, dopaquinone can be converted to 671:arises: giving a number of species an 442:It is possible to enrich melanin with 7005:Dyschromatosis symmetrica hereditaria 6840:Transient neonatal pustular melanosis 6222: 5476:Template:Leucine metabolism in humans 5313: 4207: 4063: 3950: 3816: 3622:Applied Biochemistry and Microbiology 3474:from the original on 12 November 2023 2995:from the original on 22 February 2024 2450:from the original on 6 September 2023 2166:from the original on 11 February 2020 733:, and as of 2022 continues under the 281:5,6-dihydroxyindole-2-carboxylic acid 6830:Photoleukomelanodermatitis of Kobori 6608:Dermatopathia pigmentosa reticularis 5616:Guanidinoacetate N-methyltransferase 4696: 4121:Cellular and Molecular Life Sciences 3457:Natural Photonics and Bioinspiration 3155:from the original on 23 January 2020 2953:Pigment Cell & Melanoma Research 2742:Hamilton AJ, Gomez BL (March 2002). 2612:Pigment Cell & Melanoma Research 2599: 1596:(RPE) also may be implicated in the 1536:crosslinking caused by UV exposure. 1354: 1235:The connection between albinism and 1207:Genetic disorders and disease states 610:and harness this energy for growth. 149: 'black, dark') is a family of 6129:4-Hydroxyphenylpyruvate dioxygenase 5726:Formiminotransferase cyclodeaminase 5449:Isovaleryl coenzyme A dehydrogenase 4541:from the original on 30 August 2024 4255:Biochemistry Research International 3494:"Spiders do have melanin after all" 3435:from the original on 30 August 2024 3339:from the original on 30 August 2024 3174:Galván I, Solano F (8 April 2016). 2554:from the original on 30 August 2024 2491:from the original on 30 August 2024 1838:from the original on 30 August 2024 1253:, predominantly observed among the 1122: 920: 46:One possible structure of Eumelanin 13: 6835:Postinflammatory hyperpigmentation 6755:Poikiloderma vasculare atrophicans 5929:3-hydroxyisobutyrate dehydrogenase 5419:3-Hydroxybutyryl-CoA dehydrogenase 5145:from the original on 3 August 2020 5033:10.1111/j.1432-1033.1995.tb20794.x 4462:10.1111/j.1600-0749.1994.tb00015.x 4371:from the original on 28 March 2017 2160:MetaCyc Metabolic Pathway Database 1932:10.1111/j.1751-1097.2004.tb00012.x 1689:Risks and benefits of sun exposure 1460:has undergone positive selection. 817:Interpretation as a single monomer 590:by protecting the microbe against 547: 275:Eumelanin has two forms linked to 14: 7136: 6540:Postinflammatory hypopigmentation 6484:Progressive macular hypomelanosis 5924:3-hydroxyisobutyryl-CoA hydrolase 5841:Gamma-glutamylcysteine synthetase 5750:Pyrroline-5-carboxylate reductase 5257: 4717:from the original on 18 June 2009 4523:10.1034/j.1600-0749.2001.140303.x 2723:from the original on 17 July 2020 2510:Prota, G., Searle, A. G. (1978). 2032:10.1034/j.1600-0749.2001.140505.x 1384:, where they protect the nuclear 684:Some moth species, including the 403: 7092: 7080: 6474:Idiopathic guttate hypomelanosis 5265:"Absorption spectrum of melanin" 5021:European Journal of Biochemistry 4998:10.1111/j.1600-0749.2004.00140.x 3683:"In vivo radioadaptive response" 3418:Biology of the Arthropod Cuticle 3110:10.1111/j.0908-8857.2008.04413.x 2797:10.1111/j.0105-2896.2004.00116.x 2075:10.1111/j.1468-3083.2011.04278.x 1979:10.1111/j.1751-1097.2007.00226.x 1203:is an effective melanin bleach. 1178: 1166: 1154: 1142: 1130: 1100:dopaquinone → leucodopachrome → 965: 959: 843: 834: 453: 437: 253: 181: 86: 6958:Titanium metallic discoloration 6714:Partial unilateral lentiginosis 5596:Serine hydroxymethyltransferase 5157: 5090: 5047: 5012: 4977: 4918: 4867: 4818: 4806:from the original on 2 May 2019 4786: 4729: 4690: 4665: 4639: 4596: 4562:Cutaneous and Ocular Toxicology 4553: 4494: 4476: 4441: 4427: 4413: 4387: 4323: 4293: 4242: 4214:Journal of Biological Chemistry 4201: 4115:Kim YJ, Uyama H (15 May 2005). 4108: 4064:Yao ZY, Qi JH (22 April 2016). 4057: 3526: 3498:Journal of Experimental Biology 3408: 3372: 3351: 3312: 3271: 3218: 3167: 3116: 3089: 2819: 2776: 2748:Journal of Medical Microbiology 2705: 2656: 2566: 2503: 2476: 2395: 2350: 2307: 2285:10.1016/j.pneurobio.2005.02.001 2264: 2229: 2178: 1967:Photochemistry and Photobiology 1910:Photochemistry and Photobiology 1029:(at 25 °C , 100 kPa). 363: 6731:Erythema dyschromicum perstans 6010:Homocysteine methyltransferase 5988:Methionine adenosyltransferase 5469:Methylglutaconyl-CoA hydratase 5464:Methylcrotonyl-CoA carboxylase 4674:Rook's Textbook of Dermatology 3460:(1st ed.), Artech House, 3454:Mouchet SR, Deparis O (2021), 2744:"Melanins in fungal pathogens" 2148: 2105: 2054: 1961:Brenner M, Hearing VJ (2008). 1850: 971: 953: 314: 302:Analysis of highly pigmented ( 219:-derivative that contains poly 177: 1: 6920:Hemosiderin hyperpigmentation 6879:Pigmented purpuric dermatosis 6825:Periorbital hyperpigmentation 6321:Vogt–Koyanagi–Harada syndrome 6139:Fumarylacetoacetate hydrolase 6134:Homogentisate 1,2-dioxygenase 5851:Gamma-glutamyl transpeptidase 5514:3-hydroxyanthranilate oxidase 5454:α-Ketoisocaproate dioxygenase 5119:10.1158/1078-0432.ccr-03-0638 4227:10.1016/S0021-9258(18)35614-X 3971:10.1080/09553002.2022.2026517 3916:10.1080/13102818.2016.1259018 3845:10.1016/j.jenvrad.2012.05.009 2468:: CS1 maint: date and year ( 1705: 1388:from mutations caused by the 1359: 1075:Dopaquinone can combine with 648:Melanin is also important in 606:that enables them to capture 6787:Shiitake mushroom dermatitis 4647:"Human Skin Color Variation" 4574:10.3109/15569527.2012.676119 3961:(3: Women in Radiobiology). 3297:10.1111/1523-1747.ep12512500 2926:10.1016/bs.ircmb.2015.09.005 2880:10.1371/journal.pone.0000457 2840:10.1002/scin.2007.5591712106 2203:10.1111/1523-1747.ep12480680 1863:Neural Regeneration Research 1522:high-frequency visible light 1508:Melanin in the eyes, in the 258: 7: 6874:Iron metallic discoloration 6550:Vagabond's leukomelanoderma 6077:Methylmalonyl CoA epimerase 6028:Cystathionine beta synthase 5495:Indoleamine 2,3-dioxygenase 4937:(Supplement 2): 8962–8968. 3325:. Oxford University Press. 2487:. Northwestern University. 2483:Mark Heiden (8 July 2020). 2238:Journal of Natural Products 1644: 1637:, so that they can both be 1620:Role in melanoma metastasis 1404:in lighter-skinned people. 717:effects of melanin against 10: 7141: 6820:Pallister–Killian syndrome 6469:Albinism–deafness syndrome 6001:regeneration of methionine 5983:generation of homocysteine 5783:Ornithine aminotransferase 5499:Tryptophan 2,3-dioxygenase 5400:Glutaryl-CoA dehydrogenase 5395:Saccharopine dehydrogenase 5221:10.1038/s41598-019-45643-9 2761:10.1099/0022-1317-51-3-189 2126:10.1152/physrev.00044.2003 1740:10.1038/d41586-018-02370-x 1594:retinal pigment epithelium 1526:blue, green, and grey eyes 1463: 1430:Anatomically modern humans 367: 135: 18: 7018: 6995: 6966: 6928: 6861: 6852: 6795: 6769: 6736:Lichen planus pigmentosus 6684:Centrofacial lentiginosis 6656: 6600: 6581: 6572: 6527: 6496: 6451: 6441:Griscelli syndrome type 3 6436:Griscelli syndrome type 2 6416:Hermansky–Pudlak syndrome 6404: 6376: 6361: 6329: 6308: 6285: 6274: 6260: 6176: 6166: 6124:Tyrosine aminotransferase 6119:Phenylalanine hydroxylase 6104: 6094: 6072:Propionyl-CoA carboxylase 6060: 6041: 6033:Cystathionine gamma-lyase 5971: 5942: 5898: 5883: 5821: 5801: 5772: 5734: 5705: 5690: 5678:L-threonine dehydrogenase 5667: 5648: 5629: 5581: 5557: 5532: 5484: 5408: 5384: 5371: 5359: 4697:Wade N (19 August 2003). 4617:10.1016/j.pbb.2009.02.011 4331:"Oculocutaneous Albinism" 4133:10.1007/s00018-005-5054-y 4083:10.3390/molecules21040487 3640:10.1134/s0003683814020094 2713:"oculocutaneous albinism" 2328:10.1007/s00702-006-0450-5 1023: 940: 868: 856: 851: 842: 833: 776: 629:use pheomelanin instead. 528:, which are found in the 465: 376:catecholaminergic neurons 51: 39: 34: 6689:Generalized lentiginosis 6421:Chédiak–Higashi syndrome 6082:Methylmalonyl-CoA mutase 5659:D-cysteine desulfhydrase 5106:Clinical Cancer Research 4305:pubchem.ncbi.nlm.nih.gov 3703:10.1177/0960327114537537 3098:Journal of Avian Biology 2529:10.1186/1297-9686-10-1-1 2371:10.1021/acsomega.4c03704 1876:10.4103/1673-5374.202928 1242:On the Origin of Species 1197:blood breakdown pigments 513:. It also occurs in the 55:Heterogeneous biopolymer 19:Not to be confused with 6750:Poikiloderma of Civatte 6386:Oculocutaneous albinism 5813:Glutamate dehydrogenase 5788:Ornithine decarboxylase 5716:Histidine ammonia-lyase 5459:Leucine 2,3-aminomutase 4952:10.1073/pnas.0914628107 4896:10.1126/science.1116238 4762:10.1126/science.1172257 4395:"Causes of Variability" 4015:. Tokyo New York City: 3394:10.1242/dev.121.10.3223 2717:Genetics Home Reference 2681:10.5114/pdia.2013.33376 1213:oculocutaneous albinism 801:by the tyrosinase type 709:models include Hopwood 579:Cryptococcus neoformans 566:reactive oxygen species 395:Other forms of melanins 291:. The initial product, 6894:Gougerot–Blum syndrome 6777:Incontinentia pigmenti 6633:Dyskeratosis congenita 6560:Wende–Bauckus syndrome 6479:Phylloid hypomelanosis 6250:Pigmentation disorders 6200:Aspartate transaminase 6023:conversion to cysteine 5993:Adenosylhomocysteinase 5846:Glutathione synthetase 4181:New Journal of Science 4019:. pp. xxix+1247. 4013:Extremophiles handbook 3769:10.1002/advs.201903129 3601:. p. 35 (of 268). 3551:10.1098/rspb.2012.2812 2949:"Pheomelanin in fish?" 2579:New Journal of Science 1560:to matrix scaffolding 1251:Waardenburg's syndrome 1201:potassium permanganate 1191:Microscopic appearance 786: 604:photosynthetic pigment 482: 422: 414: 356:, when the amino acid 334:"red" or "ginger" hair 328: 272: 78: 70: 6316:Alezzandrini syndrome 6295:Quadrichrome vitiligo 6195:Asparagine synthetase 5363:Essential amino acids 4986:Pigment Cell Research 4802:. 22 September 2016. 4510:Pigment Cell Research 4450:Pigment Cell Research 4261:: 1–16 (see Fig. 3). 2785:Immunological Reviews 2114:Physiological Reviews 2020:Pigment Cell Research 1516:, helps protect from 1045:Biosynthetic pathways 784: 669:structural coloration 473: 420: 411: 322: 266: 76: 64: 6913:Angioma serpiginosum 6805:Acanthosis nigricans 6344:Waardenburg syndrome 5866:Glutamine synthetase 5640:Alanine transaminase 4401:on 23 September 2006 4337:on 23 December 2008. 3963:Taylor & Francis 3907:Taylor & Francis 3193:10.3390/ijms17040520 2420:10.1021/jacs.0c05573 1798:10.1021/jacs.0c12322 1685:, melanin production 1614:macular degeneration 1592:melanization in the 1578:macular degeneration 1416:Evolutionary origins 1310:macular degeneration 858:Preferred IUPAC name 493:of the eye, and the 6643:Galli–Galli disease 6535:Nevus depigmentosus 6006:Methionine synthase 5919:Enoyl-CoA hydratase 5804:alpha-ketoglutarate 5721:Urocanate hydratase 5434:Enoyl-CoA hydratase 5212:2019NatSR...9.9280S 5056:Ophthalmic Research 4943:2010PNAS..107.8962J 4888:2005Sci...310.1782L 4754:2009Sci...324.1035T 4484:"Lewy Body Disease" 4268:10.1155/2014/854687 4194:10.1155/2014/498276 3837:2012JEnvR.112...70M 3631:Pleiades Publishing 3415:Neville AC (2012). 2871:2007PLoSO...2..457D 2592:10.1155/2014/498276 2414:(29): 12802–12810. 1732:2018Natur.555..319C 1657:Albinism in biology 1376:cells of the human 1345:nicotine dependence 989: g·mol 830: 389:Parkinson's disease 277:5,6-dihydroxyindole 6889:Majocchi's disease 6782:Scratch dermatitis 6709:Mucosal lentigines 6509:Vasospastic macule 6426:Griscelli syndrome 6052:Threonine aldolase 5601:Serine dehydratase 5345:Protein metabolism 5200:Scientific Reports 4799:The New York Times 4703:The New York Times 3545:(1755): 20122812. 3511:10.1242/jeb.128801 3319:Meneely P (2014). 3123:Bonser RH (1995). 3082:10.3390/opt4040041 2965:10.1111/pcmr.12359 2624:10.1111/pcmr.13062 1662:Griscelli syndrome 1586:Signaling pathways 1390:ionizing radiation 1033:Infobox references 828: 803:polyphenol oxidase 799:indole-5,6-quinone 795:enzymatic browning 787: 620:Stegastes apicalis 600:radiotrophic fungi 483: 423: 415: 329: 273: 244:malignant melanoma 79: 71: 7068: 7067: 6991: 6990: 6987: 6986: 6948:Arsenic poisoning 6884:Schamberg disease 6848: 6847: 6741:Café au lait spot 6568: 6567: 6492: 6491: 6431:Elejalde syndrome 6357: 6356: 6216: 6215: 6212: 6211: 6208: 6207: 6162: 6161: 6090: 6089: 5879: 5878: 5686: 5685: 5553: 5552: 5444:HMG-CoA reductase 5068:10.1159/000085533 4748:(5930): 1035–44. 4683:978-1-4051-6169-5 4208:Mason HS (1948). 4175:Solano F (2014). 4127:(15): 1707–1723. 4044:978-4-431-53897-4 4026:978-4-431-53898-1 3504:(22): 3632–3635. 3467:978-163-081-797-8 3388:(10): 3223–3232. 3239:10.1111/ibi.12770 3026:(11): 1212–1219. 2573:Solano F (2014). 2250:10.1021/np100740n 2069:(12): 1369–1380. 1726:(7696): 319–320. 1355:Human adaptations 1349:smoking cessation 1173:L-leucodopachrome 1041:Chemical compound 1039: 1038: 769:, 2007 and Mosse 695:Melanin protects 594:responses of its 564:from the sun and 460:metabolic pathway 427:Aspergillus niger 381:transition metals 59: 58: 7132: 7115:Human skin color 7097: 7096: 7095: 7085: 7084: 7076: 6859: 6858: 6699:Ink spot lentigo 6598: 6597: 6579: 6578: 6374: 6373: 6300:Vitiligo ponctué 6283: 6282: 6272: 6271: 6243: 6236: 6229: 6220: 6219: 6174: 6173: 6102: 6101: 5896: 5895: 5703: 5702: 5579: 5578: 5564: 5563: 5382: 5381: 5334: 5327: 5320: 5311: 5310: 5306: 5304: 5302: 5287: 5285: 5283: 5268: 5252: 5251: 5241: 5223: 5191: 5182: 5181: 5166:Molecular Vision 5161: 5155: 5154: 5152: 5150: 5144: 5121: 5103: 5094: 5088: 5087: 5051: 5045: 5044: 5016: 5010: 5009: 4981: 4975: 4974: 4964: 4954: 4922: 4916: 4915: 4882:(5755): 1782–6. 4871: 4865: 4864: 4854: 4837:(4): 1351–1361. 4822: 4816: 4815: 4813: 4811: 4790: 4784: 4783: 4773: 4733: 4727: 4726: 4724: 4722: 4694: 4688: 4687: 4669: 4663: 4662: 4660: 4658: 4643: 4637: 4636: 4600: 4594: 4593: 4557: 4551: 4550: 4548: 4546: 4540: 4525: 4507: 4498: 4492: 4491: 4490:on 21 July 2009. 4486:. Archived from 4480: 4474: 4473: 4445: 4439: 4431: 4425: 4417: 4411: 4410: 4408: 4406: 4397:. Archived from 4391: 4385: 4384: 4378: 4376: 4356: 4348: 4339: 4338: 4333:. Archived from 4327: 4321: 4320: 4318: 4316: 4297: 4291: 4290: 4280: 4270: 4246: 4240: 4239: 4229: 4205: 4199: 4198: 4196: 4187:(498276): 1–28. 4172: 4163: 4162: 4144: 4112: 4106: 4105: 4095: 4085: 4061: 4055: 4038: 4008: 3999: 3998: 3948: 3937: 3936: 3918: 3888: 3865: 3864: 3814: 3799: 3798: 3788: 3752:Advanced Science 3742: 3733: 3732: 3722: 3678: 3669: 3668: 3642: 3612: 3603: 3602: 3582: 3573: 3572: 3562: 3530: 3524: 3523: 3513: 3489: 3483: 3482: 3481: 3479: 3451: 3445: 3444: 3442: 3440: 3412: 3406: 3405: 3376: 3370: 3369: 3355: 3349: 3348: 3346: 3344: 3316: 3310: 3309: 3299: 3275: 3269: 3268: 3250: 3222: 3216: 3215: 3205: 3195: 3171: 3165: 3164: 3162: 3160: 3120: 3114: 3113: 3093: 3087: 3086: 3084: 3060: 3054: 3053: 3035: 3011: 3005: 3004: 3002: 3000: 2944: 2938: 2937: 2909: 2903: 2902: 2892: 2882: 2850: 2844: 2843: 2823: 2817: 2816: 2780: 2774: 2773: 2763: 2739: 2733: 2732: 2730: 2728: 2709: 2703: 2702: 2692: 2660: 2654: 2653: 2643: 2603: 2597: 2596: 2594: 2570: 2564: 2563: 2561: 2559: 2541: 2531: 2507: 2501: 2500: 2498: 2496: 2480: 2474: 2473: 2467: 2459: 2457: 2455: 2399: 2393: 2392: 2390: 2354: 2348: 2347: 2311: 2305: 2304: 2268: 2262: 2261: 2233: 2227: 2226: 2224: 2222: 2182: 2176: 2175: 2173: 2171: 2152: 2146: 2145: 2109: 2103: 2102: 2058: 2052: 2051: 2014: 2001: 2000: 1990: 1958: 1952: 1951: 1925: 1923:cond-mat/0312277 1905: 1899: 1898: 1888: 1878: 1854: 1848: 1847: 1845: 1843: 1809: 1792:(7): 2622–2637. 1777: 1768: 1767: 1715: 1668:Human skin color 1641:and metastatic. 1570:molecular weight 1483:photodegradation 1481:, including the 1325:port-wine stains 1182: 1170: 1158: 1146: 1134: 999:1.6 to 1.8 g/cm 988: 973: 967: 961: 955: 948:Chemical formula 933: 922: 908: 888: 847: 838: 831: 827: 574:oxidizing agents 515:zona reticularis 495:stria vascularis 479:Papua New Guinea 387:and the related 304:Fitzpatrick type 146: 139: 127: 126: 125: 124: 117: 114: 113: 110: 107: 104: 101: 98: 95: 92: 44: 32: 31: 7140: 7139: 7135: 7134: 7133: 7131: 7130: 7129: 7105: 7104: 7103: 7093: 7091: 7079: 7071: 7069: 7064: 7014: 6983: 6962: 6930: 6924: 6869:Hemochromatosis 6854: 6844: 6797: 6791: 6765: 6761:Riehl melanosis 6719:PUVA lentigines 6704:Lentigo maligna 6674:Lentigo simplex 6658: 6652: 6648:Revesz syndrome 6591: 6586: 6564: 6545:Pityriasis alba 6523: 6514:Woronoff's ring 6501: 6488: 6447: 6408: 6400: 6391:Ocular albinism 6367: 6353: 6331: 6325: 6304: 6276: 6265: 6256: 6247: 6217: 6204: 6158: 6086: 6056: 6037: 5967: 5938: 5889: 5875: 5817: 5797: 5768: 5745:Proline oxidase 5730: 5698:α-ketoglutarate 5696: 5682: 5663: 5644: 5625: 5621:Creatine kinase 5571: 5549: 5528: 5504:Arylformamidase 5480: 5404: 5367: 5365:are in Capitals 5355: 5351:and catabolism 5338: 5300: 5298: 5292:"Melanogenesis" 5290: 5281: 5279: 5271: 5263: 5260: 5255: 5192: 5185: 5162: 5158: 5148: 5146: 5142: 5101: 5095: 5091: 5052: 5048: 5017: 5013: 4982: 4978: 4923: 4919: 4872: 4868: 4823: 4819: 4809: 4807: 4792: 4791: 4787: 4734: 4730: 4720: 4718: 4695: 4691: 4684: 4670: 4666: 4656: 4654: 4645: 4644: 4640: 4601: 4597: 4558: 4554: 4544: 4542: 4538: 4505: 4499: 4495: 4482: 4481: 4477: 4446: 4442: 4432: 4428: 4418: 4414: 4404: 4402: 4393: 4392: 4388: 4374: 4372: 4349: 4342: 4329: 4328: 4324: 4314: 4312: 4299: 4298: 4294: 4247: 4243: 4206: 4202: 4173: 4166: 4113: 4109: 4062: 4058: 4027: 4009: 4002: 3949: 3940: 3889: 3868: 3815: 3802: 3743: 3736: 3679: 3672: 3613: 3606: 3583: 3576: 3539:Proc. R. Soc. B 3531: 3527: 3490: 3486: 3477: 3475: 3468: 3452: 3448: 3438: 3436: 3429: 3413: 3409: 3377: 3373: 3356: 3352: 3342: 3340: 3333: 3317: 3313: 3276: 3272: 3223: 3219: 3172: 3168: 3158: 3156: 3141:10.2307/1369048 3121: 3117: 3094: 3090: 3061: 3057: 3033:10.1038/ng.3098 3020:Nature Genetics 3012: 3008: 2998: 2996: 2945: 2941: 2910: 2906: 2851: 2847: 2824: 2820: 2781: 2777: 2740: 2736: 2726: 2724: 2711: 2710: 2706: 2661: 2657: 2604: 2600: 2571: 2567: 2557: 2555: 2508: 2504: 2494: 2492: 2481: 2477: 2461: 2460: 2453: 2451: 2400: 2396: 2355: 2351: 2316:J Neural Transm 2312: 2308: 2269: 2265: 2234: 2230: 2220: 2218: 2183: 2179: 2169: 2167: 2154: 2153: 2149: 2120:(4): 1155–228. 2110: 2106: 2059: 2055: 2015: 2004: 1959: 1955: 1906: 1902: 1855: 1851: 1841: 1839: 1807:1854/LU-8699336 1778: 1771: 1716: 1712: 1708: 1703: 1647: 1626:Young's modulus 1622: 1550: 1479:solar radiation 1466: 1418: 1362: 1357: 1294:matrix proteins 1209: 1193: 1186: 1183: 1174: 1171: 1162: 1159: 1150: 1147: 1138: 1135: 1094:leucodopachrome 1047: 1042: 1035: 1030: 986: 976: 970: 964: 958: 950: 936: 923: 911: 891: 878: 864: 863: 819: 779: 719:gamma radiation 715:radioprotective 686:wood tiger moth 665:Bragg reflector 626:Cyprinus carpio 550: 548:Other organisms 511:locus coeruleus 468: 456: 440: 406: 397: 372: 366: 317: 261: 256: 211:is followed by 120: 119: 89: 85: 47: 28: 17: 12: 11: 5: 7138: 7128: 7127: 7122: 7117: 7102: 7101: 7089: 7066: 7065: 7063: 7062: 7060:Depigmentation 7057: 7056: 7055: 7045: 7044: 7043: 7033: 7031:Skin whitening 7028: 7022: 7020: 7016: 7015: 7013: 7012: 7007: 7001: 6999: 6993: 6992: 6989: 6988: 6985: 6984: 6982: 6981: 6976: 6970: 6968: 6964: 6963: 6961: 6960: 6955: 6953:Lead poisoning 6950: 6945: 6940: 6934: 6932: 6926: 6925: 6923: 6922: 6917: 6916: 6915: 6910: 6905: 6896: 6891: 6886: 6876: 6871: 6865: 6863: 6856: 6850: 6849: 6846: 6845: 6843: 6842: 6837: 6832: 6827: 6822: 6817: 6812: 6807: 6801: 6799: 6793: 6792: 6790: 6789: 6784: 6779: 6773: 6771: 6767: 6766: 6764: 6763: 6758: 6752: 6743: 6738: 6733: 6728: 6722: 6721: 6716: 6711: 6706: 6701: 6696: 6691: 6686: 6681: 6676: 6662: 6660: 6654: 6653: 6651: 6650: 6645: 6640: 6635: 6630: 6625: 6620: 6615: 6610: 6604: 6602: 6595: 6576: 6570: 6569: 6566: 6565: 6563: 6562: 6557: 6552: 6547: 6542: 6537: 6531: 6529: 6525: 6524: 6522: 6521: 6519:Nevus anemicus 6516: 6511: 6505: 6503: 6494: 6493: 6490: 6489: 6487: 6486: 6481: 6476: 6471: 6466: 6461: 6459:Cross syndrome 6455: 6453: 6449: 6448: 6446: 6445: 6444: 6443: 6438: 6433: 6423: 6418: 6412: 6410: 6402: 6401: 6399: 6398: 6393: 6388: 6382: 6380: 6371: 6359: 6358: 6355: 6354: 6352: 6351: 6349:Tietz syndrome 6346: 6341: 6335: 6333: 6327: 6326: 6324: 6323: 6318: 6312: 6310: 6306: 6305: 6303: 6302: 6297: 6291: 6289: 6280: 6269: 6258: 6257: 6246: 6245: 6238: 6231: 6223: 6214: 6213: 6210: 6209: 6206: 6205: 6203: 6202: 6197: 6187: 6185: 6171: 6164: 6163: 6160: 6159: 6157: 6156: 6142: 6141: 6136: 6131: 6126: 6121: 6115: 6113: 6099: 6092: 6091: 6088: 6087: 6085: 6084: 6079: 6074: 6068: 6066: 6058: 6057: 6055: 6054: 6048: 6046: 6039: 6038: 6036: 6035: 6030: 6018: 6017: 6012: 5996: 5995: 5990: 5978: 5976: 5969: 5968: 5966: 5965: 5960: 5955: 5949: 5947: 5940: 5939: 5937: 5936: 5931: 5926: 5921: 5916: 5911: 5905: 5903: 5893: 5881: 5880: 5877: 5876: 5874: 5873: 5868: 5854: 5853: 5848: 5843: 5825: 5823: 5819: 5818: 5816: 5815: 5809: 5807: 5799: 5798: 5796: 5795: 5790: 5785: 5779: 5777: 5770: 5769: 5767: 5766: 5761: 5752: 5747: 5741: 5739: 5732: 5731: 5729: 5728: 5723: 5718: 5712: 5710: 5700: 5688: 5687: 5684: 5683: 5681: 5680: 5674: 5672: 5665: 5664: 5662: 5661: 5655: 5653: 5646: 5645: 5643: 5642: 5636: 5634: 5627: 5626: 5624: 5623: 5618: 5604: 5603: 5598: 5592: 5590: 5576: 5561: 5555: 5554: 5551: 5550: 5548: 5547: 5543: 5541: 5530: 5529: 5527: 5526: 5521: 5516: 5511: 5506: 5501: 5491: 5489: 5482: 5481: 5472: 5471: 5466: 5461: 5456: 5451: 5446: 5441: 5436: 5431: 5426: 5421: 5415: 5413: 5406: 5405: 5403: 5402: 5397: 5391: 5389: 5379: 5369: 5368: 5360: 5357: 5356: 5337: 5336: 5329: 5322: 5314: 5308: 5307: 5288: 5269: 5259: 5258:External links 5256: 5254: 5253: 5183: 5156: 5089: 5046: 5011: 4976: 4917: 4866: 4843:10.1086/302863 4817: 4785: 4728: 4689: 4682: 4664: 4653:. 20 June 2012 4638: 4595: 4552: 4493: 4475: 4440: 4426: 4412: 4386: 4340: 4322: 4292: 4241: 4200: 4164: 4107: 4056: 4025: 4000: 3938: 3866: 3800: 3734: 3670: 3604: 3574: 3525: 3484: 3466: 3446: 3427: 3407: 3371: 3350: 3331: 3311: 3270: 3233:(1): 238–244. 3217: 3166: 3135:(2): 590–591. 3115: 3104:(5): 539–545. 3088: 3075:(4): 563–562. 3055: 3006: 2959:(3): 355–356. 2939: 2904: 2845: 2818: 2775: 2734: 2704: 2655: 2618:(6): 622–626. 2598: 2565: 2502: 2475: 2394: 2349: 2322:(6): 751–756. 2306: 2279:(2): 109–124. 2273:Prog Neurobiol 2263: 2228: 2197:(2): 340–344. 2177: 2147: 2104: 2053: 2026:(5): 337–347. 2002: 1953: 1900: 1869:(3): 372–375. 1849: 1769: 1709: 1707: 1704: 1702: 1701: 1696: 1694:Skin whitening 1691: 1686: 1680: 1675: 1673:Melanin theory 1670: 1665: 1659: 1654: 1648: 1646: 1643: 1639:drug-resistant 1621: 1618: 1604:outer segment 1598:downregulation 1562:melanoproteins 1549: 1546: 1524:; people with 1465: 1462: 1417: 1414: 1361: 1358: 1356: 1353: 1302:ocular melanin 1285:norepinephrine 1247:Charles Darwin 1208: 1205: 1192: 1189: 1188: 1187: 1184: 1177: 1175: 1172: 1165: 1163: 1160: 1153: 1151: 1148: 1141: 1139: 1136: 1129: 1123:External links 1121:database (see 1115: 1114: 1106: 1105: 1090: 1089: 1085: 1084: 1073: 1072: 1046: 1043: 1040: 1037: 1036: 1031: 1027:standard state 1024: 1021: 1020: 1017: 1011: 1010: 1007: 1001: 1000: 997: 991: 990: 984: 978: 977: 974: 968: 962: 956: 951: 946: 943: 942: 938: 937: 935: 934: 926: 924: 916: 913: 912: 910: 909: 901: 899: 893: 892: 890: 889: 881: 879: 874: 871: 870: 866: 865: 861: 860: 854: 853: 849: 848: 840: 839: 818: 815: 811:catecholamines 778: 775: 765:, 2006, Mosse 761:, 2002, Mosse 757:, 2001, Mosse 753:, 1998, Mosse 749:, 1997, Mosse 745:, 1994, Mosse 558:cephalopod ink 549: 546: 509:, such as the 467: 464: 455: 452: 439: 436: 405: 404:Peptidomelanin 402: 396: 393: 368:Main article: 365: 362: 316: 313: 260: 257: 255: 252: 213:polymerization 57: 56: 53: 49: 48: 45: 37: 36: 15: 9: 6: 4: 3: 2: 7137: 7126: 7123: 7121: 7118: 7116: 7113: 7112: 7110: 7100: 7090: 7088: 7083: 7078: 7077: 7074: 7061: 7058: 7054: 7051: 7050: 7049: 7046: 7042: 7039: 7038: 7037: 7034: 7032: 7029: 7027: 7024: 7023: 7021: 7017: 7011: 7008: 7006: 7003: 7002: 7000: 6998: 6994: 6980: 6979:Tar melanosis 6977: 6975: 6972: 6971: 6969: 6965: 6959: 6956: 6954: 6951: 6949: 6946: 6944: 6941: 6939: 6936: 6935: 6933: 6927: 6921: 6918: 6914: 6911: 6909: 6908:Lichen aureus 6906: 6904: 6900: 6897: 6895: 6892: 6890: 6887: 6885: 6882: 6881: 6880: 6877: 6875: 6872: 6870: 6867: 6866: 6864: 6860: 6857: 6851: 6841: 6838: 6836: 6833: 6831: 6828: 6826: 6823: 6821: 6818: 6816: 6813: 6811: 6808: 6806: 6803: 6802: 6800: 6794: 6788: 6785: 6783: 6780: 6778: 6775: 6774: 6772: 6768: 6762: 6759: 6756: 6753: 6751: 6747: 6744: 6742: 6739: 6737: 6734: 6732: 6729: 6727: 6724: 6723: 6720: 6717: 6715: 6712: 6710: 6707: 6705: 6702: 6700: 6697: 6695: 6692: 6690: 6687: 6685: 6682: 6680: 6677: 6675: 6671: 6667: 6664: 6663: 6661: 6659:circumscribed 6655: 6649: 6646: 6644: 6641: 6639: 6636: 6634: 6631: 6629: 6626: 6624: 6621: 6619: 6616: 6614: 6611: 6609: 6606: 6605: 6603: 6599: 6596: 6594: 6589: 6584: 6580: 6577: 6575: 6571: 6561: 6558: 6556: 6553: 6551: 6548: 6546: 6543: 6541: 6538: 6536: 6533: 6532: 6530: 6526: 6520: 6517: 6515: 6512: 6510: 6507: 6506: 6504: 6502:hypomelanosis 6499: 6495: 6485: 6482: 6480: 6477: 6475: 6472: 6470: 6467: 6465: 6464:ABCD syndrome 6462: 6460: 6457: 6456: 6454: 6450: 6442: 6439: 6437: 6434: 6432: 6429: 6428: 6427: 6424: 6422: 6419: 6417: 6414: 6413: 6411: 6407: 6403: 6397: 6394: 6392: 6389: 6387: 6384: 6383: 6381: 6379: 6375: 6372: 6370: 6365: 6360: 6350: 6347: 6345: 6342: 6340: 6337: 6336: 6334: 6328: 6322: 6319: 6317: 6314: 6313: 6311: 6307: 6301: 6298: 6296: 6293: 6292: 6290: 6288: 6284: 6281: 6279: 6273: 6270: 6268: 6263: 6259: 6255: 6251: 6244: 6239: 6237: 6232: 6230: 6225: 6224: 6221: 6201: 6198: 6196: 6192: 6189: 6188: 6186: 6183: 6179: 6175: 6172: 6170: 6165: 6155: 6151: 6147: 6144: 6143: 6140: 6137: 6135: 6132: 6130: 6127: 6125: 6122: 6120: 6117: 6116: 6114: 6111: 6107: 6106:PHENYLALANINE 6103: 6100: 6098: 6093: 6083: 6080: 6078: 6075: 6073: 6070: 6069: 6067: 6064: 6059: 6053: 6050: 6049: 6047: 6044: 6040: 6034: 6031: 6029: 6026: 6024: 6020: 6019: 6016: 6013: 6011: 6007: 6004: 6002: 5998: 5997: 5994: 5991: 5989: 5986: 5984: 5980: 5979: 5977: 5974: 5970: 5964: 5961: 5959: 5956: 5954: 5951: 5950: 5948: 5945: 5941: 5935: 5932: 5930: 5927: 5925: 5922: 5920: 5917: 5915: 5912: 5910: 5907: 5906: 5904: 5901: 5897: 5894: 5892: 5887: 5886:propionyl-CoA 5882: 5872: 5869: 5867: 5863: 5859: 5856: 5855: 5852: 5849: 5847: 5844: 5842: 5838: 5834: 5830: 5827: 5826: 5824: 5820: 5814: 5811: 5810: 5808: 5805: 5800: 5794: 5791: 5789: 5786: 5784: 5781: 5780: 5778: 5775: 5771: 5765: 5762: 5760: 5756: 5753: 5751: 5748: 5746: 5743: 5742: 5740: 5737: 5733: 5727: 5724: 5722: 5719: 5717: 5714: 5713: 5711: 5708: 5704: 5701: 5699: 5694: 5689: 5679: 5676: 5675: 5673: 5670: 5666: 5660: 5657: 5656: 5654: 5651: 5647: 5641: 5638: 5637: 5635: 5632: 5628: 5622: 5619: 5617: 5613: 5609: 5606: 5605: 5602: 5599: 5597: 5594: 5593: 5591: 5588: 5584: 5580: 5577: 5575: 5570: 5565: 5562: 5560: 5556: 5545: 5544: 5542: 5539: 5535: 5534:PHENYLALANINE 5531: 5525: 5522: 5520: 5517: 5515: 5512: 5510: 5507: 5505: 5502: 5500: 5496: 5493: 5492: 5490: 5487: 5483: 5479: 5477: 5470: 5467: 5465: 5462: 5460: 5457: 5455: 5452: 5450: 5447: 5445: 5442: 5440: 5439:HMG-CoA lyase 5437: 5435: 5432: 5430: 5427: 5425: 5422: 5420: 5417: 5416: 5414: 5411: 5407: 5401: 5398: 5396: 5393: 5392: 5390: 5387: 5383: 5380: 5378: 5374: 5370: 5366: 5364: 5358: 5354: 5350: 5346: 5342: 5335: 5330: 5328: 5323: 5321: 5316: 5315: 5312: 5297: 5293: 5289: 5278: 5274: 5270: 5266: 5262: 5261: 5249: 5245: 5240: 5235: 5231: 5227: 5222: 5217: 5213: 5209: 5205: 5201: 5197: 5190: 5188: 5179: 5175: 5171: 5167: 5160: 5141: 5137: 5133: 5129: 5125: 5120: 5115: 5112:(8): 2581–3. 5111: 5107: 5100: 5093: 5085: 5081: 5077: 5073: 5069: 5065: 5062:(3): 136–41. 5061: 5057: 5050: 5042: 5038: 5034: 5030: 5027:(1): 159–64. 5026: 5022: 5015: 5007: 5003: 4999: 4995: 4991: 4987: 4980: 4972: 4968: 4963: 4958: 4953: 4948: 4944: 4940: 4936: 4932: 4928: 4921: 4913: 4909: 4905: 4901: 4897: 4893: 4889: 4885: 4881: 4877: 4870: 4862: 4858: 4853: 4848: 4844: 4840: 4836: 4832: 4828: 4821: 4805: 4801: 4800: 4795: 4789: 4781: 4777: 4772: 4767: 4763: 4759: 4755: 4751: 4747: 4743: 4739: 4732: 4716: 4712: 4708: 4704: 4700: 4693: 4685: 4679: 4675: 4668: 4652: 4648: 4642: 4634: 4630: 4626: 4622: 4618: 4614: 4611:(4): 589–96. 4610: 4606: 4599: 4591: 4587: 4583: 4579: 4575: 4571: 4567: 4563: 4556: 4537: 4533: 4529: 4524: 4519: 4516:(3): 148–54. 4515: 4511: 4504: 4497: 4489: 4485: 4479: 4471: 4467: 4463: 4459: 4455: 4451: 4444: 4438: 4435: 4430: 4424: 4421: 4416: 4400: 4396: 4390: 4382: 4370: 4366: 4362: 4361: 4355: 4347: 4345: 4336: 4332: 4326: 4310: 4306: 4302: 4296: 4288: 4284: 4279: 4274: 4269: 4264: 4260: 4256: 4252: 4245: 4237: 4233: 4228: 4223: 4219: 4215: 4211: 4204: 4195: 4190: 4186: 4182: 4178: 4171: 4169: 4160: 4156: 4152: 4148: 4143: 4138: 4134: 4130: 4126: 4122: 4118: 4111: 4103: 4099: 4094: 4089: 4084: 4079: 4075: 4071: 4067: 4060: 4053: 4049: 4045: 4041: 4036: 4032: 4028: 4022: 4018: 4014: 4007: 4005: 3996: 3992: 3988: 3984: 3980: 3976: 3972: 3968: 3964: 3960: 3956: 3955: 3947: 3945: 3943: 3934: 3930: 3926: 3922: 3917: 3912: 3908: 3904: 3900: 3899: 3894: 3887: 3885: 3883: 3881: 3879: 3877: 3875: 3873: 3871: 3862: 3858: 3854: 3850: 3846: 3842: 3838: 3834: 3830: 3826: 3822: 3821: 3813: 3811: 3809: 3807: 3805: 3796: 3792: 3787: 3782: 3778: 3774: 3770: 3766: 3762: 3758: 3754: 3753: 3748: 3741: 3739: 3730: 3726: 3721: 3716: 3712: 3708: 3704: 3700: 3696: 3692: 3688: 3684: 3677: 3675: 3666: 3662: 3658: 3654: 3650: 3646: 3641: 3636: 3632: 3628: 3624: 3623: 3618: 3611: 3609: 3600: 3596: 3592: 3588: 3581: 3579: 3570: 3566: 3561: 3556: 3552: 3548: 3544: 3540: 3536: 3529: 3521: 3517: 3512: 3507: 3503: 3499: 3495: 3488: 3473: 3469: 3463: 3459: 3458: 3450: 3434: 3430: 3428:9783642809101 3424: 3420: 3419: 3411: 3403: 3399: 3395: 3391: 3387: 3383: 3375: 3367: 3366: 3361: 3354: 3338: 3334: 3332:9780199681266 3328: 3324: 3323: 3315: 3307: 3303: 3298: 3293: 3289: 3285: 3281: 3274: 3266: 3262: 3258: 3254: 3249: 3244: 3240: 3236: 3232: 3228: 3221: 3213: 3209: 3204: 3199: 3194: 3189: 3185: 3181: 3177: 3170: 3154: 3150: 3146: 3142: 3138: 3134: 3130: 3126: 3119: 3111: 3107: 3103: 3099: 3092: 3083: 3078: 3074: 3070: 3066: 3059: 3051: 3047: 3043: 3039: 3034: 3029: 3025: 3021: 3017: 3010: 2994: 2990: 2986: 2982: 2978: 2974: 2970: 2966: 2962: 2958: 2954: 2950: 2943: 2935: 2931: 2927: 2923: 2919: 2915: 2908: 2900: 2896: 2891: 2886: 2881: 2876: 2872: 2868: 2864: 2860: 2856: 2849: 2841: 2837: 2833: 2829: 2822: 2814: 2810: 2806: 2802: 2798: 2794: 2790: 2786: 2779: 2771: 2767: 2762: 2757: 2754:(3): 189–91. 2753: 2749: 2745: 2738: 2722: 2718: 2714: 2708: 2700: 2696: 2691: 2686: 2682: 2678: 2674: 2670: 2666: 2659: 2651: 2647: 2642: 2637: 2633: 2629: 2625: 2621: 2617: 2613: 2609: 2602: 2593: 2588: 2584: 2580: 2576: 2569: 2553: 2549: 2545: 2540: 2535: 2530: 2525: 2521: 2517: 2513: 2506: 2490: 2486: 2479: 2471: 2465: 2449: 2445: 2441: 2437: 2433: 2429: 2425: 2421: 2417: 2413: 2409: 2405: 2398: 2389: 2384: 2380: 2376: 2372: 2368: 2364: 2360: 2353: 2345: 2341: 2337: 2333: 2329: 2325: 2321: 2317: 2310: 2302: 2298: 2294: 2290: 2286: 2282: 2278: 2274: 2267: 2259: 2255: 2251: 2247: 2244:(4): 675–82. 2243: 2239: 2232: 2216: 2212: 2208: 2204: 2200: 2196: 2192: 2188: 2181: 2165: 2161: 2157: 2156:"pheomelanin" 2151: 2143: 2139: 2135: 2131: 2127: 2123: 2119: 2115: 2108: 2100: 2096: 2092: 2088: 2084: 2080: 2076: 2072: 2068: 2064: 2057: 2049: 2045: 2041: 2037: 2033: 2029: 2025: 2021: 2013: 2011: 2009: 2007: 1998: 1994: 1989: 1984: 1980: 1976: 1973:(3): 539–49. 1972: 1968: 1964: 1957: 1949: 1945: 1941: 1937: 1933: 1929: 1924: 1919: 1915: 1911: 1904: 1896: 1892: 1887: 1882: 1877: 1872: 1868: 1864: 1860: 1853: 1837: 1833: 1829: 1825: 1821: 1817: 1813: 1808: 1803: 1799: 1795: 1791: 1787: 1783: 1776: 1774: 1765: 1761: 1757: 1753: 1749: 1745: 1741: 1737: 1733: 1729: 1725: 1721: 1714: 1710: 1700: 1697: 1695: 1692: 1690: 1687: 1684: 1683:Melanogenesis 1681: 1679: 1676: 1674: 1671: 1669: 1666: 1663: 1660: 1658: 1655: 1653: 1650: 1649: 1642: 1640: 1636: 1631: 1627: 1617: 1615: 1611: 1607: 1603: 1599: 1595: 1591: 1587: 1583: 1579: 1575: 1571: 1567: 1563: 1559: 1555: 1554:heteropolymer 1545: 1542: 1537: 1535: 1531: 1530:accommodation 1527: 1523: 1519: 1515: 1511: 1506: 1504: 1500: 1496: 1492: 1488: 1484: 1480: 1476: 1472: 1461: 1459: 1458: 1453: 1452: 1447: 1443: 1439: 1438:archaic human 1436:with certain 1435: 1434:interbreeding 1431: 1427: 1422: 1413: 1411: 1405: 1403: 1399: 1395: 1392:of the sun's 1391: 1387: 1383: 1379: 1375: 1371: 1367: 1352: 1350: 1346: 1342: 1338: 1336: 1332: 1328: 1326: 1321: 1319: 1315: 1311: 1307: 1303: 1299: 1296:, changes in 1295: 1289: 1286: 1282: 1277: 1272: 1270: 1266: 1261: 1256: 1252: 1248: 1244: 1243: 1238: 1233: 1229: 1227: 1222: 1218: 1214: 1204: 1202: 1198: 1181: 1176: 1169: 1164: 1161:L-dopaquinone 1157: 1152: 1145: 1140: 1133: 1128: 1127: 1126: 1124: 1120: 1112: 1108: 1107: 1103: 1099: 1098: 1097: 1095: 1087: 1086: 1082: 1081: 1080: 1078: 1071: 1067: 1063: 1060: 1059: 1058: 1056: 1052: 1034: 1028: 1022: 1018: 1016: 1015:Boiling point 1013: 1012: 1008: 1006: 1005:Melting point 1003: 1002: 998: 996: 993: 992: 985: 983: 980: 979: 952: 949: 945: 944: 939: 932: 928: 927: 925: 919: 915: 914: 907: 903: 902: 900: 898: 895: 894: 887: 883: 882: 880: 877: 873: 872: 867: 859: 855: 850: 846: 841: 837: 832: 826: 824: 814: 812: 808: 804: 800: 796: 792: 783: 774: 772: 768: 764: 760: 756: 752: 748: 744: 740: 736: 732: 728: 724: 720: 716: 712: 708: 704: 700: 699: 693: 691: 687: 682: 680: 676: 674: 670: 666: 662: 657: 655: 651: 646: 643: 639: 635: 630: 628: 627: 622: 621: 616: 611: 609: 605: 601: 597: 593: 589: 588:pathogenicity 585: 581: 580: 575: 571: 567: 563: 559: 555: 545: 541: 539: 535: 531: 527: 522: 520: 519:adrenal gland 516: 512: 508: 504: 500: 496: 492: 488: 480: 476: 472: 463: 461: 454:Trichochromes 451: 449: 445: 438:Selenomelanin 435: 432: 428: 419: 410: 401: 392: 390: 386: 382: 377: 371: 361: 359: 355: 351: 350:benzothiazole 347: 346:benzothiazine 342: 337: 335: 326: 321: 312: 310: 305: 300: 296: 294: 290: 286: 282: 278: 270: 265: 254:Melanin types 251: 249: 245: 241: 236: 234: 230: 226: 222: 221:benzothiazine 218: 214: 210: 207: 203: 199: 198:melanogenesis 195: 191: 187: 183: 179: 174: 172: 168: 164: 160: 156: 153:organized as 152: 148: 145: 138: 134: 131: 130:Ancient Greek 123: 116: 83: 75: 68: 63: 54: 52:Material type 50: 43: 38: 33: 30: 26: 22: 7120:Skin anatomy 6746:Poikiloderma 6670:Lentiginosis 6582: 6363: 6191:Asparaginase 6169:oxaloacetate 6149: 6063:succinyl-CoA 6021: 5999: 5981: 5891:succinyl-CoA 5509:Kynureninase 5473: 5361: 5299:. Retrieved 5295: 5280:. Retrieved 5276: 5203: 5199: 5169: 5165: 5159: 5147:. Retrieved 5109: 5105: 5092: 5059: 5055: 5049: 5024: 5020: 5014: 4992:(3): 262–9. 4989: 4985: 4979: 4934: 4930: 4920: 4879: 4875: 4869: 4834: 4830: 4820: 4808:. Retrieved 4797: 4788: 4745: 4741: 4731: 4719:. Retrieved 4702: 4692: 4673: 4667: 4655:. Retrieved 4650: 4641: 4608: 4604: 4598: 4568:(4): 312–7. 4565: 4561: 4555: 4543:. Retrieved 4513: 4509: 4496: 4488:the original 4478: 4456:(1): 17–32. 4453: 4449: 4443: 4429: 4415: 4405:18 September 4403:. Retrieved 4399:the original 4389: 4379:– via 4373:. Retrieved 4358: 4335:the original 4325: 4315:25 September 4313:. Retrieved 4304: 4295: 4258: 4254: 4244: 4220:(1): 83–99. 4217: 4213: 4203: 4184: 4180: 4124: 4120: 4110: 4073: 4069: 4059: 4012: 3958: 3952: 3902: 3896: 3824: 3818: 3756: 3750: 3690: 3686: 3626: 3620: 3590: 3586: 3542: 3538: 3528: 3501: 3497: 3487: 3476:, retrieved 3456: 3449: 3437:. Retrieved 3417: 3410: 3385: 3381: 3374: 3363: 3353: 3341:. Retrieved 3321: 3314: 3290:(1): 72–89. 3287: 3283: 3273: 3248:10261/207451 3230: 3226: 3220: 3183: 3179: 3169: 3159:25 September 3157:. Retrieved 3132: 3128: 3118: 3101: 3097: 3091: 3072: 3068: 3058: 3023: 3019: 3009: 2997:. Retrieved 2956: 2952: 2942: 2917: 2913: 2907: 2862: 2858: 2848: 2831: 2828:Science News 2827: 2821: 2788: 2784: 2778: 2751: 2747: 2737: 2727:25 September 2725:. Retrieved 2716: 2707: 2675:(1): 30–41. 2672: 2668: 2658: 2615: 2611: 2601: 2582: 2578: 2568: 2556:. Retrieved 2519: 2515: 2505: 2493:. Retrieved 2478: 2464:cite journal 2452:. Retrieved 2411: 2407: 2397: 2362: 2352: 2319: 2315: 2309: 2276: 2272: 2266: 2241: 2237: 2231: 2221:25 September 2219:. Retrieved 2194: 2190: 2180: 2168:. Retrieved 2159: 2150: 2117: 2113: 2107: 2066: 2062: 2056: 2023: 2019: 1970: 1966: 1956: 1916:(2): 211–6. 1913: 1909: 1903: 1866: 1862: 1852: 1840:. Retrieved 1789: 1785: 1723: 1719: 1713: 1623: 1606:phagocytosis 1551: 1538: 1507: 1467: 1455: 1449: 1442:Neanderthals 1421:Early humans 1419: 1406: 1382:cell nucleus 1374:keratinocyte 1363: 1339: 1329: 1322: 1301: 1290: 1273: 1259: 1240: 1234: 1230: 1210: 1194: 1185:L-dopachrome 1116: 1091: 1074: 1048: 869:Identifiers 822: 820: 788: 770: 766: 762: 758: 754: 750: 746: 742: 738: 729:microbes in 727:radiotrophic 723:radiobiology 710: 706: 696: 694: 683: 677: 658: 647: 631: 624: 618: 612: 577: 570:heavy metals 562:UV radiation 551: 542: 523: 484: 457: 441: 424: 413:germination. 398: 373: 370:Neuromelanin 364:Neuromelanin 360:is present. 338: 330: 325:substituents 301: 297: 274: 269:substituents 240:UV radiation 237: 200:, where the 186:neuromelanin 175: 151:biomolecules 143: 140: 133: 81: 80: 29: 6974:Carotenosis 6601:Reticulated 6332:development 6278:melanocytes 5871:Glutaminase 5837:glutathione 5546:(see below) 5206:(1): 9280. 4375:8 September 3965:: 474–478. 3909:: 460–468. 3763:: 1903129. 3697:: 272–283. 3633:: 105–113. 3597:(Croatia): 3382:Development 2999:22 February 2920:: 171–219. 2865:(5): e457. 2834:(21): 325. 1842:13 February 1612:sparing in 1566:antioxidant 1518:ultraviolet 1495:carotenoids 1491:riboflavins 1485:of certain 1471:sun tanning 1394:ultraviolet 1370:melanosomes 1306:pro-oxidant 1265:melanocytes 1113:→ eumelanin 1070:dopaquinone 941:Properties 659:Melanin in 654:agouti gene 632:The darker 554:cephalopods 530:basal layer 526:melanocytes 446:instead of 315:Pheomelanin 309:sun tanning 293:dopaquinone 285:melanosomes 233:Parkinson's 190:allomelanin 182:pheomelanin 171:melanocytes 128:; from 7125:Hair color 7109:Categories 7026:Skin color 6997:Dyschromia 6943:Chrysiasis 6679:Liver spot 6498:Leukoderma 6406:Melanosome 6339:Piebaldism 6330:Melanocyte 6254:Dyschromia 6178:asparagine 6154:Tyrosinase 5973:METHIONINE 5944:ISOLEUCINE 5793:Agmatinase 5486:TRYPTOPHAN 5377:acetyl-CoA 5341:Metabolism 5172:: 482–90. 4434:EntrezGene 4420:EntrezGene 4076:(4): 487. 3687:Toxicology 3478:7 November 3186:(4): 520. 2791:: 116–26. 2522:(1): 1–8. 2495:29 January 1706:References 1630:elasticity 1590:upregulate 1558:covalently 1499:tocopherol 1446:Denisovans 1360:Physiology 1347:and lower 1318:Rasagiline 1276:neuromotor 1221:congenital 1137:L-tyrosine 1102:dopachrome 1055:tyrosinase 982:Molar mass 897:ChemSpider 876:CAS Number 707:Drosophila 701:flies and 698:Drosophila 690:aposematic 673:iridescent 661:arthropods 638:carotenoid 608:gamma rays 487:skin color 358:L-cysteine 289:tyrosinase 279:(DHI) and 206:amino acid 194:pyomelanin 6798:ungrouped 6588:Melanosis 6528:Ungrouped 6396:in humans 6369:amelanism 6309:Syndromic 6182:aspartate 6043:THREONINE 5862:glutamine 5858:glutamate 5833:glutamate 5707:HISTIDINE 5693:glutamate 5669:threonine 5349:synthesis 5230:2045-2322 5149:24 August 4721:24 August 4711:0362-4331 4657:24 August 4545:24 August 4381:eMedicine 4301:"Melanin" 4070:Molecules 4052:711778164 4035:700199222 3995:245823003 3979:0955-3002 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Index

Melamine
Melatonin
One possible structure of Eumelanin

melanoma

/ˈmɛlənɪn/

Ancient Greek
μέλας
biomolecules
oligomers
polymers
pigments
organisms
melanocytes
eumelanin
pheomelanin
neuromelanin
allomelanin
pyomelanin
melanogenesis
oxidation
amino acid
tyrosine
polymerization
cysteine
benzothiazine
red
yellow

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