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Anthocyanin

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630: 887: 234: 1550:. Structure, pH, temperature, light, oxygen, metal ions, intramolecular association, and intermolecular association with other compounds (copigments, sugars, proteins, degradation products, etc.) generally are known to affect the color and stability of anthocyanins. B-ring hydroxylation status and pH have been shown to mediate the degradation of anthocyanins to their phenolic acid and aldehyde constituents. Indeed, significant portions of ingested anthocyanins are likely to degrade to phenolic acids and aldehyde 622: 1143: 195: 1567: 1630: 5291: 1490: 1602: 40: 1750:-phenylalanine is converted to naringenin by phenylalanine ammonialyase, cinnamate 4-hydroxylase, 4-coumarate CoA ligase, chalcone synthase, and chalcone isomerase. Then, the next pathway is catalyzed, resulting in the formation of complex aglycone and anthocyanin through composition by flavanone 3-hydroxylase, flavonoid 3'-hydroxylase, dihydroflavonol 4-reductase, 2015:"Scientific Opinion on the substantiation of health claims related to various food(s)/food constituent(s) and protection of cells from premature aging, antioxidant activity, antioxidant content and antioxidant properties, and protection of DNA, proteins and lipids from oxidative damage pursuant to Article 13(1) of Regulation (EC) No 1924/20061" 1525:
and the anthocyanin glycosides. As of 2003, more than 400 anthocyanins had been reported, while later literature in early 2006, puts the number at more than 550 different anthocyanins. The difference in chemical structure that occurs in response to changes in pH, is the reason why anthocyanins often
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Thus, more than five enzymes are required to synthesize these pigments, each working in concert. Even a minor disruption in any of the mechanisms of these enzymes by either genetic or environmental factors, would halt anthocyanin production. While the biological burden of producing anthocyanins is
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In flowers, the coloration that is provided by anthocyanin accumulation may attract a wide variety of animal pollinators, while in fruits, the same coloration may aid in seed dispersal by attracting herbivorous animals to the potentially-edible fruits bearing these red, blue, or purple colors.
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because their color changes with pH; they are red or pink in acidic solutions (pH < 7), purple in neutral solutions (pH ≈ 7), greenish-yellow in alkaline solutions (pH > 7), and colorless in very alkaline solutions, where the pigment is completely reduced.
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Ahmadiani, Neda; Robbins, Rebecca J.; Collins, Thomas M.; Giusti, M. Monica (2014). "Anthocyanins Contents, Profiles, and Color Characteristics of Red Cabbage Extracts from Different Cultivars and Maturity Stages".
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silicon cells, include lower purity requirements and abundance of component materials, as well as the fact that they may be produced on flexible substrates, making them amenable to roll-to-roll printing processes.
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that are excreted rapidly. The increase in antioxidant capacity of blood seen after the consumption of anthocyanin-rich foods may not be caused directly by the anthocyanins in the food, but instead by increased
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Siriwoharn, T; Wrolstad, RE; Finn, CE; et al. (December 2004). "Influence of cultivar, maturity, and sampling on blackberry (Rubus L. Hybrids) anthocyanins, polyphenolics, and antioxidant properties".
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L.) (see table). Due to critical differences in sample origin, preparation, and extraction methods determining anthocyanin content, the values presented in the adjoining table are not directly comparable.
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Siriwoharn T; Wrolstad RE; Finn CE; et al. (December 2004). "Influence of cultivar, maturity, and sampling on blackberry (Rubus L. Hybrids) anthocyanins, polyphenolics, and antioxidant properties".
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Anthocyanins may have a protective role in plants against extreme temperatures. Tomato plants protect against cold stress with anthocyanins countering reactive oxygen species, leading to a lower rate of
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The color spectrum of grape berry leaves may be analysed to evaluate the amount of anthocyanins. Fruit maturity, quality, and harvest time may be evaluated on the basis of the spectrum analysis.
253:, showing that, while chlorophylls absorb in the blue and yellow/red parts of the visible spectrum, oenin absorbs mainly in the green part of the spectrum, where chlorophylls don't absorb at all. 5196: 5144: 5233: 5220: 5097: 5079: 3231:
Butelli, Eugenio; Titta, Lucilla; Giorgio, Marco; et al. (November 2008). "Enrichment of tomato fruit with health-promoting anthocyanins by expression of select transcription factors".
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Anthocyanins are found in the cell vacuole, mostly in flowers and fruits, but also in leaves, stems, and roots. In these parts, they are found predominantly in outer cell layers such as the
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Kovinich, N; Saleem, A; Rintoul, TL; et al. (August 2012). "Coloring genetically modified soybean grains with anthocyanins by suppression of the proanthocyanidin genes ANR1 and ANR2".
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Wu X; Gu L; Prior RL; et al. (December 2004). "Characterization of anthocyanins and proanthocyanidins in some cultivars of Ribes, Aronia, and Sambucus and their antioxidant capacity".
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and many fruit and vegetable juices, which are approved for use as colorants, are rich in naturally occurring anthocyanins. No anthocyanin sources are included among approved colorants for
5106: 822:. The variety known as "Indigo Rose" became available commercially to the agricultural industry and home gardeners in 2012. Investing tomatoes with high anthocyanin content doubles their 5115: 5088: 5070: 2818:
Muñoz-Espada, A. C.; Wood, K. V.; Bordelon, B.; et al. (2004). "Anthocyanin Quantification and Radical Scavenging Capacity of Concord, Norton, and Marechal Foch Grapes and Wines".
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Choung, Myoung-Gun; Baek, In-Youl; Kang, Sung-Taeg; et al. (December 2001). "Isolation and determination of anthocyanins in seed coats of black soybean (Glycine max (L.) Merr.)".
2087:"The Tomato Hoffman's Anthocyaninless Gene Encodes a bHLH Transcription Factor Involved in Anthocyanin Biosynthesis That Is Developmentally Regulated and Induced by Low Temperatures" 3384:
Vyas, P; Kalidindi, S; Chibrikova, L; et al. (2013). "Chemical analysis and effect of blueberry and lingonberry fruits and leaves against glutamate-mediated excitotoxicity".
4899: 4943: 4980: 4929: 5035: 4998: 4989: 3085:
Krenn, L; Steitz, M; Schlicht, C; et al. (November 2007). "Anthocyanin- and proanthocyanidin-rich extracts of berries in food supplements—analysis with problems".
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Woodward, G; Kroon, P; Cassidy, A; et al. (June 2009). "Anthocyanin stability and recovery: implications for the analysis of clinical and experimental samples".
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Wu X; Beecher GR; Holden JM; et al. (November 2006). "Concentrations of anthocyanins in common foods in the United States and estimation of normal consumption".
998:, there is no evidence for antioxidant effects in humans after consuming foods rich in anthocyanins. Unlike controlled test-tube conditions, the fate of anthocyanins 2892:
Cevallos-Casals, BA; Byrne, D; Okie, WR; et al. (2006). "Selecting new peach and plum genotypes rich in phenolic compounds and enhanced functional properties".
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Butelli E, Titta L, Giorgio M, et al. (2008). "Enrichment of tomato fruit with health-promoting anthocyanins by expression of select transcription factors".
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Ogawa K; Sakakibara H; Iwata R; et al. (June 2008). "Anthocyanin Composition and Antioxidant Activity of the Crowberry (Empetrum nigrum) and Other Berries".
906:, anthocyanins are not present in the leaf throughout the growing season, but are produced actively, toward the end of summer. They develop in late summer in the 957:
extracts to color foods produced in Europe, the panel concluded that these extract sources were exceptions to the ruling and were sufficiently shown to be safe.
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Lotito SB; Frei B (2006). "Consumption of flavonoid-rich foods and increased plasma antioxidant capacity in humans: cause, consequence, or epiphenomenon?".
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Moriya, Chiemi; Hosoya, Takahiro; Agawa, Sayuri; Sugiyama, Yasumasa; Kozone, Ikuko; Shin-ya, Kazuo; Terahara, Norihiko; Kumazawa, Shigenori (7 April 2015).
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Fanning K; Edwards D; Netzel M; et al. (November 2013). "Increasing anthocyanin content in Queen Garnet plum and correlations with in-field measures".
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Herrera-Sotero M; Cruz-Hernández C; Trujillo-Carretero C; Rodríguez-Dorantes M; García-Galindo H; Chávez-Servia J; Oliart-Ros R; Guzmán-Gerónimo R (2017).
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Archetti, Marco; Döring, Thomas F.; Hagen, Snorre B.; et al. (2011). "Unravelling the evolution of autumn colours: an interdisciplinary approach".
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fixed in photosynthesis are converted into flavonoids and their derivatives, such as the anthocyanins. Not all land plants contain anthocyanin; in the
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Leucoanthocyanidins once were believed to be the immediate precursors of the next enzyme, a dioxygenase referred to as anthocyanidin synthase, or,
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interactions of factors inside and outside the plant. Their formation depends on the breakdown of sugars in the presence of light as the level of
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relatively high, plants benefit significantly from the environmental adaptation, disease tolerance, and pest tolerance provided by anthocyanins.
2387:"Optimization of phenolic compounds extraction with antioxidant activity from açaí, blueberry and goji berry using response surface methodology" 124:, and black soybean, among many others that are red, blue, purple, or black. Some of the colors of autumn leaves are derived from anthocyanins. 5440: 3856:
Fossen T; Cabrita L; Andersen OM (December 1998). "Colour and stability of pure anthocyanins influenced by pH including the alkaline region".
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concluded that 1) there was no basis for a beneficial antioxidant effect from dietary anthocyanins in humans, 2) there was no evidence of a
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De Rosso, VV; Morán Vieyra, FE; Mercadante, AZ; et al. (October 2008). "Singlet oxygen quenching by anthocyanin's flavylium cations".
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Agati, Giovanni; Pinelli, Patrizia; Cortés Ebner, Solange; et al. (March 2005). "Nondestructive evaluation of anthocyanins in olive (
3563:"Esterification of anthocyanins isolated from floral waste: Characterization of the esters and their application in various food systems" 1713:
Naringenin is subsequently oxidized by enzymes such as flavanone hydroxylase, flavonoid 3'-hydroxylase, and flavonoid 3',5'-hydroxylase,
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Hosseinian FS; Beta T (December 2007). "Saskatoon and wild blueberries have higher anthocyanin contents than other Manitoba berries".
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Hiemori M; Koh E; Mitchell A (April 2009). "Influence of Cooking on Anthocyanins in Black Rice (Oryza sativa L. japonica var. SBR)".
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Moura, Amália Soares dos Reis Cristiane de; Silva, Vanderlei Aparecido da; Oldoni, Tatiane Luiza Cadorin; et al. (March 2018).
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Nature, traditional agriculture methods, and plant breeding have produced various uncommon crops containing anthocyanins, including
5157: 4925: 4617: 4370: 3961:"Reaction mechanism from leucoanthocyanidin to anthocyanidin 3-glucoside, a key reaction for coloring in anthocyanin biosynthesis" 2694:
Takeoka G; Dao L; Full G; et al. (September 1997). "Characterization of Black Bean (Phaseolus vulgaris L.) Anthocyanins".
2341: 81: 5170: 4324: 4305: 4210:"New dynamics in an old friend: dynamic tubular vacuoles radiate through the cortical cytoplasm of red onion epidermal cells" 3805: 3333: 2267: 1870: 1020:(anthocyanin parent compounds) in the food. It is possible that metabolites of ingested anthocyanins are reabsorbed in the 75: 4000:
Kovinich, N; Saleem, A; Arnason, JT; et al. (August 2010). "Functional characterization of a UDP-glucose:flavonoid 3-
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Oki, Tomoyuki; Kano, Mitsuyoshi; Watanabe, Osamu; Goto, Kazuhisa; Boelsma, Esther; Ishikawa, Fumiyasu; Suda, Ikuo (2016).
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concerning the possible health benefits of eating foods claimed to have "antioxidant properties" due to anthocyanins, the
1731:. Flavan-3-ols, the products of leucoanthocyanidin reductase (LAR), recently have been shown to be their true substrates, 3539: 3517: 1821:. Anthocyanin production may be engineered into genetically modified materials to enable their identification visually. 1949: 921:
Anthocyanins are present in approximately 10% of tree species in temperate regions, although in certain areas such as
5368: 4137:"Ultrafast Electron Injection: Implications for a Photoelectrochemical Cell Utilizing an Anthocyanin Dye-Sensitized 945:
concluded that anthocyanins from various fruits and vegetables have been insufficiently characterized by safety and
1040: 3176:"Anthocyanins Double the Shelf Life of Tomatoes by Delaying Overripening and Reducing Susceptibility to Gray Mold" 1052: 3753:
Kong, JM; Chia, LS; Goh, NK; et al. (November 2003). "Analysis and biological activities of anthocyanins".
58: 1984: 1728: 1554:, following consumption. This characteristic confounds scientific isolation of specific anthocyanin mechanisms 1032: 942: 811: 3152: 1055:, and 3) there was no evidence generally for consumption of anthocyanin-rich foods having any "antioxidant", " 1004:
shows they are poorly conserved (less than 5%), with most of what is absorbed existing as chemically modified
2063:. Micronutrient Information Center. Corvallis, Oregon: Linus Pauling Institute, Oregon State University. 2016 1928: 186:
ingredients. There is no conclusive evidence that anthocyanins have any effect on human biology or diseases.
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in the leaf is reduced. Orange leaves in autumn result from a combination of anthocyanins and carotenoids.
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The absorbance pattern responsible for the red color of anthocyanins may be complementary to that of green
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Li, C. Y.; Kim, H. W.; Won, S. R.; et al. (2008). "Corn husk as a potential source of anthocyanins".
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to produce high levels of anthocyanins in the fruits. Anthocyanins also may be found in naturally ripened
5494: 5360: 4057:-glucosyltransferase gene and expression analysis of anthocyanin biosynthetic genes in herbaceous peony ( 3927: 3696:
Williams RJ; Spencer JP; Rice-Evans C (April 2004). "Flavonoids: antioxidants or signalling molecules?".
3540:"Summary of Color Additives for Use in the United States in Foods, Drugs, Cosmetics, and Medical Devices" 3518:"Summary of Color Additives for Use in the United States in Foods, Drugs, Cosmetics, and Medical Devices" 1835: 1717: 1695:
These streams meet and are coupled together by the enzyme chalcone synthase, which forms an intermediate
2720: 4885: 2921:"Efficient breeding system for red-fleshed apple based on linkage with S3-RNase allele in 'Pink Pearl'" 2283:
Stafford, Helen A. (1994). "Anthocyanins and betalains: evolution of the mutually exclusive pathways".
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Qiu, Zhengkun; Wang, Xiaoxuan; Gao, Jianchang; Guo, Yanmei; Huang, Zejun; Du, Yongchen (4 March 2016).
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delphinidin 3-''O''-glucosyl-5-''O''-(6-''O''-caffeoyl-glucosyl)-3′-''O''-(6-''O''-caffeoyl-glucoside)
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Proceedings of the Eighth International Symposium on Postharvest Physiology of Ornamental Plants, 2005
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The resulting unstable anthocyanidins are further coupled to sugar molecules by enzymes such as UDP-3-
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are used as pH indicators, as they change from red in acids to blue in bases through a process called
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from where they may enter the blood for systemic distribution and have effects as smaller molecules.
629: 3421:"On-the-go sensing of grape berry anthocyanins during commercial harvest: development and prospects" 1796:
because of their ability to convert light energy into electrical energy. The many benefits to using
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are not specifically listed among approved color additives for foods in the United States; however,
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Content of anthocyanins in the leaves of colorful plant foods such as purple corn, blueberries, or
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leaves. It may protect the leaves from attacks by herbivores that may be attracted by green color.
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N. Marissen, W. G. van Doorn and U. van Meeteren, International Society for Horticultural Science
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The chalcone is subsequently isomerized by the enzyme chalcone isomerase to the prototype pigment
4863: 4603: 4356: 3443: 980:. When esterified with fatty acids, anthocyanins can be used as a lipophilic colorant for foods. 911: 5489: 5025: 4854: 1751: 1021: 799: 113: 51: 2368: 5484: 3472: 3317: 2527:
Wada L; Ou B (June 2002). "Antioxidant activity and phenolic content of Oregon caneberries".
2040: 2211:"The importance of being red when young: anthocyanins and the protection of young leaves of 4694: 4467: 4017: 3762: 3187: 2292: 2098: 1776: 846: 367:
species and cultivars. Anthocyanins have also been found in various tulip flowers, such as
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Marathe, Sandesh J.; Shah, Nirali N.; Bajaj, Seema R.; Singhal, Rekha S. (1 April 2021).
1589:-glucopyranoside), are resistant to degradation at pH 8 and may be used effectively as a 1028: 4021: 3766: 3709: 3674: 3191: 2723:"Antioxidant and antiproliferative activity of blue corn and tortilla from native maize" 2296: 2102: 5420: 4574: 4472: 4274: 3643: 3590: 3256: 3208: 3175: 3032: 2978: 2953: 2797: 2749: 2722: 2186: 2153: 2129: 2086: 1793: 1759: 1721: 728: 635: 276: 183: 116:
named a chemical compound that gives flowers a blue color, Anthokyan, in his treatise "
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Anthocyanins generally are degraded at higher pH. However, some anthocyanins, such as
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Anthocyanins occur in the flowers of many plants, such as the blue poppies of some
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Andersen, Øyvind M.; Jordheim, Monica (2008). "Anthocyanins- food applications".
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Cherepy, Nerine J.; Smestad, Greg P.; Grätzel, Michael; Zhang, Jin Z. (1997).
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Li, Xiang; Gao, Ming-Jun; Pan, Hong-Yu; et al. (2010). "Purple canola:
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reds, purples, and their blended combinations responsible for autumn foliage
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Bramley, R.G.V.; Le Moigne, M.; Evain, S.; et al. (February 2011).
2455: 1738:-glucosyltransferase, to yield the final relatively-stable anthocyanins. 1566: 194: 4915: 4761: 4707: 4584: 4525: 4051:
Da Qiu Zhao; Chen Xia Han; Jin Tao Ge; et al. (15 November 2012).
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The phenolic metabolic pathways and enzymes may be studied by mean of
1629: 334:. Anthocyanins and betalains have never been found in the same plant. 120:". Food plants rich in anthocyanins include the blueberry, raspberry, 5040: 4834: 4791: 4781: 4630: 4487: 3244: 2785: 1814: 1657: 1650: 1494: 1438: 1399: 1036: 1017: 1010: 977: 915: 767: 736: 654: 650: 645: 540: 479: 468: 406: 350: 307: 132: 87: 64: 1039:
between the consumption of anthocyanin-rich foods and protection of
953:. Extending from a safe history of using red grape skin extract and 4776: 4771: 4654: 4625: 4538: 4533: 4477: 4396: 4388: 3893:
Michaelis, Leonor; Schubert, M.P.; Smythe, C.V. (1 December 1936).
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The anthocyanins, anthocyanidins with sugar group(s), are mostly 3-
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from two different streams of chemical raw materials in the cell:
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in the European Union, anthocyanins are not approved for use as a
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EFSA Panel on Dietetic Products, Nutrition and Allergies (2010).
1638: 1489: 1044: 1000: 961: 869:, is about ten times higher than in the edible kernels or fruit. 827: 778:
L. Merr.) containing approximately 2 g per 100 g, in purple corn
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because they have not been verified as safe when used as food or
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of the anthocyanidins. The anthocyanins are subdivided into the
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Grätzel, Michael (October 2003). "Dye-sensitized solar cells".
3743:. Adapted from a news release issued by Oregon State University 2817: 854: 752: 744: 732: 684: 489: 426: 319: 156: 3959:
Nakajima, J; Tanaka, Y; Yamazaki, M; et al. (July 2001).
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The highest recorded amount appears to be specifically in the
4844: 3111: 2855: 1601: 1515: 1048: 815: 724: 663: 544: 246: 160: 3855: 3281:) fruits by in situ chlorophyll fluorescence spectroscopy". 3174:
Zhang, Y.; Butelli, E.; De Stefano, R.; et al. (2013).
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regulatory gene in the production of anthocyanin pigment 1 (
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These oxidation products are further reduced by the enzyme
973: 783: 748: 500: 323: 152: 144: 4248: 4134: 4004:-glucosyltransferase from the seed coat of black soybean ( 2693: 937:
in the European Union, Australia, and New Zealand, having
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contain anthocyanins. Anthocyanins are less abundant in
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Anthocyanins: Biosynthesis, Functions, and Applications
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Some tomatoes also have been modified genetically with
109: 3155:. Oregon State University Extension Service, Corvallis 2208: 1926:
Andersen, Øyvind M (17 October 2001). "Anthocyanins".
1501:, the basic chemical structure of which is shown here. 925:, up to 70% of tree species may produce anthocyanins. 3798:
5th Pigments in Food congress- for quality and health
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E163. In 2013, a panel of scientific experts for the
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Flavonoids: Chemistry, Biochemistry and Applications
4242: 1596: 4315:Gould, K.; Davies, K.; Winefield, C., eds. (2008). 3469:"Current EU approved additives and their E Numbers" 3316:Stan Kailis & David Harris (28 February 2007). 2951: 2561: 2152:Breusegem, Frank Van; Dat, James F. (1 June 2006). 1703:
folding mechanism that is commonly found in plants,
261:in photosynthetically active tissues such as young 167:by adding sugars. They are odorless and moderately 3919: 2255: 1649:Anthocyanin pigments are assembled like all other 890:Reds and purples of autumn leaves of the European 3049: 5476: 3795: 2317: 1083:Selected anthocyanidins and their substitutions 806:have been subjected to a breeding program using 4463:1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one 3752: 3737:Studies force new view on biology of flavonoids 3660: 3272: 3270: 1505: 1071: 5260:(malvidin 3-(6″-malonylglucoside)-5-glucoside) 4295: 1886: 1884: 1882: 988:Although anthocyanins have been shown to have 34:, the sugar-free counterparts of anthocyanins. 4611: 4364: 4096:PAP1 increases antioxidants and phenolics in 3925: 3428:Australian Journal of Grape and Wine Research 2320:"Twice as Nice Breeding Versatile Vegetables" 2154:"Reactive Oxygen Species in Plant Cell Death" 2084: 1787: 1674:The other stream produces three molecules of 3267: 2851: 2849: 2151: 1856: 1854: 1756:UDP-glucoside: flavonoid glucosyltransferase 282:Most frequently occurring in nature are the 4378: 4091: 3542:. US Food and Drug Administration. May 2015 3520:. US Food and Drug Administration. May 2015 3496:"Standard 1.2.4 – Labelling of ingredients" 3348: 3007:Bioscience, Biotechnology, and Biochemistry 2045:: CS1 maint: numeric names: authors list ( 1879: 1784:) may be expressed in other plant species. 1573:extract at low pH (left) to high pH (right) 860: 4618: 4604: 4371: 4357: 4208:Wiltshire EJ; Collings DA (October 2009). 4183:Journal of Photochemistry and Photobiology 3386:Journal of Agricultural and Food Chemistry 3351:Journal of Agricultural and Food Chemistry 3283:Journal of Agricultural and Food Chemistry 2859:Journal of Agricultural and Food Chemistry 2820:Journal of Agricultural and Food Chemistry 2696:Journal of Agricultural and Food Chemistry 2661:Journal of Agricultural and Food Chemistry 2599:Journal of Agricultural and Food Chemistry 2564:Journal of Agricultural and Food Chemistry 2529:Journal of Agricultural and Food Chemistry 2526: 2494:Journal of Agricultural and Food Chemistry 2459:Journal of Agricultural and Food Chemistry 2423:Journal of Agricultural and Food Chemistry 2318:Stommel J, Griesbach RJ (September 2006). 2008: 2006: 2004: 1967: 1965: 1963: 1961: 1538:Anthocyanins are thought to be subject to 189: 4225: 4076: 4053:"Isolation of a UDP-glucose: Flavonoid 5- 3976: 3910: 3877: 3629: 3493:Australia New Zealand Food Standards Code 3207: 3018: 2977: 2958:Bioscience of Microbiota, Food and Health 2936: 2846: 2748: 2738: 2402: 2230: 2185: 2128: 2110: 2030: 1992: 1851: 127:Anthocyanins belong to a parent class of 43:Purple cauliflower contains anthocyanins. 2813: 2811: 2391:Emirates Journal of Food and Agriculture 2282: 1925: 1628: 1600: 1565: 1488: 885: 628: 620: 341:purposely for high anthocyanin content, 237:Superposition of spectra of chlorophyll 232: 193: 38: 4180: 3461: 3153:"Purple tomato debuts as 'Indigo Rose'" 3150: 2253: 2215:from insect herbivory and excess light" 2001: 1958: 983: 894:result from production of anthocyanins. 755:, and may be totally absent in certain 174:Although approved as food and beverage 14: 5477: 3731: 3729: 3727: 3146: 3144: 2918: 1860: 1066: 902:are derived from anthocyanins. Unlike 4599: 4352: 3895:"Potentiometric Study of the Flavins" 2808: 2416: 2414: 2378: 1863:Plant pigments and their manipulation 1746:In anthocyanin biosynthetic pathway, 933:Anthocyanins are approved for use as 786:, and in the skins and pulp of black 3940:from the original on 1 November 2009 2520: 2080: 2078: 875: 4156:The Journal of Physical Chemistry B 4065:Electronic Journal of Biotechnology 3965:The Journal of Biological Chemistry 3724: 3710:10.1016/j.freeradbiomed.2004.01.001 3698:Free Radical Biology & Medicine 3675:10.1016/j.freeradbiomed.2006.04.033 3328:. Landlinks Press. pp. 17–66. 3141: 2919:Sekido, Keiko; et al. (2010). 1765: 249:(malvidin 3O glucoside), a typical 228: 215: 24: 5401:Epiafzelechin(4α→8)pelargonidin 3- 4289: 3554: 3342: 2411: 2344:. Meconopsis Group. Archived from 2053: 1660:pathway to produce the amino acid 928: 25: 5511: 5369:Malvidin glucoside-ethyl-catechin 5306:-coumaroylrutinoside)-5-glucoside 5268:Acylated anthocyanin diglycosides 4334: 2209:Karageorgou P; Manetas Y (2006). 2075: 1893:Trends in Ecology & Evolution 1808: 1597:Use as environmental pH indicator 639:), a rich source of anthocyanins. 5383:Epicatechin(4α→8)pelargonidin 3- 3440:10.1111/j.1755-0238.2011.00158.x 2012: 1141: 949:studies to approve their use as 643:Plants rich in anthocyanins are 279:and peripheral mesophyll cells. 163:. Anthocyanins are derived from 94: 'dark blue'), also called 5392:Afzelechin(4α→8)pelargonidin 3- 5283:-coumarylglucoside)-5-glucoside 4201: 4174: 4128: 4085: 4078:10.2225/vol15-issue6-fulltext-7 4044: 4030:10.1016/j.phytochem.2010.05.009 3993: 3952: 3886: 3849: 3814: 3789: 3746: 3689: 3654: 3601: 3532: 3510: 3487: 3412: 3377: 3309: 3224: 3167: 3105: 3078: 3043: 2994: 2945: 2912: 2885: 2765: 2714: 2687: 2652: 2646:10.17660/ActaHortic.2013.985.12 2625: 2590: 2555: 2485: 2449: 2360: 2334: 2311: 2276: 2247: 1792:Anthocyanins have been used in 1720:to the corresponding colorless 1624: 1063:", or "healthy aging" effects. 139:pathway. They can occur in all 5459:(degradation product of oenin) 2906:10.1016/j.foodchem.2005.02.032 2202: 2145: 1985:European Food Safety Authority 1919: 1865:. Wiley-Blackwell. p. 6. 1729:leucoanthocyanidin dioxygenase 1033:European Food Safety Authority 943:European Food Safety Authority 910:of leaf cells, resulting from 826:and inhibits growth of a post- 812:genetically modified organisms 349:may have unusual culinary and 202:their dark purple pigmentation 13: 1: 5465:(oxidation product of malvin) 5374:Catechin(4α→8)pelargonidin 3- 4195:10.1016/S1389-5567(03)00026-1 3912:10.1016/S0021-9258(18)74634-6 3870:10.1016/S0308-8146(98)00065-X 3775:10.1016/S0031-9422(03)00438-2 3020:10.1080/09168451.2015.1027652 2404:10.9755/ejfa.2018.v30.i3.1639 1929:Encyclopedia of Life Sciences 1844: 1037:cause-and-effect relationship 356: 270: 206: 27:Class of plant-based pigments 5361:Flavanol-anthocyanin adducts 5328:(Delphinidin 3-rutinoside-7- 4805:(anthocyaninidin glycosides) 4300:. Boca Raton FL: CRC Press. 3933:Carnivorous Plant Newsletter 2305:10.1016/0168-9452(94)90244-5 2112:10.1371/journal.pone.0151067 1616:Anthocyanins may be used as 1533: 1506:Glycosides of anthocyanidins 1072:Flavylium cation derivatives 625:Cross-section of red cabbage 143:of higher plants, including 7: 4214:Plant & Cell Physiology 3151:Scott J (27 January 2012). 2342:"Colour range within genus" 1824: 1718:dihydroflavonol 4-reductase 71: 'flower' and 10: 5516: 5128:Coumaroylated anthocyanins 4912:(Malvidin 3,5-diglucoside) 4740:-Methylated anthocyanidins 4149:Nanocrystalline Electrode" 3800:. University of Helsinki. 3579:10.1016/j.fbio.2020.100852 1905:10.1016/j.tree.2008.10.006 1839:-Coumaroylated anthocyanin 1831:Phenolic compounds in wine 1798:dye-sensitized solar cells 1788:Dye-sensitized solar cells 1140: 1075: 879: 388: 80: 74: 57: 29: 5413: 5359: 5267: 5250: 5214:Caffeoylated anthocyanins 5213: 5127: 5061: 5054: 5036:Pulchellidin 3-rhamnoside 4800: 4736: 4693: 4637: 4552: 4524: 4486: 4453: 4410: 4387: 4263:10.1007/s11248-011-9566-y 3622:10.1080/10715760802506349 3200:10.1016/j.cub.2013.04.072 2938:10.21273/HORTSCI.45.4.534 2740:10.1186/s13065-017-0341-x 2727:Chemistry Central Journal 2232:10.1093/treephys/26.5.613 1861:Davies, Kevin M. (2004). 568:10× more than in kernels 565:Purple corn husks (dried) 108:that, depending on their 5344:-glucosyl)oxybenzoyl)-β- 5251:Malonylated anthocyanins 4873:Pulchellidin 3-glucoside 2032:10.2903/j.efsa.2010.1752 1994:10.2903/j.efsa.2013.3145 1656:One stream involves the 1609:was used to produce P20 861:In leaves of plant foods 330:), they are replaced by 198:Anthocyanins give these 30:Not to be confused with 4638:3-Hydroxyanthocyanidins 4296:Andersen, O.M. (2006). 1942:10.1038/npg.els.0001909 1800:instead of traditional 1637:contribute distinctive 190:Anthocyanin-rich plants 5340:-(4-hydroxybenzoyl)-β- 5102:-(6-acetyl)galactoside 4629:and their anthocyanin 3978:10.1074/jbc.M100744200 3926:Jack Sullivan (1998). 3326:Producing Table Olives 2970:10.12938/bmfh.2015-026 2254:Francis, F.J. (1999). 1752:anthocyanidin synthase 1645: 1613: 1574: 1502: 1022:gastrointestinal tract 895: 640: 626: 573:Purple tomato (fresh) 254: 203: 118:Die Farben der Blüthen 114:Ludwig Clamor Marquart 44: 5055:Acylated anthocyanins 4695:3-Deoxyanthocyanidins 3663:Free Radic. Biol. Med 3610:Free Radical Research 3473:Food Standards Agency 2170:10.1104/pp.106.078295 1934:John Wiley & Sons 1699:-like compound via a 1632: 1604: 1569: 1561: 1492: 889: 847:transcription factors 705:Okinawan sweet potato 632: 624: 236: 197: 42: 5205:-coumaroyl)glucoside 5192:-coumaroyl)glucoside 5179:-coumaroyl)glucoside 5166:-coumaroyl)glucoside 5153:-coumaroyl)glucoside 5120:-(6-acetyl)glucoside 5111:-(6-acetyl)glucoside 5093:-(6-acetyl)glucoside 5084:-(6-acetyl)glucoside 5075:-(6-acetyl)glucoside 4468:Bisdemethoxycurcumin 3739:", by David Stauth, 3233:Nature Biotechnology 1987:: 3145. April 2013. 1027:In a 2010 review of 1013:levels derived from 984:In human consumption 723:petals. Red-fleshed 399:Anthocyanin content 310:. Roughly 2% of all 135:synthesized via the 5500:Biological pigments 5421:Metalloanthocyanins 5242:-caffeoyl)glucoside 5229:-caffeoyl)glucoside 4102:J. Agric. Food Chem 4022:2010PChem..71.1253K 3823:J. Agric. Food Chem 3767:2003PChem..64..923K 3192:2013CBio...23.1094Z 3052:J. Agric. Food Chem 2297:1994PlnSc.101...91S 2103:2016PLoSO..1151067Q 1794:organic solar cells 1722:leucoanthocyanidins 1084: 1067:Chemical properties 1029:scientific evidence 667:berries, including 612:Red cabbage (dried) 5495:E-number additives 5447:Pyranoanthocyanins 5405:-β-glucopyranoside 5396:-β-glucopyranoside 5387:-β-glucopyranoside 5378:-β-glucopyranoside 4955:Others glycosides: 4918:(Pelargonidin 3,5- 4575:Phycoerythrocyanin 4473:Desmethoxycurcumin 4227:10.1093/pcp/pcp124 4059:Paeonia lactiflora 4016:(11–12): 1253–63. 3498:. 8 September 2011 3471:. United Kingdom: 3449:on 19 October 2017 2634:Acta Horticulturae 1760:methyl transferase 1646: 1614: 1575: 1503: 1082: 896: 792:Aronia melanocarpa 641: 636:Aronia melanocarpa 627: 255: 204: 45: 5472: 5471: 5355: 5354: 5347: 5343: 5322:-glucopyranoside) 5321: 4747:5-Desoxy-malvidin 4660:6-Hydroxycyanidin 4645:5-Desoxy-peonidin 4593: 4592: 4516:Condensed tannins 4341:Anthocyanins FAQ 4326:978-0-387-77334-6 4307:978-0-8493-2021-7 4168:10.1021/jp972197w 4114:10.1021/jf903527y 3971:(28): 25797–803. 3835:10.1021/jf900602b 3807:978-952-10-4846-3 3398:10.1021/jf401158a 3363:10.1021/jf802201c 3335:978-0-643-09203-7 3295:10.1021/jf048381d 3127:10.1021/jf048619y 3115:J Agric Food Chem 3064:10.1021/jf010550w 2871:10.1021/jf501991q 2832:10.1021/jf040087y 2780:(11): 1301–1308. 2708:10.1021/jf970264d 2673:10.1021/jf803153z 2611:10.1021/jf060300l 2576:10.1021/jf072529m 2541:10.1021/jf011405l 2506:10.1021/jf800406v 2471:10.1021/jf048619y 2435:10.1021/jf0486850 2269:978-1-891127-00-7 2213:Quercus coccifera 1872:978-1-4051-1737-1 1749: 1633:Anthocyanins and 1493:Anthocyanins are 1487: 1486: 882:Autumn leaf color 876:Autumn leaf color 820:Galapagos Islands 649:species, such as 619: 618: 376:Tulipa fosteriana 370:Tulipa gesneriana 343:ornamental plants 264:Quercus coccifera 16:(Redirected from 5507: 5345: 5341: 5319: 5314:(petunidin 3--5- 5059: 5058: 4900:Delphinidin 3,5- 4817:(Pelargonidin 3- 4767:Kaempferidinidin 4620: 4613: 4606: 4597: 4596: 4373: 4366: 4359: 4350: 4349: 4330: 4311: 4283: 4282: 4246: 4240: 4239: 4229: 4205: 4199: 4198: 4178: 4172: 4171: 4153: 4148: 4147: 4146: 4132: 4126: 4125: 4108:(3): 1639–1645. 4089: 4083: 4082: 4080: 4048: 4042: 4041: 3997: 3991: 3990: 3980: 3956: 3950: 3949: 3947: 3945: 3923: 3917: 3916: 3914: 3890: 3884: 3883: 3881: 3853: 3847: 3846: 3818: 3812: 3811: 3793: 3787: 3786: 3750: 3744: 3733: 3722: 3721: 3693: 3687: 3686: 3658: 3652: 3651: 3633: 3605: 3599: 3598: 3558: 3552: 3551: 3549: 3547: 3536: 3530: 3529: 3527: 3525: 3514: 3508: 3507: 3505: 3503: 3491: 3485: 3484: 3482: 3480: 3465: 3459: 3458: 3456: 3454: 3448: 3442:. Archived from 3425: 3416: 3410: 3409: 3381: 3375: 3374: 3346: 3340: 3339: 3318:"The olive tree 3313: 3307: 3306: 3274: 3265: 3264: 3245:10.1038/nbt.1506 3228: 3222: 3221: 3211: 3186:(12): 1094–100. 3171: 3165: 3164: 3162: 3160: 3148: 3139: 3138: 3109: 3103: 3102: 3082: 3076: 3075: 3047: 3041: 3040: 3022: 3013:(9): 1484–1492. 2998: 2992: 2991: 2981: 2949: 2943: 2942: 2940: 2916: 2910: 2909: 2889: 2883: 2882: 2853: 2844: 2843: 2815: 2806: 2805: 2786:10.1038/nbt.1506 2769: 2763: 2762: 2752: 2742: 2718: 2712: 2711: 2702:(9): 3395–3400. 2691: 2685: 2684: 2656: 2650: 2649: 2629: 2623: 2622: 2594: 2588: 2587: 2559: 2553: 2552: 2535:(12): 3495–500. 2524: 2518: 2517: 2489: 2483: 2482: 2453: 2447: 2446: 2418: 2409: 2408: 2406: 2382: 2376: 2364: 2358: 2357: 2355: 2353: 2338: 2332: 2331: 2329: 2327: 2315: 2309: 2308: 2280: 2274: 2273: 2261: 2251: 2245: 2244: 2234: 2206: 2200: 2199: 2189: 2158:Plant Physiology 2149: 2143: 2142: 2132: 2114: 2082: 2073: 2072: 2070: 2068: 2057: 2051: 2050: 2044: 2036: 2034: 2010: 1999: 1998: 1996: 1969: 1956: 1955: 1923: 1917: 1916: 1888: 1877: 1876: 1858: 1766:Genetic analysis 1747: 1668:phenylpropanoids 1588: 1581:(petunidin 3--5- 1483: 1482: 1481: 1454: 1453: 1452: 1421: 1420: 1419: 1376: 1375: 1374: 1343: 1342: 1341: 1326: 1325: 1324: 1271: 1270: 1269: 1248: 1247: 1246: 1145: 1088:Basic structure 1085: 1081: 1053:oxidative damage 839:Botrytis cinerea 633:Aronia berries ( 401:in mg per 100 g 393: 392: 229:Light absorbance 216:Plant physiology 91: 84: 78: 68: 61: 21: 5515: 5514: 5510: 5509: 5508: 5506: 5505: 5504: 5475: 5474: 5473: 5468: 5409: 5351: 5302:Delphinidin 3-( 5263: 5246: 5209: 5129: 5123: 5050: 5043:(Delphinidin 3- 4837:(Delphinidin 3- 4804: 4796: 4732: 4689: 4633: 4624: 4594: 4589: 4560:Allophycocyanin 4548: 4520: 4482: 4449: 4406: 4383: 4377: 4337: 4327: 4308: 4292: 4290:Further reading 4287: 4286: 4247: 4243: 4220:(10): 1826–39. 4206: 4202: 4179: 4175: 4162:(45): 9342–51. 4151: 4145: 4142: 4141: 4140: 4138: 4133: 4129: 4090: 4086: 4049: 4045: 3998: 3994: 3957: 3953: 3943: 3941: 3924: 3920: 3891: 3887: 3854: 3850: 3819: 3815: 3808: 3794: 3790: 3751: 3747: 3734: 3725: 3694: 3690: 3669:(12): 1727–46. 3659: 3655: 3606: 3602: 3567:Food Bioscience 3559: 3555: 3545: 3543: 3538: 3537: 3533: 3523: 3521: 3516: 3515: 3511: 3501: 3499: 3494: 3492: 3488: 3478: 3476: 3467: 3466: 3462: 3452: 3450: 3446: 3423: 3417: 3413: 3392:(32): 7769–76. 3382: 3378: 3357:(23): 11413–6. 3347: 3343: 3336: 3314: 3310: 3275: 3268: 3229: 3225: 3180:Current Biology 3172: 3168: 3158: 3156: 3149: 3142: 3121:(26): 8021–30. 3110: 3106: 3083: 3079: 3058:(12): 5848–51. 3048: 3044: 2999: 2995: 2950: 2946: 2917: 2913: 2890: 2886: 2865:(30): 7524–31. 2854: 2847: 2826:(22): 6779–86. 2816: 2809: 2770: 2766: 2719: 2715: 2692: 2688: 2657: 2653: 2640:(985): 97–104. 2630: 2626: 2605:(11): 4069–75. 2595: 2591: 2570:(26): 10832–8. 2560: 2556: 2525: 2521: 2500:(12): 4457–62. 2490: 2486: 2465:(26): 8021–30. 2454: 2450: 2429:(26): 7846–56. 2419: 2412: 2383: 2379: 2365: 2361: 2351: 2349: 2340: 2339: 2335: 2325: 2323: 2316: 2312: 2281: 2277: 2270: 2252: 2248: 2207: 2203: 2150: 2146: 2097:(3): e0151067. 2083: 2076: 2066: 2064: 2059: 2058: 2054: 2038: 2037: 2011: 2002: 1971: 1970: 1959: 1952: 1924: 1920: 1889: 1880: 1873: 1859: 1852: 1847: 1827: 1811: 1790: 1768: 1685: 1681: 1627: 1599: 1586: 1564: 1536: 1508: 1480: 1477: 1476: 1475: 1473: 1451: 1448: 1447: 1446: 1444: 1418: 1415: 1414: 1413: 1411: 1373: 1370: 1369: 1368: 1366: 1340: 1337: 1336: 1335: 1333: 1323: 1320: 1319: 1318: 1316: 1268: 1265: 1264: 1263: 1261: 1245: 1242: 1241: 1240: 1238: 1136: 1130: 1124: 1118: 1111: 1104: 1097: 1080: 1074: 1069: 986: 931: 929:Colorant safety 884: 878: 863: 713:muscadine grape 669:black raspberry 459:Black raspberry 449:Black crowberry 400: 391: 382:Tulipa eichleri 359: 273: 231: 218: 209: 192: 137:phenylpropanoid 89:kuáneos/kuanoûs 35: 28: 23: 22: 15: 12: 11: 5: 5513: 5503: 5502: 5497: 5492: 5487: 5470: 5469: 5467: 5466: 5460: 5457:Anthocyanone A 5454: 5452:Copigmentation 5449: 5444: 5438: 5433: 5431:Cyanosalvianin 5428: 5417: 5415: 5411: 5410: 5408: 5407: 5398: 5389: 5380: 5371: 5365: 5363: 5357: 5356: 5353: 5352: 5350: 5349: 5323: 5309: 5295: 5285: 5271: 5269: 5265: 5264: 5262: 5261: 5254: 5252: 5248: 5247: 5245: 5244: 5231: 5217: 5215: 5211: 5210: 5208: 5207: 5194: 5181: 5168: 5158:Delphinidin 3- 5155: 5141: 5139: 5125: 5124: 5122: 5113: 5104: 5095: 5086: 5080:Delphinidin 3- 5077: 5068: 5066: 5056: 5052: 5051: 5049: 5048: 5038: 5033: 5023: 5014: 5005: 4996: 4987: 4981:Delphinidin 3- 4978: 4968: 4952: 4951: 4944:Petunidin 3,5- 4937: 4923: 4913: 4907: 4893: 4876: 4875: 4870: 4861: 4852: 4842: 4832: 4822: 4808: 4806: 4798: 4797: 4795: 4794: 4789: 4784: 4779: 4774: 4769: 4764: 4759: 4754: 4749: 4743: 4741: 4734: 4733: 4731: 4730: 4725: 4720: 4715: 4710: 4705: 4699: 4697: 4691: 4690: 4688: 4687: 4682: 4677: 4675:Guibourtinidin 4672: 4667: 4662: 4657: 4652: 4647: 4641: 4639: 4635: 4634: 4627:Anthocyanidins 4623: 4622: 4615: 4608: 4600: 4591: 4590: 4588: 4587: 4582: 4577: 4572: 4567: 4562: 4556: 4554: 4550: 4549: 4547: 4546: 4541: 4536: 4530: 4528: 4522: 4521: 4519: 4518: 4513: 4508: 4503: 4501:Anthocyanidins 4498: 4492: 4490: 4484: 4483: 4481: 4480: 4475: 4470: 4465: 4459: 4457: 4451: 4450: 4448: 4447: 4442: 4437: 4432: 4427: 4422: 4416: 4414: 4408: 4407: 4405: 4404: 4399: 4393: 4391: 4385: 4384: 4381:plant pigments 4376: 4375: 4368: 4361: 4353: 4347: 4346: 4343:MadSci Network 4336: 4335:External links 4333: 4332: 4331: 4325: 4312: 4306: 4291: 4288: 4285: 4284: 4251:Transgenic Res 4241: 4200: 4173: 4143: 4127: 4098:Brassica napus 4084: 4043: 4010:Phytochemistry 4008:(L.) Merr.)". 3992: 3951: 3918: 3905:(2): 587–607. 3885: 3864:(4): 435–440. 3858:Food Chemistry 3848: 3829:(12): 5271–8. 3813: 3806: 3788: 3755:Phytochemistry 3745: 3723: 3688: 3653: 3616:(10): 885–91. 3600: 3553: 3531: 3509: 3486: 3460: 3434:(3): 316–326. 3411: 3376: 3341: 3334: 3308: 3289:(5): 1354–63. 3266: 3239:(11): 1301–8. 3223: 3166: 3140: 3104: 3093:(11): 803–12. 3077: 3042: 2993: 2964:(3): 129–136. 2944: 2931:(4): 534–537. 2911: 2900:(2): 273–328. 2894:Food Chemistry 2884: 2845: 2807: 2774:Nat Biotechnol 2764: 2713: 2686: 2667:(5): 1908–14. 2651: 2624: 2589: 2554: 2519: 2484: 2448: 2410: 2397:(3): 180–189. 2377: 2359: 2333: 2310: 2275: 2268: 2262:. Egan Press. 2246: 2225:(5): 613–621. 2201: 2164:(2): 384–390. 2144: 2074: 2052: 2000: 1957: 1951:978-0470016176 1950: 1918: 1878: 1871: 1849: 1848: 1846: 1843: 1842: 1841: 1833: 1826: 1823: 1810: 1809:Visual markers 1807: 1789: 1786: 1774:of genes. The 1767: 1764: 1740: 1739: 1732: 1725: 1714: 1711: 1704: 1693: 1692: 1691: 1683: 1679: 1672: 1626: 1623: 1598: 1595: 1563: 1560: 1540:physiochemical 1535: 1532: 1507: 1504: 1499:anthocyanidins 1485: 1484: 1478: 1470: 1467: 1464: 1461: 1458: 1455: 1449: 1441: 1435: 1434: 1431: 1428: 1425: 1422: 1416: 1408: 1405: 1402: 1396: 1395: 1392: 1389: 1386: 1383: 1380: 1377: 1371: 1363: 1357: 1356: 1353: 1350: 1347: 1344: 1338: 1330: 1327: 1321: 1313: 1307: 1306: 1303: 1300: 1297: 1294: 1291: 1288: 1285: 1279: 1278: 1275: 1272: 1266: 1258: 1255: 1252: 1249: 1243: 1235: 1229: 1228: 1225: 1222: 1219: 1216: 1213: 1210: 1207: 1201: 1200: 1197: 1194: 1191: 1188: 1185: 1182: 1179: 1173: 1172: 1169: 1166: 1163: 1160: 1157: 1154: 1151: 1146: 1138: 1137: 1134: 1131: 1128: 1125: 1122: 1119: 1116: 1113: 1109: 1106: 1102: 1099: 1095: 1092: 1091:Anthocyanidin 1089: 1076:Main article: 1073: 1070: 1068: 1065: 985: 982: 951:food additives 935:food colorants 930: 927: 880:Main article: 877: 874: 862: 859: 617: 616: 613: 609: 608: 605: 598: 597: 594: 588: 587: 584: 578: 577: 574: 570: 569: 566: 562: 561: 558: 552: 551: 548: 537: 536: 533: 527: 526: 523: 517: 516: 513: 507: 506: 503: 496: 495: 492: 486: 485: 482: 475: 474: 471: 465: 464: 461: 455: 454: 451: 445: 444: 441: 434: 433: 430: 423: 422: 419: 413: 412: 409: 403: 402: 397: 390: 387: 358: 355: 316:Caryophyllales 272: 269: 230: 227: 217: 214: 208: 205: 191: 188: 165:anthocyanidins 32:anthocyanidins 26: 9: 6: 4: 3: 2: 5512: 5501: 5498: 5496: 5493: 5491: 5490:PH indicators 5488: 5486: 5483: 5482: 5480: 5464: 5461: 5458: 5455: 5453: 5450: 5448: 5445: 5442: 5439: 5437: 5434: 5432: 5429: 5426: 5422: 5419: 5418: 5416: 5414:Miscellaneous 5412: 5406: 5404: 5399: 5397: 5395: 5390: 5388: 5386: 5381: 5379: 5377: 5372: 5370: 5367: 5366: 5364: 5362: 5358: 5339: 5335: 5331: 5327: 5324: 5317: 5313: 5310: 5307: 5305: 5299: 5296: 5293: 5289: 5288:Gentiodelphin 5286: 5284: 5282: 5278: 5273: 5272: 5270: 5266: 5259: 5258:Malonylmalvin 5256: 5255: 5253: 5249: 5243: 5241: 5237: 5232: 5230: 5228: 5224: 5219: 5218: 5216: 5212: 5206: 5204: 5200: 5195: 5193: 5191: 5187: 5182: 5180: 5178: 5174: 5169: 5167: 5165: 5161: 5156: 5154: 5152: 5148: 5143: 5142: 5140: 5137: 5133: 5126: 5121: 5119: 5114: 5112: 5110: 5105: 5103: 5101: 5096: 5094: 5092: 5087: 5085: 5083: 5078: 5076: 5074: 5069: 5067: 5064: 5060: 5057: 5053: 5046: 5042: 5039: 5037: 5034: 5032:-galactoside) 5031: 5027: 5024: 5022: 5020: 5015: 5013: 5011: 5006: 5004: 5002: 4997: 4995: 4993: 4988: 4986: 4984: 4979: 4977:-galactoside) 4976: 4972: 4969: 4966: 4962: 4959: 4958: 4957: 4956: 4949: 4947: 4941: 4938: 4935: 4933: 4930:Peonidin 3,5- 4927: 4924: 4922:-diglucoside) 4921: 4917: 4914: 4911: 4908: 4905: 4903: 4897: 4894: 4891: 4889: 4886:Cyanidin 3,5- 4883: 4882: 4881: 4880: 4879:Diglucosides: 4874: 4871: 4869: 4867: 4862: 4860: 4858: 4853: 4850: 4846: 4843: 4840: 4836: 4833: 4830: 4826: 4825:Chrysanthemin 4823: 4820: 4816: 4813: 4812: 4811: 4807: 4803: 4799: 4793: 4790: 4788: 4785: 4783: 4780: 4778: 4775: 4773: 4770: 4768: 4765: 4763: 4760: 4758: 4755: 4753: 4750: 4748: 4745: 4744: 4742: 4739: 4735: 4729: 4726: 4724: 4721: 4719: 4716: 4714: 4713:Diosmetinidin 4711: 4709: 4706: 4704: 4701: 4700: 4698: 4696: 4692: 4686: 4685:Robinetinidin 4683: 4681: 4678: 4676: 4673: 4671: 4668: 4666: 4663: 4661: 4658: 4656: 4653: 4651: 4648: 4646: 4643: 4642: 4640: 4636: 4632: 4628: 4621: 4616: 4614: 4609: 4607: 4602: 4601: 4598: 4586: 4583: 4581: 4578: 4576: 4573: 4571: 4570:Phycoerythrin 4568: 4566: 4563: 4561: 4558: 4557: 4555: 4551: 4545: 4542: 4540: 4537: 4535: 4532: 4531: 4529: 4527: 4523: 4517: 4514: 4512: 4509: 4507: 4506:Anthoxanthins 4504: 4502: 4499: 4497: 4494: 4493: 4491: 4489: 4485: 4479: 4476: 4474: 4471: 4469: 4466: 4464: 4461: 4460: 4458: 4456: 4452: 4446: 4443: 4441: 4440:Chlorophyll f 4438: 4436: 4435:Chlorophyll d 4433: 4431: 4430:Chlorophyll c 4428: 4426: 4425:Chlorophyll b 4423: 4421: 4420:Chlorophyll a 4418: 4417: 4415: 4413: 4409: 4403: 4400: 4398: 4395: 4394: 4392: 4390: 4386: 4382: 4374: 4369: 4367: 4362: 4360: 4355: 4354: 4351: 4345: 4344: 4339: 4338: 4328: 4322: 4318: 4313: 4309: 4303: 4299: 4294: 4293: 4280: 4276: 4272: 4268: 4264: 4260: 4257:(4): 757–71. 4256: 4252: 4245: 4237: 4233: 4228: 4223: 4219: 4215: 4211: 4204: 4196: 4192: 4189:(2): 145–53. 4188: 4184: 4177: 4169: 4165: 4161: 4157: 4150: 4131: 4123: 4119: 4115: 4111: 4107: 4103: 4099: 4095: 4088: 4079: 4074: 4070: 4066: 4062: 4060: 4056: 4047: 4039: 4035: 4031: 4027: 4023: 4019: 4015: 4011: 4007: 4003: 3996: 3988: 3984: 3979: 3974: 3970: 3966: 3962: 3955: 3939: 3935: 3934: 3929: 3928:"Anthocyanin" 3922: 3913: 3908: 3904: 3900: 3899:J. Biol. Chem 3896: 3889: 3880: 3875: 3871: 3867: 3863: 3859: 3852: 3844: 3840: 3836: 3832: 3828: 3824: 3817: 3809: 3803: 3799: 3792: 3784: 3780: 3776: 3772: 3768: 3764: 3761:(5): 923–33. 3760: 3756: 3749: 3742: 3738: 3732: 3730: 3728: 3719: 3715: 3711: 3707: 3704:(7): 838–49. 3703: 3699: 3692: 3684: 3680: 3676: 3672: 3668: 3664: 3657: 3649: 3645: 3641: 3637: 3632: 3627: 3623: 3619: 3615: 3611: 3604: 3596: 3592: 3588: 3584: 3580: 3576: 3572: 3568: 3564: 3557: 3541: 3535: 3519: 3513: 3497: 3490: 3474: 3470: 3464: 3445: 3441: 3437: 3433: 3429: 3422: 3415: 3407: 3403: 3399: 3395: 3391: 3387: 3380: 3372: 3368: 3364: 3360: 3356: 3352: 3345: 3337: 3331: 3327: 3323: 3321: 3320:Olea europaea 3312: 3304: 3300: 3296: 3292: 3288: 3284: 3280: 3279:Olea europaea 3273: 3271: 3262: 3258: 3254: 3250: 3246: 3242: 3238: 3234: 3227: 3219: 3215: 3210: 3205: 3201: 3197: 3193: 3189: 3185: 3181: 3177: 3170: 3154: 3147: 3145: 3136: 3132: 3128: 3124: 3120: 3116: 3108: 3100: 3096: 3092: 3088: 3081: 3073: 3069: 3065: 3061: 3057: 3053: 3046: 3038: 3034: 3030: 3026: 3021: 3016: 3012: 3008: 3004: 2997: 2989: 2985: 2980: 2975: 2971: 2967: 2963: 2959: 2955: 2948: 2939: 2934: 2930: 2926: 2922: 2915: 2907: 2903: 2899: 2895: 2888: 2880: 2876: 2872: 2868: 2864: 2860: 2852: 2850: 2841: 2837: 2833: 2829: 2825: 2821: 2814: 2812: 2803: 2799: 2795: 2791: 2787: 2783: 2779: 2775: 2768: 2760: 2756: 2751: 2746: 2741: 2736: 2732: 2728: 2724: 2717: 2709: 2705: 2701: 2697: 2690: 2682: 2678: 2674: 2670: 2666: 2662: 2655: 2647: 2643: 2639: 2635: 2628: 2620: 2616: 2612: 2608: 2604: 2600: 2593: 2585: 2581: 2577: 2573: 2569: 2565: 2558: 2550: 2546: 2542: 2538: 2534: 2530: 2523: 2515: 2511: 2507: 2503: 2499: 2495: 2488: 2480: 2476: 2472: 2468: 2464: 2460: 2452: 2444: 2440: 2436: 2432: 2428: 2424: 2417: 2415: 2405: 2400: 2396: 2392: 2388: 2381: 2375: 2372:, p. 248, at 2371: 2370: 2363: 2348:on 4 May 2020 2347: 2343: 2337: 2321: 2314: 2306: 2302: 2298: 2294: 2290: 2286: 2285:Plant Science 2279: 2271: 2265: 2260: 2259: 2250: 2242: 2238: 2233: 2228: 2224: 2220: 2216: 2214: 2205: 2197: 2193: 2188: 2183: 2179: 2175: 2171: 2167: 2163: 2159: 2155: 2148: 2140: 2136: 2131: 2126: 2122: 2118: 2113: 2108: 2104: 2100: 2096: 2092: 2088: 2081: 2079: 2062: 2056: 2048: 2042: 2033: 2028: 2024: 2020: 2016: 2009: 2007: 2005: 1995: 1990: 1986: 1982: 1978: 1974: 1968: 1966: 1964: 1962: 1953: 1947: 1943: 1939: 1935: 1931: 1930: 1922: 1914: 1910: 1906: 1902: 1899:(3): 166–73. 1898: 1894: 1887: 1885: 1883: 1874: 1868: 1864: 1857: 1855: 1850: 1840: 1838: 1834: 1832: 1829: 1828: 1822: 1820: 1816: 1813:Anthocyanins 1806: 1803: 1799: 1795: 1785: 1783: 1779: 1778: 1773: 1763: 1761: 1757: 1753: 1744: 1737: 1733: 1730: 1726: 1723: 1719: 1715: 1712: 1709: 1705: 1702: 1698: 1694: 1689: 1682:unit from a C 1677: 1673: 1671: 1669: 1663: 1662:phenylalanine 1659: 1655: 1654: 1652: 1648: 1647: 1644: 1643:blood oranges 1640: 1636: 1631: 1622: 1619: 1618:pH indicators 1612: 1611:blue tomatoes 1608: 1605:Conventional 1603: 1594: 1592: 1591:food colorant 1584: 1580: 1572: 1568: 1559: 1557: 1553: 1549: 1545: 1541: 1531: 1529: 1524: 1521: 1520:anthocyanidin 1517: 1513: 1500: 1496: 1491: 1471: 1468: 1465: 1462: 1459: 1456: 1442: 1440: 1437: 1436: 1432: 1429: 1426: 1423: 1409: 1406: 1403: 1401: 1398: 1397: 1393: 1390: 1387: 1384: 1381: 1378: 1364: 1362: 1359: 1358: 1354: 1351: 1348: 1345: 1331: 1328: 1314: 1312: 1309: 1308: 1304: 1301: 1298: 1295: 1292: 1289: 1286: 1284: 1281: 1280: 1276: 1273: 1259: 1256: 1253: 1250: 1236: 1234: 1231: 1230: 1226: 1223: 1220: 1217: 1214: 1211: 1208: 1206: 1203: 1202: 1198: 1195: 1192: 1189: 1186: 1183: 1180: 1178: 1175: 1174: 1170: 1167: 1164: 1161: 1158: 1155: 1152: 1150: 1147: 1144: 1139: 1132: 1126: 1120: 1114: 1107: 1100: 1093: 1090: 1087: 1086: 1079: 1078:Anthocyanidin 1064: 1062: 1058: 1054: 1050: 1046: 1042: 1038: 1034: 1030: 1025: 1023: 1019: 1016: 1012: 1007: 1003: 1002: 997: 996: 991: 981: 979: 975: 971: 967: 963: 958: 956: 952: 948: 944: 940: 939:colorant code 936: 926: 924: 919: 917: 913: 909: 905: 901: 893: 888: 883: 873: 870: 868: 867:lingonberries 858: 856: 852: 848: 843: 841: 840: 835: 832: 829: 825: 821: 817: 813: 809: 808:introgression 805: 801: 796: 793: 789: 785: 781: 777: 773: 769: 764: 762: 758: 754: 750: 746: 742: 738: 734: 730: 726: 722: 718: 714: 710: 709:Concord grape 706: 702: 698: 694: 690: 686: 682: 678: 674: 673:red raspberry 670: 666: 665: 660: 656: 652: 648: 647: 638: 637: 631: 623: 614: 611: 610: 606: 603: 600: 599: 595: 593: 590: 589: 585: 583: 582:Concord grape 580: 579: 575: 572: 571: 567: 564: 563: 559: 557: 554: 553: 549: 546: 542: 539: 538: 534: 532: 529: 528: 524: 522: 519: 518: 514: 512: 509: 508: 504: 502: 499:Queen Garnet 498: 497: 493: 491: 488: 487: 483: 481: 477: 476: 472: 470: 467: 466: 462: 460: 457: 456: 452: 450: 447: 446: 442: 440: 436: 435: 431: 428: 425: 424: 420: 418: 415: 414: 410: 408: 405: 404: 398: 395: 394: 386: 384: 383: 378: 377: 372: 371: 366: 365: 354: 352: 348: 347:sweet peppers 344: 340: 335: 333: 329: 325: 321: 317: 313: 309: 305: 301: 297: 293: 289: 285: 280: 278: 268: 266: 265: 260: 252: 251:anthocyanidin 248: 244: 240: 235: 226: 224: 213: 201: 196: 187: 185: 181: 180:food additive 177: 172: 170: 166: 162: 158: 154: 150: 146: 142: 138: 134: 130: 125: 123: 119: 115: 111: 107: 104: 101: 100:water-soluble 97: 93: 90: 83: 77: 73: 70: 67: 60: 56: 53: 52:Ancient Greek 49: 41: 37: 33: 19: 5485:Anthocyanins 5441:Protodelphin 5402: 5393: 5384: 5375: 5337: 5333: 5329: 5315: 5303: 5280: 5276: 5239: 5235: 5226: 5222: 5202: 5198: 5189: 5185: 5184:Petunidin 3- 5176: 5172: 5163: 5159: 5150: 5146: 5135: 5131: 5117: 5108: 5107:Petunidin 3- 5099: 5098:Petunidin 3- 5090: 5081: 5072: 5065:anthocyanins 5047:-rutinoside) 5044: 5029: 5028:(Malvidin 3- 5018: 5017:Petunidin 3- 5009: 5008:Petunidin 3- 5003:-galactoside 5000: 4999:Petunidin 3- 4994:-arabinoside 4991: 4990:Petunidin 3- 4982: 4974: 4973:(Cyanidin 3- 4967:-rutinoside) 4964: 4963:(Cyanidin 3- 4954: 4953: 4948:-diglucoside 4945: 4934:-diglucoside 4931: 4919: 4904:-diglucoside 4901: 4890:-diglucoside 4887: 4878: 4877: 4865: 4864:Petunidin 3- 4856: 4848: 4847:(Malvidin 3- 4838: 4828: 4827:(Cyanidin 3- 4818: 4815:Callistephin 4809: 4802:Anthocyanins 4801: 4787:Pulchellidin 4752:Capensinidin 4737: 4728:Tricetinidin 4723:Luteolinidin 4703:Apigeninidin 4680:Pelargonidin 4650:Aurantinidin 4544:Xanthophylls 4496:Anthocyanins 4495: 4455:Curcuminoids 4402:Betaxanthins 4342: 4319:. Springer. 4316: 4297: 4254: 4250: 4244: 4217: 4213: 4203: 4186: 4182: 4176: 4159: 4155: 4130: 4105: 4101: 4097: 4093: 4087: 4068: 4064: 4058: 4054: 4046: 4013: 4009: 4005: 4001: 3995: 3968: 3964: 3954: 3942:. Retrieved 3931: 3921: 3902: 3898: 3888: 3861: 3857: 3851: 3826: 3822: 3816: 3797: 3791: 3758: 3754: 3748: 3740: 3701: 3697: 3691: 3666: 3662: 3656: 3613: 3609: 3603: 3570: 3566: 3556: 3544:. Retrieved 3534: 3522:. Retrieved 3512: 3500:. Retrieved 3489: 3477:. Retrieved 3463: 3451:. Retrieved 3444:the original 3431: 3427: 3414: 3389: 3385: 3379: 3354: 3350: 3344: 3325: 3319: 3311: 3286: 3282: 3278: 3236: 3232: 3226: 3183: 3179: 3169: 3157:. Retrieved 3118: 3114: 3107: 3090: 3086: 3080: 3055: 3051: 3045: 3010: 3006: 2996: 2961: 2957: 2947: 2928: 2924: 2914: 2897: 2893: 2887: 2862: 2858: 2823: 2819: 2777: 2773: 2767: 2730: 2726: 2716: 2699: 2695: 2689: 2664: 2660: 2654: 2637: 2633: 2627: 2602: 2598: 2592: 2567: 2563: 2557: 2532: 2528: 2522: 2497: 2493: 2487: 2462: 2458: 2451: 2426: 2422: 2394: 2390: 2380: 2374:Google Books 2367: 2362: 2350:. Retrieved 2346:the original 2336: 2324:. Retrieved 2313: 2291:(2): 91–98. 2288: 2284: 2278: 2257: 2249: 2222: 2219:Tree Physiol 2218: 2212: 2204: 2161: 2157: 2147: 2094: 2090: 2065:. Retrieved 2061:"Flavonoids" 2055: 2041:cite journal 2022: 2019:EFSA Journal 2018: 1980: 1977:EFSA Journal 1976: 1927: 1921: 1896: 1892: 1862: 1836: 1819:fluorophores 1812: 1802:p-n junction 1791: 1781: 1775: 1772:transgenesis 1769: 1745: 1741: 1735: 1665: 1639:pigmentation 1625:Biosynthesis 1615: 1582: 1576: 1555: 1551: 1547: 1543: 1542:degradation 1537: 1528:halochromism 1509: 1283:Pelargonidin 1149:Aurantinidin 1026: 1015:metabolizing 999: 993: 987: 960:Anthocyanin 959: 955:blackcurrant 932: 920: 897: 871: 864: 844: 837: 797: 791: 775: 765: 761:gooseberries 691:(aubergine) 681:blackcurrant 662: 644: 642: 634: 592:Norton grape 429:(chokeberry) 417:Blackcurrant 380: 374: 368: 362: 360: 336: 312:hydrocarbons 300:pelargonidin 281: 274: 262: 256: 242: 238: 219: 210: 173: 126: 117: 95: 88: 85: 72: 65: 62: 55: 48:Anthocyanins 47: 46: 36: 5436:Protocyanin 5348:-glucoside) 5326:Violdelphin 5275:Cyanidin 3- 5234:Peonidin 3- 5221:Malvidin 3- 5197:Peonidin 3- 5171:Malvidin 3- 5145:Cyanidin 3- 5116:Peonidin 3- 5089:Malvidin 3- 5071:Cyanidin 3- 5021:-rutinoside 5012:-rhamnoside 4985:-rhamnoside 4961:Antirrhinin 4855:Peonidin 3- 4851:-glucoside) 4841:-glucoside) 4831:-glucoside) 4821:-glucoside) 4810:Glucosides: 4757:Europinidin 4670:Fisetinidin 4665:Delphinidin 4585:Xanthonoids 4565:Phycocyanin 4526:Carotenoids 4412:Chlorophyll 4397:Betacyanins 4094:Arabidopsis 4006:Glycine max 3741:EurekAlert! 3631:11336/54522 3159:9 September 2925:HortScience 2025:(2): 1489. 1777:Arabidopsis 1676:malonyl-CoA 1635:carotenoids 1571:Red cabbage 1233:Europinidin 1205:Delphinidin 1057:anti-cancer 1006:metabolites 992:properties 990:antioxidant 966:grape juice 923:New England 904:carotenoids 851:snapdragons 776:Glycine max 717:red cabbage 602:Red cabbage 556:Purple corn 396:Food source 318:(including 292:delphinidin 259:chlorophyll 225:in leaves. 5479:Categories 5425:commelinin 5063:Acetylated 4916:Pelargonin 4868:-glucoside 4859:-glucoside 4762:Hirsutidin 4718:Gesneridin 4708:Columnidin 4631:glucosides 4488:Flavonoids 3879:10198/3206 3573:: 100852. 3502:27 October 2733:(1): 110. 2326:2 February 1845:References 1708:naringenin 1701:polyketide 1688:acetyl-CoA 1651:flavonoids 1512:glucosides 1495:glycosides 1061:anti-aging 1018:flavonoids 970:grape skin 947:toxicology 824:shelf-life 788:chokeberry 697:black rice 677:blackberry 531:Black bean 521:Black rice 511:Redcurrant 439:blackberry 364:Meconopsis 357:In flowers 337:Sometimes 284:glycosides 271:Occurrence 223:cell death 207:Coloration 184:supplement 169:astringent 133:flavonoids 122:black rice 96:anthocyans 50:(from 18:Anthocyans 5041:Tulipanin 4835:Myrtillin 4792:Rosinidin 4782:Petunidin 4539:Retinoids 4534:Carotenes 4389:Betalains 4379:Types of 4100:leaves". 3944:6 October 3595:233070680 3587:2212-4292 3546:13 August 3479:12 August 3087:Pharmazie 2258:Colorants 2178:1532-2548 2121:1932-6203 1815:fluoresce 1658:shikimate 1534:Stability 1523:aglycones 1439:Rosinidin 1400:Petunidin 1011:uric acid 978:cosmetics 916:phosphate 810:lines of 770:of black 768:seed coat 759:of green 757:cultivars 737:asparagus 655:cranberry 651:blueberry 646:Vaccinium 576:283 ± 46 541:Blue corn 480:blueberry 469:Raspberry 351:aesthetic 332:betalains 308:petunidin 277:epidermis 129:molecules 5026:Primulin 4884:Cyanin ( 4777:Peonidin 4772:Malvidin 4655:Cyanidin 4580:Quinones 4478:Curcumin 4279:15957685 4271:22083247 4236:19762337 4122:20073469 4038:20621794 3987:11316805 3938:Archived 3843:19435353 3783:14561507 3718:15019969 3683:17157175 3648:21174667 3640:18985487 3406:23875756 3371:19007127 3303:15740006 3261:14895646 3253:18953354 3218:23707429 3135:15612791 3099:18065095 3072:11743773 3037:11221328 3029:25848974 2988:27508114 2879:24991694 2840:15506816 2802:14895646 2794:18953354 2759:29086902 2681:19256557 2619:16719536 2584:18052240 2549:12033817 2514:18522397 2479:15612791 2443:15612766 2241:16452075 2196:16760492 2139:26943362 2091:PLOS ONE 2067:27 March 1913:19178979 1825:See also 1697:chalcone 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Index

Anthocyans
anthocyanidins

Ancient Greek
ἄνθος
κυάνεος
κυανοῦς
water-soluble
vacuolar
pigments
pH
Ludwig Clamor Marquart
black rice
molecules
flavonoids
phenylpropanoid
tissues
leaves
stems
roots
flowers
fruits
anthocyanidins
astringent
colorant
food additive
supplement

pansies
cell death

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