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Biotin

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1726:, though scientific data supporting these outcomes in humans are very weak. A review of the fingernails literature reported brittle nail improvement as evidence from two pre-1990 clinical trials that had administered an oral dietary supplement of 2.5 mg/day for several months, without a placebo control comparison group. There is no more recent clinical trial literature. A review of biotin as treatment for hair loss identified case studies of infants and young children with genetic defect biotin deficiency having improved hair growth after supplementation, but went on to report that "there have been no randomized, controlled trials to prove efficacy of supplementation with biotin in normal, healthy individuals." Biotin is also incorporated into topical hair and skin products with similar claims. 1584:≈ 10 M, biotinylated compounds of interest can be isolated from a sample by exploiting this highly stable interaction. First, the chemically modified biotin reagents are bound to the targeted compounds in a solution via a process called biotinylation. The choice of which chemical modification to use is responsible for the biotin reagent binding to a specific protein. Second, the sample is incubated with avidin bound to beads, then rinsed, removing all unbound proteins, while leaving only the biotinylated protein bound to avidin. Last, the biotinylated protein can be eluted from the beads with excess free biotin. The process can also utilize bacteria-derived 38: 1503:
closer). Partial biotinidase deficiency is defined as 10% to 30% of normal serum activity. Incidence data stems from government mandated newborn screening. For profound deficiency, treatment is oral dosing with 5 to 20 mg per day. Seizures are reported as resolving in hours to days, with other symptoms resolving within weeks. Treatment of partial biotinidase deficiency is also recommended even though some untreated people never manifest symptoms. Lifelong treatment with supplemental biotin is recommended for both profound and partial biotinidase deficiency.
340: 223: 29: 1331:-CoA. These form 7-keto-8-aminopelargonic acid (KAPA). KAPA is transported from plant peroxisomes to mitochondria where it is converted to 7,8-diaminopelargonic acid (DAPA) with the help of the enzyme, BioA. The enzyme dethiobiotin synthetase catalyzes the formation of the ureido ring via a DAPA carbamate activated with ATP, creating dethiobiotin with the help of the enzyme, BioD, which is then converted into biotin which is catalyzed by BioB. The last step is catalyzed by 542: 1613:). Overconsumption of 5 mg/day or higher causes elevated concentration in plasma that interferes with biotin-streptavidin immunoassays in an unpredictable manner. Healthcare professionals are advised to instruct patients to stop taking biotin supplements for 48 h or even up to weeks before the test, depending on the specific test, dose, and frequency of biotin uptake. Guidance for laboratory staff is proposed to detect and manage biotin interference. 4455: 593: 2380: 2336: 1609:, and other analytes such as 25-hydroxyvitamin D. Biotin interference can produce both falsely normal and falsely abnormal results. In the US, biotin as a non-prescription dietary supplement is sold in amounts of 1 to 10 mg per serving, with claims for supporting hair and nail health, and as 300 mg per day as a possibly effective treatment for multiple sclerosis (see 547: 1710:
are mixed; a 2019 review concluded that a further investigation of the association between multiple sclerosis symptoms and biotin should be undertaken, whereas two 2020 reviews of a larger number of clinical trials reported no consistent evidence for benefits, and some evidence for increased disease activity and higher risk of relapse.
1466:. Rarer are carboxylase and biotin transporter deficiences. Neonatal screening for biotinidase deficiency started in the United States in 1984, with many countries now also testing for this genetic disorder at birth. Treatment is lifelong dietary supplement with biotin. If biotinidase deficiency goes untreated, it can be fatal. 546: 1669:, West and Wilson isolated a compound they called co-enzyme R. By 1940, it was recognized that all three compounds were identical and were collectively given the name: biotin. Gyorgy continued his work on biotin and in 1941 published a paper demonstrating that egg-white injury was caused by the binding of biotin by 1743:
biotin at 20 mg/day into daily diet reduces the risk of lameness. A review of controlled trials reported that supplementation at 20 mg/day increased milk yield by 4.8%. The discussion speculated that this could be an indirect consequence of improved hoof health or a direct effect on milk production.
1680:, a biosynthesis pathway was proposed by Rolfe and Eisenberg in 1968. The initial step was described as a condensation of pimelyl-CoA and alanine to form 7-oxo-8-aminopelargonic acid. From there, they described three-step process, the last being introducing a sulfur atom to form the tetrahydrothiophene ring. 1733:
states that the US Food and Drug Administration must allow on the product label what are described as "Structure:Function" (S:F) health claims that ingredient(s) are essential for health. For example: Biotin helps maintain healthy skin, hair and nails. If a S:F claim is made, the label must include
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sheath of nerve cells, slowing or even reversing neurodegeneration. The proposed mechanisms are that biotin activates acetyl-coA carboxylase, which is a key rate-limiting enzyme during the synthesis of myelin, and by reducing axonal hypoxia through enhanced energy production. Clinical trial results
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Profound biotinidase deficiency, defined as less than 10% of normal serum enzyme activity, which has been reported as 7.1 nmol/min/mL, has an incidence of 1 in 40,000 to 1 in 60,000, but with rates as high as 1 in 10,000 in countries with high incidence of consanguineous marriages (second cousin or
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For US food and dietary supplement labeling purposes, the amount in a serving is expressed as a percent of daily value. For biotin labeling purposes, 100% of the daily value was 300 μg/day, but as of May 27, 2016, it was revised to 30 μg/day to bring it into an agreement with the adequate
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For horses, conditions such as chronic laminitis, cracked hooves, or dry, brittle feet incapable of holding shoes are a common problem. Biotin is a popular nutritional supplement. There are recommendations that horses need 15 to 25 mg/day. Studies report biotin improves the growth of new hoof
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In cattle, biotin is necessary for hoof health. Lameness due to hoof problems is common, with herd prevalence estimated at 10 to 35%. Consequences of lameness include less food consumption, lower milk production, and increased veterinary treatment costs. Results after 4–6 months from supplementing
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is a deficiency of the enzyme that recycles biotin, the consequence of an inherited genetic mutation. Biotinidase catalyzes the cleavage of biotin from biocytin and biotinyl-peptides (the proteolytic degradation products of each holocarboxylase) and thereby recycles biotin. It is also important in
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The US National Academy of Medicine estimates upper limits for vitamins and minerals when evidence for a true limit is sufficient. For biotin, however, there is no upper limit because adverse effects of high biotin intake have not been determined. The EFSA also reviewed safety and reached the same
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Low serum and urine biotin are not sensitive indicators of inadequate biotin intake. However, serum testing can be useful for confirmation of consumption of biotin-containing dietary supplements, and whether a period of refraining from supplement use is long enough to eliminate the potential for
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for many vitamins in 1998. At that time there was insufficient information to establish estimated average requirement or recommended dietary allowance, terms that exist for most vitamins. In instances such as this, the academy sets adequate intakes (AIs) with the understanding that at some later
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synthesize amounts of biotin estimated to be similar to the amount taken in the diet, and a significant portion of this biotin exists in the free (protein-unbound) form and, thus, is available for absorption. How much is absorbed in humans is unknown, although a review did report that human
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occurs via two pathways. In one, the valeric acid sidechain is cleaved, resulting in bisnorbiotin. In the other pathway, the sulfur is oxidized, resulting in biotin sulfoxide. Urine content is proportionally about half biotin, plus bisnorbiotin, biotin sulfoxide, and small amounts of other
1673:. Unlike for many vitamins, there is insufficient information to establish a recommended dietary allowance, so dietary guidelines identify an "adequate intake" based on best available science with the understanding that at some later date this will be replaced by more exact information. 1454:
Primary biotin deficiency, meaning deficiency as a consequence of too little biotin in the diet, is rare, because biotin is contained in so many foods. Subclinical deficiency can cause mild symptoms, such as hair thinning, brittle fingernails, or skin rash, typically on the face.
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Biotin is a water-soluble B vitamin. Consumption of large amounts as a dietary supplement results in absorption, followed by excretion into urine as biotin. Consumption of biotin as part of a normal diet results in urinary excretion of biotin and biotin metabolites.
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Biotin, synthesized in plants, is essential to plant growth and development. Bacteria also synthesize biotin, and it is thought that bacteria resident in the large intestine may synthesize biotin that is absorbed and utilized by the host organism.
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Biotin is stable at room temperature and is not destroyed by cooking. The dietary biotin intake in Western populations has been estimated to be in the range of 35 to 70 μg/day. Nursing infants ingest about 6 μg/day. Biotin is available in
1227:, frees biotin, which is then absorbed from the small intestine. When consumed as a biotin dietary supplement, absorption is nonsaturable, meaning that even very high amounts are absorbed effectively. Transport across the 841:(EFSA) also identifies AIs, setting values at 40 μg/day for adults, pregnancy at 40 μg/day, and breastfeeding at 45 μg/day. For children ages 1–17 years, the AIs increase with age from 20 to 35 μg/day. 1518:
prevents the body's cells from using biotin effectively and thus interferes with multiple carboxylase reactions. There can also be a genetic defect affecting the sodium-dependent multivitamin transporter protein.
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bound to beads, but because it has a higher dissociation constant than avidin, very harsh conditions are needed to elute the biotinylated protein from the beads, which often will denature the protein of interest.
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had performed experiments demonstrating the symptoms associated with "egg-white injury." They had found that rats fed large amounts of egg-white as their only protein source exhibited neurological dysfunction,
1655:('to live') and the suffix "-in" (a general chemical suffix used in organic chemistry). Other research groups, working independently, had isolated the same compound under different names. Hungarian scientist 1499:
freeing biotin from dietary protein-bound biotin. Neonatal screening for biotinidase deficiency started in the United States in 1984, which as of 2017 was reported as required in more than 30 countries.
1665:, German for 'hair and skin'). Further chemical characterization of vitamin H revealed that it was water-soluble and present in high amounts in the liver. After experiments performed with yeast and 687:
group. A C5-carboxylic acid side chain is appended to the former ring. The ureido ring, containing the −N−CO−N− group, serves as the carbon dioxide carrier in carboxylation reactions. Biotin is a
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Chirapu SR, Rotter CJ, Miller EL, Varma MV, Dow RL, Finn MG (March 31, 2013). "High specificity in response of the sodium-dependent multivitamin transporter to derivatives of pantothenic acid".
2321: 643:. It is involved in a wide range of metabolic processes, both in humans and in other organisms, primarily related to the utilization of fats, carbohydrates, and amino acids. The name 863:
10 million or more in annual food sales, and by January 1, 2021, for manufacturers with lower volume food sales. A table of the old and new adult daily values is provided at
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In 1916, W. G. Bateman observed that a diet high in raw egg whites caused toxic symptoms in dogs, cats, rabbits, and humans. By 1927, scientists such as Margarete Boas and
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Morag E, Bayer EA, Wilchek M (December 1996). "Immobilized nitro-avidin and nitro-streptavidin as reusable affinity matrices for application in avidin-biotin technology".
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the disclaimer "This statement has not been evaluated by the Food and Drug Administration. This product is not intended to diagnose, treat, cure, or prevent any disease."
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Aside from inadequate dietary intake (rare), deficiency of biotin can be caused by a genetic disorder that affects biotin metabolism. The most common among these is
2198: 1335:, a radical SAM enzyme. The sulfur is donated by an unusual ferredoxin. Depending on the species of bacteria, Biotin can be synthesized via multiple pathways. 1275:
Chronic alcohol use is associated with a significant reduction in plasma biotin. Intestinal biotin uptake also appears to be sensitive to the effect of the anti-
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began investigating the factor responsible for egg-white injury in 1933 and in 1939, was successful identifying what he called "Vitamin H" (the H represents
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Kögl and Tönnis (1936). "Über das Bios-Problem. Darstellung von krystallisiertem Biotin aus Eigelb. 20. Mitteilung über pflanzliche Wachstumsstoffe".
3337: 2156: 667:; 'life') and the suffix "-in" (a suffix used in chemistry usually to indicate 'forming'). Biotin appears as a white, needle-like crystalline solid. 570: 3548:
Parsons HT, Kelly E (1933). "The Character of the Dermatitis-Producing Factor in Dietary Egg White as Shown by Certain Chemical Treatments".
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horn rather than improving the status of existing hoof, so months of supplementation are needed for the hoof wall to be completely replaced.
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György P, Rose CS, Eakin RE, Snell EE, Williams RJ (May 1941). "Egg-White Injury as the Result of Nonabsorption or Inactivation of Biotin".
2262: 1303:, whereas, in lactation, the higher demand has yet to be elucidated. Recent studies have shown marginal biotin deficiency can be present in 389: 1829: 5377: 5240: 5236: 1886: 744:
effects of biotin are better understood, AIs will be replaced by more exact information. The biotin AIs for both males and females are:
5169: 2192:"Overview on Dietary Reference Values for the EU population as derived by the EFSA Panel on Dietetic Products, Nutrition and Allergies" 3620:"The Curative Factor (vitamin H) for Egg White Injury, with Particular Reference to Its Presence in Different Foodstuffs and in Yeast" 563: 3849:
György P, Rose CS, Hofmann K, Melville DB, DU Vigneaud V (December 1940). "A Further Note on the Identity of Vitamin H with Biotin".
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According to the Global Fortification Data Exchange, biotin deficiency is so rare that no countries require that foods be fortified.
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Dietary Reference Intakes for Thiamin, Riboflavin, Niacin, Vitamin B6, Folate, Vitamin B12, Pantothenic Acid, Biotin, and Choline
3368:"Dietary Supplements on Controlling Multiple Sclerosis Symptoms and Relapses: Current Clinical Evidence and Future Perspectives" 2223: 2041: 1429:. This compound is further degraded by biotinidase to release biotin, which is then reutilized by holocarboxylase synthetase. 5113: 3002:
Bowen R, Benavides R, Colón-Franco JM, Katzman BM, Muthukumar A, Sadrzadeh H, Straseski J, Klause U, Tran N (December 2019).
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blood tests that use biotin-streptavidin technology. This methodology is commonly used to measure levels of hormones such as
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Biotin in food is bound to proteins. Digestive enzymes reduce the proteins to biotin-bound peptides. The intestinal enzyme
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may be associated with an increased demand for biotin. In pregnancy, this may be due to a possible acceleration of biotin
4487: 1920:. Micronutrient Information Center, Linus Pauling Institute, Oregon State University, Corvallis, OR. October 21, 2015. 2950:"Chemistry of Biotin-Streptavidin and the Growing Concern of an Emerging Biotin Interference in Clinical Immunoassays" 2191: 5232: 5228: 4428: 3424:"Targeting demyelination and virtual hypoxia with high-dose biotin as a treatment for progressive multiple sclerosis" 2832: 1880: 363:
InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
354: 3464: 2748:"α-proteobacteria synthesize biotin precursor pimeloyl-ACP using BioZ 3-ketoacyl-ACP synthase and lysine catabolism" 2016: 1287:. Relatively low levels of biotin have also been reported in the urine or plasma of patients who have had a partial 373:
InChI=1/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
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Department of Health and Human Services – Office of the Inspector General – Dietary Supplement Labels: Key Elements
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intake. Compliance with the updated labeling regulations was required by January 1, 2020, for manufacturers with
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Inherited metabolic disorders characterized by deficient activities of biotin-dependent carboxylases are termed
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Wolf B, Grier RE, Secor McVoy JR, Heard GS (1985). "Biotinidase deficiency: a novel vitamin recycling defect".
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Cramer JD, Jarrett JT (2018). "Purification, Characterization, and Biochemical Assays of Biotin Synthase from
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In 1936, Fritz Kögl and Benno Tönnis documented isolating a yeast growth factor in a journal article titled "
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Penberthy WT, Sadri M, Zempleni J (2020). "Biotin". In BP Marriott, DF Birt, VA Stallings, AA Yates (eds.).
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Xu YM, Du JY, Lau AT (September 2014). "Posttranslational modifications of human histone H3: an update".
318: 2060:"The Enzymes of Biotin dependent CO₂ Metabolism: What Structures Reveal about Their Reaction Mechanisms" 1311:, decreased urinary excretion of biotin and bisnorbiotin, and decreased plasma concentration of biotin. 2157:"National Health and Medical Research Council: Nutrient Reference Values for Australia and New Zealand" 1511: 1344: 2404:"Determination of the biotin content of select foods using accurate and sensitive HPLC/avidin binding" 656: 160: 5584: 5155: 1705:, a demyelinating autoimmune disease. The hypothesis is that biotin may promote remyelination of the 1382: 3366:
Tryfonos C, Mantzorou M, Fotiou D, Vrizas M, Vadikolias K, Pavlidou E, Giaginis C (September 2019).
2256:"Federal Register May 27, 2016 Food Labeling: Revision of the Nutrition and Supplement Facts Labels" 5449: 4624: 3212: 1694: 1484: 736: 335: 1475:
interfering with drug tests. Indirect measures depend on the biotin requirement for carboxylases.
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Motte J, Gold R (December 2020). "High-dose biotin in multiple sclerosis: the end of the road".
5362: 5204: 4480: 1821: 1766: 1495: 1487:. Urinary excretion of this compound is an early and sensitive indicator of biotin deficiency. 1459: 1364: 1358: 864: 4294:
Langova L, Novotna I, Nemcova P, Machacek M, Havlicek Z, Zemanova M, Chrast V (October 2020).
1868: 5372: 5367: 5214: 3141: 1864: 1575: 1223:, found in pancreatic secretions and in the brush border membranes of all three parts of the 676: 180: 5280: 5079: 4859: 4583: 3901: 3858: 3762: 2759: 1476: 1406: 1370: 306: 50: 37: 3943:
Gyorgy P, Rose CS (1943). "The Liberation of Biotin from the Avidin-Biotin Complex (AB)".
8: 5569: 5454: 5260: 4973: 2451: 1254:, so high intakes of either of these vitamins can interfere with transport of the other. 680: 79: 3905: 3862: 3766: 3267: 3242: 2763: 1522:
Biochemical and clinical manifestations of any of these metabolic disorders can include
339: 222: 140: 89: 5589: 5574: 5476: 4752: 4647: 4322: 4295: 4192: 4167: 4141: 4102: 4075: 4056: 3960: 3917: 3786: 3573: 3561: 3525: 3500: 3394: 3367: 3280: 3182: 3165: 3124: 3097: 3071: 2974: 2949: 2885: 2860: 2788: 2747: 2720: 2695: 2671: 2646: 2597: 2572: 2510: 2485: 2428: 2403: 2135: 2084: 2059: 1719: 1702: 1598: 1523: 1192: 4254: 4044: 4008: 3979: 3822: 3726: 3681: 3636: 3484: 3020: 3004:"Best practices in mitigating the risk of biotin interference with laboratory testing" 3003: 5547: 5306: 5288: 5039: 5014: 4473: 4402: 4327: 4232: 4197: 4145: 4107: 4060: 4048: 4013: 3925: 3874: 3778: 3565: 3530: 3445: 3440: 3423: 3399: 3315: 3272: 3187: 3129: 3063: 3025: 2979: 2925: 2890: 2838: 2828: 2793: 2775: 2725: 2676: 2625: 2602: 2550: 2515: 2433: 2127: 2089: 1985: 1876: 1756: 1449: 3964: 3790: 3577: 3075: 2139: 5049: 5024: 4944: 4392: 4317: 4307: 4224: 4187: 4179: 4137: 4097: 4087: 4040: 4003: 3995: 3952: 3909: 3866: 3817: 3770: 3721: 3710:"Physicochemical Properties of the Factor (vitamin H) Curative of Egg White Injury" 3676: 3631: 3600: 3557: 3520: 3512: 3479: 3435: 3389: 3379: 3307: 3284: 3262: 3254: 3177: 3119: 3109: 3055: 3015: 2969: 2961: 2917: 2880: 2872: 2820: 2783: 2767: 2715: 2707: 2666: 2658: 2592: 2584: 2542: 2505: 2497: 2423: 2415: 2287: 2119: 2079: 2071: 2038: 1761: 1606: 1527: 1251: 514: 486: 417: 286: 4724: 4719: 4714: 3604: 3334:"The FDA Warns that Biotin May Interfere with Lab Tests: FDA Safety Communication" 5310: 5054: 4611: 4596: 4250: 3999: 2711: 2045: 1917: 1410: 1332: 1304: 1243:
epithelial cells of the colon in vitro demonstrated an ability to uptake biotin.
1224: 1008: 889: 712: 4702: 4697: 4692: 4687: 3913: 3870: 3774: 2647:"A newly discovered function of peroxisomes: involvement in biotin biosynthesis" 2546: 5579: 5326: 5124: 5044: 4757: 4570: 4092: 4076:"The Rise and Fall of High-Dose Biotin to Treat Progressive Multiple Sclerosis" 2921: 2824: 2771: 2419: 1698: 1531: 584: 4228: 3956: 3258: 5563: 5439: 5392: 5344: 4893: 4883: 4868: 4588: 3384: 2965: 2876: 2779: 2501: 2384: 2340: 1771: 1628: 1563: 1422: 1418: 1295:, as well as burn patients, elderly individuals, and athletes. Pregnancy and 1280: 959: 716: 475: 211: 4531: 4526: 2908:
Wolf B (September 2016). "Biotinidase deficiency and our champagne legacy".
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West PM, Wilson PW (June 1939). "The Relation of "coenzyme R" to Biotin".
3569: 3319: 3067: 569: 5429: 5382: 5031: 4888: 4709: 4601: 3665:"Attempts to Isolate the Factor (vitamin H) Curative of Egg White Injury" 3114: 2645:
Maruyama J, Yamaoka S, Matsuo I, Tsutsumi N, Kitamoto K (December 2012).
2008: 1786: 1781: 1656: 1622: 1402: 1394: 1348: 1288: 1220: 911: 692: 4312: 555: 200: 5509: 5397: 5387: 5250: 4969: 4961: 4954: 4918: 4911: 4838: 4784: 4766: 4682: 4657: 4631: 4606: 4565: 4381:"Effect of biotin on milk performance of dairy cattle: a meta-analysis" 3921: 3805: 3709: 3664: 3619: 3059: 2588: 2573:"Intestinal absorption of water-soluble vitamins in health and disease" 2280:"Daily Value Reference of the Dietary Supplement Label Database (DSLD)" 1984:. London, United Kingdom: Academic Press (Elsevier). pp. 289–304. 1723: 1566:
industry to isolate proteins and non-protein compounds for biochemical
1398: 1300: 1263: 1239: 1060: 741: 708: 704: 700: 696: 640: 562: 454: 231: 171: 4183: 3516: 3501:"The Effect of Desiccation upon the Nutritive Properties of Egg-white" 3098:"Biotinidase Deficiency: Prevalence, Impact And Management Strategies" 2662: 2009:"biotin | Origin and meaning of biotin by Online Etymology Dictionary" 1562:
Chemically modified versions of biotin are widely used throughout the
1462:. Low activity of this enzyme causes a failure to recycle biotin from 5504: 5499: 5334: 5320: 5074: 5066: 4983: 4949: 4775: 4744: 4674: 4551: 4541: 4518: 2402:
Staggs CG, Sealey WM, McCabe BJ, Teague AM, Mock DM (December 2004).
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Fiume MZ (2001). "Final report on the safety assessment of biotin".
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Except where otherwise noted, data are given for materials in their
5147: 4852: 4345: 1645:." (Representation of crystallized biotin from egg yolk). The name 1633: 1547: 1463: 1426: 1276: 1040: 688: 528: 261: 191: 28: 3241:
Laitinen OH, Hytönen VP, Nordlund HR, Kulomaa MS (December 2006).
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This article incorporates text from this source, which is in the
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This article incorporates text from this source, which is in the
1875:. Washington, DC: The National Academies Press. pp. 374–89. 1539: 1480: 1433: 1414: 1324: 1228: 1127: 1070: 720: 273: 2354:"Industry Resources on the Changes to the Nutrition Facts Label" 1601:, a consequence can be clinically significant interference with 1490: 5514: 5489: 5423: 5419: 5415: 5411: 5178: 5009: 4926: 4454: 3803: 1706: 1670: 1592: 1571: 1351: 1177: 1107: 1050: 1019: 997: 937: 151: 3804:
DuVigneaud V, Hofmann K, Melville DB, György P (August 1941).
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Satiaputra J, Shearwin KE, Booker GW, Polyak SW (March 2016).
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that plays a role in chromatin stability and gene expression.
1250:(SMVT) mediates biotin uptake into the liver. SMVT also binds 4293: 3365: 2644: 1567: 1232: 1137: 1080: 654: 131: 102: 2696:"Mechanisms of biotin-regulated gene expression in microbes" 1479:
is an intermediate step in the catabolism of the amino acid
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Cashman MW, Sloan SB (2010). "Nutrition and nail disease".
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Anonymous PubChem Compound Summary for CID 171548, Biotin.
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232 to 233 °C (450 to 451 °F; 505 to 506 K)
252: 2819:. Methods in Enzymology. Vol. 606. pp. 363–388. 1270: 3848: 3045: 2622:
The Vitamins: Fundamental Aspects in Nutrition and Health
2224:"Tolerable Upper Intake Levels For Vitamins And Minerals" 727:
plays a role in chromatin stability and gene expression.
4165: 3980:"Genetic and biochemical analysis of the biotin loci of 3422:
Sedel F, Bernard D, Mock DM, Tourbah A (November 2016).
2532: 2401: 3421: 2858: 2057: 3336:. US Food and Drug Administration. November 28, 2017. 1979: 1417:
metabolism. PCC catalyzes a step in the metabolism of
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United States Department of Health and Human Services
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Zempleni J, Hassan YI, Wijeratne SS (November 2008).
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Waldrop GL, Holden HM, St Maurice M (November 2012).
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Australia and New Zealand set AIs similar to the US.
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Patel DP, Swink SM, Castelo-Soccio L (August 2017).
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Hoppe-Seyler's Zeitschrift für Physiologische Chemie
2741: 2739: 2452:"Map: Count of Nutrients In Fortification Standards" 3465:"The Digestibility and Utilization of Egg Proteins" 1731:
Dietary Supplement Health and Education Act of 1994
1597:When people are ingesting high levels of biotin in 1483:. In the absence of biotin, the pathway diverts to 240: 4296:"Impact of Nutrients on the Hoof Health in Cattle" 3243:"Genetically engineered avidins and streptavidins" 1642:Darstellung von krystallisiertem biotin aus eigelb 3662: 3297: 3170:The Journal of Clinical and Aesthetic Dermatology 3146:: CS1 maint: DOI inactive as of September 2024 ( 2736: 1975: 1973: 1971: 1969: 1967: 1965: 1963: 1961: 1959: 1693:High-dose biotin (300 mg/day = 10,000 times 1307:, as evidenced by increased urinary excretion of 5561: 4073: 2039:https://pubchem.ncbi.nlm.nih.gov/compound/171548 1982:Present Knowledge in Nutrition, Eleventh Edition 1957: 1955: 1953: 1951: 1949: 1947: 1945: 1943: 1941: 1939: 285: 4378: 4249: 4067: 3590: 3361: 3359: 3357: 3355: 3236: 3234: 3203: 3201: 2865:Expert Review of Endocrinology & Metabolism 2854: 2852: 544: 88: 4289: 4287: 4123: 4121: 3977: 3159: 3157: 1822:"Biotin – Fact Sheet for Health Professionals" 1718:In the United States, biotin is promoted as a 5163: 4481: 4379:Chen B, Wang C, Wang YM, Liu JX (July 2011). 4168:"A Review of the Use of Biotin for Hair Loss" 3663:György P, Kuhn R, Lederer E (December 1939). 2810: 2687: 2397: 2395: 2393: 1936: 1491:Deficiency as a result of metabolic disorders 4161: 4159: 4127: 3806:"Isolation of Biotin (vitamin H) from Liver" 3547: 3417: 3415: 3413: 3352: 3231: 3198: 3091: 3089: 3087: 3085: 2997: 2995: 2993: 2947: 2943: 2941: 2939: 2849: 1660: 1640: 1593:Interference with medical laboratory results 1510:. These include deficiencies in the enzymes 735:The US National Academy of Medicine updated 648: 4284: 4118: 3707: 3154: 3041: 3039: 2566: 2564: 2479: 2477: 2186: 2184: 2003: 2001: 1257: 5170: 5156: 4607:Calcitriol (1,25-dihydroxycholecalciferol) 4488: 4474: 3942: 3752: 2390: 730: 338: 221: 179: 4396: 4321: 4311: 4191: 4156: 4101: 4091: 4030: 4024: 4007: 3821: 3725: 3680: 3635: 3524: 3483: 3439: 3410: 3393: 3383: 3266: 3181: 3123: 3113: 3082: 3019: 2990: 2973: 2936: 2884: 2787: 2719: 2670: 2596: 2509: 2427: 2083: 1859: 1857: 1855: 1853: 1851: 1849: 1847: 1347:covalently attaches biotin to five human 1323:Biosynthesis starts from two precursors, 1248:sodium-dependent multivitamin transporter 305: 4372: 3096:Canda E, Kalkan Uçar S, Çoker M (2020). 3036: 2745: 2638: 2619: 2561: 2474: 2408:Journal of Food Composition and Analysis 2302: 2284:Dietary Supplement Label Database (DSLD) 2268:from the original on September 22, 2017. 2229:. European Food Safety Authority. 2006. 2181: 2151: 2149: 2105: 2103: 1998: 1338: 3462: 3326: 3219:from the original on September 26, 2012 2490:Am J Physiol Gastrointest Liver Physiol 2109: 1557: 1425:carboxylases leads to the formation of 1271:Factors that affect biotin requirements 853: 670: 334: 199: 5562: 4273:from the original on November 18, 2004 4074:Goldschmidt CH, Cohen JA (July 2020). 3617: 3163: 3048:Journal of Inherited Metabolic Disease 2368:from the original on December 25, 2020 2310:"Changes to the Nutrition Facts Label" 2248: 1844: 1389:For the first two, biotin serves as a 1195:, individually or as an ingredient in 653:, derives from the Ancient Greek word 212: 5151: 4469: 4214: 3978:Rolfe B, Eisenberg MA (August 1968). 3830:from the original on January 13, 2021 3734:from the original on January 14, 2021 3689:from the original on January 14, 2021 3644:from the original on January 13, 2021 2948:Luong JH, Vashist SK (January 2020). 2613: 2535:Current Topics in Medicinal Chemistry 2146: 2100: 1924:from the original on January 18, 2018 1912: 1910: 1908: 1906: 1904: 1816: 1814: 1812: 1810: 1808: 1806: 1804: 1802: 1688: 1636:, dermatitis, and eventually, death. 1516:Holocarboxylase synthetase deficiency 366:Key: YBJHBAHKTGYVGT-ZKWXMUAHSA-N 159: 139: 5177: 3708:Birch TW, György P (December 1939). 3498: 3247:Cellular and Molecular Life Sciences 2907: 2746:Hu Y, Cronan JE (November 5, 2020). 2570: 2483: 2204:from the original on August 28, 2017 2019:from the original on August 22, 2020 1824:. Office of Dietary Supplements, US 1713: 850:conclusion as in the United States. 513: 4217:International Journal of Toxicology 3550:The Journal of Biological Chemistry 3340:from the original on April 24, 2019 2861:"Biotin and biotinidase deficiency" 2462:from the original on April 11, 2019 2444: 2236:from the original on March 16, 2016 1832:from the original on April 14, 2020 1436:proteins in nuclear chromatin is a 695:enzymes, which are involved in the 376:Key: YBJHBAHKTGYVGT-ZKWXMUAHBB 276: 260: 13: 4803:2-Methylnaphthalene-1,4-diamine (K 4495: 4431:from the original on June 10, 2021 4338: 4142:10.1016/j.clindermatol.2010.03.037 3562:10.1111/j.1753-4887.1980.tb05948.x 2456:Global Fortification Data Exchange 1901: 1889:from the original on July 17, 2015 1799: 825:Lactating females (14 to 50 years) 540: 14: 5601: 4447: 4360:from the original on May 17, 2022 3945:Experimental Biology and Medicine 3021:10.1016/j.clinbiochem.2019.08.012 817:Pregnant females (14 to 50 years) 4453: 4356:(Part 2): 145–53. October 2005. 4346:"Biotin and lameness - A review" 3441:10.1016/j.neuropharm.2015.08.028 2378: 2334: 2324:from the original on May 6, 2018 1574:binds strongly to biotin with a 591: 435: 429: 36: 27: 4413: 4243: 4208: 3971: 3936: 3885: 3842: 3810:Journal of Biological Chemistry 3797: 3746: 3714:Journal of Biological Chemistry 3701: 3669:Journal of Biological Chemistry 3656: 3624:Journal of Biological Chemistry 3611: 3584: 3541: 3492: 3472:Journal of Biological Chemistry 3456: 3291: 3118:(inactive September 12, 2024). 2901: 2804: 2526: 2346: 2272: 2216: 1777:Multiple carboxylase deficiency 1508:multiple carboxylase deficiency 1421:. Metabolic degradation of the 1314: 587:(at 25 °C , 100 kPa). 4812:4-Amino-3-methyl-1-naphthol (K 4794:4-Amino-2-methyl-1-naphthol (K 3209:"Overview of Protein Labeling" 2051: 2031: 1438:posttranslational modification 1377:Methylcrotonyl-CoA carboxylase 839:European Food Safety Authority 748:Biotin Adequate Intakes (AIs) 447: 441: 423: 55:5-imidazol-4-yl]pentanoic acid 16:Chemical compound (vitamin B7) 1: 4045:10.1016/S1474-4422(20)30353-7 3823:10.1016/S0021-9258(18)51355-7 3727:10.1016/S0021-9258(18)73470-4 3682:10.1016/S0021-9258(18)73469-8 3637:10.1016/S0021-9258(18)73468-6 3605:10.1515/bchm2.1936.242.1-2.43 3485:10.1016/S0021-9258(18)87458-0 1826:National Institutes of Health 1792: 1610: 1443: 1214: 1205: 4000:10.1128/JB.96.2.515-524.1968 2712:10.1016/j.synbio.2016.01.005 2624:. San Diego: Elsevier, Inc. 2360:Food and Drug Administration 2316:Food and Drug Administration 1651: 1649:derives from the Greek word 1469: 1393:responsible for transfer of 1359:Acetyl-CoA carboxylase alpha 663: 7: 3914:10.1126/science.93.2420.477 3871:10.1126/science.92.2400.609 3775:10.1126/science.89.2322.607 2547:10.2174/1568026611313070006 1750: 1722:for strengthening hair and 1683: 1365:Acetyl-CoA carboxylase beta 679:, with a sulfur-containing 647:, borrowed from the German 402:C12((S1)CCCCC(=O)O)NC(=O)N2 10: 5606: 4093:10.1007/s13311-020-00907-5 3618:György P (December 1939). 3164:Glynis A (November 2012). 2922:10.1016/j.gene.2015.10.010 2825:10.1016/bs.mie.2018.06.003 2772:10.1038/s41467-020-19251-5 2420:10.1016/j.jfca.2003.09.015 1737: 1620: 1616: 1512:holocarboxylase synthetase 1447: 1413:. MCC catalyzes a step in 1345:holocarboxylase synthetase 1231:is faster than across the 870: 675:Biotin is classified as a 655: 470:White crystalline needles 5532: 5475: 5353: 5195: 5188: 5108: 5092: 5065: 4837: 4828: 4743: 4673: 4602:25-hydroxycholecalciferol 4550: 4517: 4508: 4229:10.1080/10915810160233712 3957:10.3181/00379727-53-14183 3259:10.1007/s00018-006-6288-z 3102:Pediatric Health Med Ther 2484:Said HM (November 2013). 1641: 1383:Propionyl-CoA carboxylase 844: 737:Dietary Reference Intakes 581: 522: 496: 410: 385: 350: 72: 61: 49: 44: 35: 26: 3463:Bateman WG (June 1916). 3385:10.3390/medicines6030095 3213:Thermo Fisher Scientific 2966:10.1021/acsomega.9b03013 2877:10.1586/17446651.3.6.715 2502:10.1152/ajpgi.00231.2013 2048:(accessed Oct 19, 2023). 1485:3-hydroxyisovaleric acid 1309:3-hydroxyisovaleric acid 1291:or have other causes of 1258:Metabolism and excretion 3988:Journal of Bacteriology 3505:The Biochemical Journal 2571:Said HM (August 2011). 2044:August 6, 2023, at the 731:Dietary recommendations 397:O=C1N2(SC2N1)CCCCC(=O)O 4425:Kentucky Equine Basics 3312:10.1006/abio.1996.0514 2124:10.1002/pmic.201300435 1767:Biotinidase deficiency 1661: 1623:Vitamin § History 1570:. Because egg-derived 1496:Biotinidase deficiency 1460:biotinidase deficiency 865:Reference Daily Intake 649: 551: 4625:Dihydroergocalciferol 4398:10.3168/jds.2010-3764 4172:Skin Appendage Disord 2752:Nature Communications 2700:Synth Syst Biotechnol 2364:. December 21, 2018. 1865:Institute of Medicine 1621:Further information: 1576:dissociation constant 1409:. PC participates in 1339:Cofactor biochemistry 677:heterocyclic compound 550: 5080:Dehydroascorbic acid 4584:7-Dehydrocholesterol 4462:at Wikimedia Commons 4427:. November 4, 2003. 3115:10.2147/PHMT.S198656 2118:(17–18): 2047–2060. 1828:. December 8, 2017. 1558:Use in biotechnology 1477:3-Methylcrotonyl-CoA 1407:fatty acid synthesis 1371:Pyruvate carboxylase 1238:The large intestine 854:Labeling regulations 723:proteins in nuclear 671:Chemical description 533:(fire diamond) 51:Preferred IUPAC name 4974:Pyridoxal phosphate 4313:10.3390/ani10101824 4266:, OEI-01-01-00120, 3906:1941Sci....93..477G 3863:1940Sci....92..609G 3767:1939Sci....89..607W 2817:Radical SAM Enzymes 2764:2020NatCo..11.5598H 2169:on January 21, 2017 1697:) has been used in 1599:dietary supplements 1544:developmental delay 1524:ketolactic acidosis 1401:, converting it to 1193:dietary supplements 756:Biotin AI (μg/day) 749: 681:tetrahydrothiophene 487:Solubility in water 462: g·mol 23: 5135:Never to phase III 4648:Dihydrotachysterol 3060:10.1007/BF01800660 2651:Plant Signal Behav 2589:10.1042/BJ20110326 2013:www.etymonline.com 1720:dietary supplement 1703:multiple sclerosis 1689:Multiple sclerosis 1667:Rhizobium trifolii 809:19 years and older 747: 614:Infobox references 552: 21: 5557: 5556: 5528: 5527: 5145: 5144: 5088: 5087: 5040:Adenosylcobalamin 5015:Dihydrofolic acid 4824: 4823: 4458:Media related to 4223:(Suppl 4): 1–12. 4184:10.1159/000462981 4080:Neurotherapeutics 3517:10.1042/bj0210712 3428:Neuropharmacology 3253:(24): 2992–3017. 3054:(Suppl 1): 53–8. 2663:10.4161/psb.22405 2631:978-0-12-183493-7 2620:Combs GF (2008). 2070:(11): 1597–1619. 1991:978-0-323-66162-1 1757:Biotin deficiency 1714:Hair, nails, skin 1701:for treatment of 1450:Biotin deficiency 1432:Biotinylation of 1187: 1186: 1090: 1089: 980: 979: 940:, canned in water 832: 831: 622:Chemical compound 620: 619: 319:CompTox Dashboard 121:Interactive image 114:Interactive image 5597: 5585:Carboxylic acids 5193: 5192: 5172: 5165: 5158: 5149: 5148: 5050:Hydroxocobalamin 5025:Levomefolic acid 4945:Pantothenic acid 4835: 4834: 4758:Phylloquinone (K 4515: 4514: 4490: 4483: 4476: 4467: 4466: 4457: 4441: 4440: 4438: 4436: 4417: 4411: 4410: 4400: 4376: 4370: 4369: 4367: 4365: 4342: 4336: 4335: 4325: 4315: 4291: 4282: 4281: 4280: 4278: 4272: 4261: 4247: 4241: 4240: 4212: 4206: 4205: 4195: 4163: 4154: 4153: 4125: 4116: 4115: 4105: 4095: 4071: 4065: 4064: 4028: 4022: 4021: 4011: 3982:Escherichia coli 3975: 3969: 3968: 3940: 3934: 3933: 3889: 3883: 3882: 3846: 3840: 3839: 3837: 3835: 3825: 3801: 3795: 3794: 3750: 3744: 3743: 3741: 3739: 3729: 3705: 3699: 3698: 3696: 3694: 3684: 3660: 3654: 3653: 3651: 3649: 3639: 3615: 3609: 3608: 3588: 3582: 3581: 3545: 3539: 3538: 3528: 3511:(3): 712–724.1. 3499:Boas MA (1927). 3496: 3490: 3489: 3487: 3469: 3460: 3454: 3453: 3443: 3434:(Pt B): 644–53. 3419: 3408: 3407: 3397: 3387: 3363: 3350: 3349: 3347: 3345: 3330: 3324: 3323: 3295: 3289: 3288: 3270: 3238: 3229: 3228: 3226: 3224: 3205: 3196: 3195: 3185: 3161: 3152: 3151: 3145: 3137: 3127: 3117: 3093: 3080: 3079: 3043: 3034: 3033: 3023: 2999: 2988: 2987: 2977: 2945: 2934: 2933: 2905: 2899: 2898: 2888: 2856: 2847: 2846: 2813:Escherichia coli 2808: 2802: 2801: 2791: 2743: 2734: 2733: 2723: 2691: 2685: 2684: 2674: 2642: 2636: 2635: 2617: 2611: 2610: 2600: 2568: 2559: 2558: 2530: 2524: 2523: 2513: 2481: 2472: 2471: 2469: 2467: 2448: 2442: 2441: 2431: 2399: 2388: 2382: 2381: 2377: 2375: 2373: 2350: 2344: 2338: 2337: 2333: 2331: 2329: 2320:. May 27, 2016. 2306: 2300: 2299: 2297: 2295: 2290:on April 7, 2020 2286:. Archived from 2276: 2270: 2269: 2267: 2260: 2252: 2246: 2245: 2243: 2241: 2235: 2228: 2220: 2214: 2213: 2211: 2209: 2203: 2196: 2188: 2179: 2178: 2176: 2174: 2168: 2162:. Archived from 2161: 2153: 2144: 2143: 2107: 2098: 2097: 2087: 2076:10.1002/pro.2156 2055: 2049: 2035: 2029: 2028: 2026: 2024: 2005: 1996: 1995: 1977: 1934: 1933: 1931: 1929: 1914: 1899: 1898: 1896: 1894: 1861: 1842: 1841: 1839: 1837: 1818: 1762:Biotin sulfoxide 1664: 1654: 1644: 1643: 1607:thyroid hormones 1528:organic aciduria 1252:pantothenic acid 1094: 1093: 984: 983: 876: 875: 750: 746: 683:ring fused to a 666: 660: 659: 652: 639:) is one of the 604: 598: 595: 594: 572: 565: 558: 543: 517: 461: 449: 443: 437: 431: 425: 418:Chemical formula 343: 342: 327: 325: 309: 289: 278: 264: 244: 225: 214: 203: 183: 163: 143: 123: 116: 92: 40: 31: 24: 20: 5605: 5604: 5600: 5599: 5598: 5596: 5595: 5594: 5560: 5559: 5558: 5553: 5524: 5471: 5466: 5458: 5349: 5340: 5332: 5316: 5302: 5292: 5284: 5276: 5266: 5256: 5246: 5224: 5210: 5184: 5176: 5146: 5141: 5140: 5125:Clinical trials 5104: 5084: 5061: 5055:Methylcobalamin 5035: 5006: 4993: 4965: 4941: 4922: 4908: 4863: 4849: 4830: 4820: 4815: 4806: 4797: 4788: 4779: 4770: 4767:Menaquinones (K 4761: 4739: 4669: 4635: 4621: 4612:Calcitroic acid 4597:Cholecalciferol 4592: 4580: 4562: 4546: 4510: 4504: 4494: 4450: 4445: 4444: 4434: 4432: 4421:"Biotin Basics" 4419: 4418: 4414: 4377: 4373: 4363: 4361: 4350:Cattle Practice 4344: 4343: 4339: 4292: 4285: 4276: 4274: 4270: 4259: 4251:Janet Rehnquist 4248: 4244: 4213: 4209: 4164: 4157: 4126: 4119: 4072: 4068: 4029: 4025: 3976: 3972: 3941: 3937: 3900:(2420): 477–8. 3890: 3886: 3847: 3843: 3833: 3831: 3802: 3798: 3761:(2322): 607–8. 3751: 3747: 3737: 3735: 3706: 3702: 3692: 3690: 3661: 3657: 3647: 3645: 3616: 3612: 3589: 3585: 3556:(11): 377–379. 3546: 3542: 3497: 3493: 3467: 3461: 3457: 3420: 3411: 3364: 3353: 3343: 3341: 3332: 3331: 3327: 3296: 3292: 3239: 3232: 3222: 3220: 3207: 3206: 3199: 3162: 3155: 3139: 3138: 3094: 3083: 3044: 3037: 3000: 2991: 2946: 2937: 2906: 2902: 2857: 2850: 2835: 2809: 2805: 2744: 2737: 2692: 2688: 2657:(12): 1589–93. 2643: 2639: 2632: 2618: 2614: 2569: 2562: 2531: 2527: 2482: 2475: 2465: 2463: 2450: 2449: 2445: 2400: 2391: 2379: 2371: 2369: 2352: 2351: 2347: 2335: 2327: 2325: 2308: 2307: 2303: 2293: 2291: 2278: 2277: 2273: 2265: 2258: 2254: 2253: 2249: 2239: 2237: 2233: 2226: 2222: 2221: 2217: 2207: 2205: 2201: 2194: 2190: 2189: 2182: 2172: 2170: 2166: 2159: 2155: 2154: 2147: 2108: 2101: 2064:Protein Science 2056: 2052: 2046:Wayback Machine 2036: 2032: 2022: 2020: 2007: 2006: 1999: 1992: 1978: 1937: 1927: 1925: 1916: 1915: 1902: 1892: 1890: 1883: 1862: 1845: 1835: 1833: 1820: 1819: 1800: 1795: 1753: 1740: 1716: 1699:clinical trials 1695:adequate intake 1691: 1686: 1625: 1619: 1595: 1583: 1560: 1493: 1472: 1452: 1446: 1411:gluconeogenesis 1341: 1333:biotin synthase 1317: 1305:human gestation 1273: 1260: 1246:Once absorbed, 1225:small intestine 1217: 1208: 1188: 1101: 1091: 1009:Sunflower seeds 991: 981: 973:, white, canned 883: 873: 856: 847: 740:date, when the 733: 713:gluconeogenesis 707:, synthesis of 673: 633: 628:(also known as 623: 616: 611: 610: 609:  ?) 600: 596: 592: 588: 577: 576: 575: 574: 567: 560: 553: 549: 541: 506: 489: 459: 446: 440: 434: 428: 420: 406: 403: 398: 393: 392: 381: 378: 377: 374: 368: 367: 364: 358: 357: 346: 328: 321: 312: 292: 279: 267: 247: 234: 206: 186: 166: 146: 126: 106: 95: 82: 68: 67: 57: 56: 17: 12: 11: 5: 5603: 5593: 5592: 5587: 5582: 5577: 5572: 5555: 5554: 5552: 5551: 5536: 5534: 5530: 5529: 5526: 5525: 5523: 5522: 5517: 5512: 5507: 5502: 5497: 5492: 5487: 5481: 5479: 5473: 5472: 5470: 5469: 5464: 5460: 5456: 5452: 5447: 5442: 5437: 5432: 5427: 5405: 5400: 5395: 5390: 5385: 5380: 5375: 5370: 5365: 5359: 5357: 5351: 5350: 5348: 5347: 5342: 5338: 5330: 5324: 5318: 5314: 5304: 5300: 5290: 5282: 5278: 5274: 5268: 5264: 5258: 5254: 5248: 5244: 5226: 5222: 5212: 5208: 5201: 5199: 5190: 5186: 5185: 5175: 5174: 5167: 5160: 5152: 5143: 5142: 5139: 5138: 5137: 5136: 5133: 5122: 5116: 5110: 5109: 5106: 5105: 5103: 5102: 5096: 5094: 5090: 5089: 5086: 5085: 5083: 5082: 5077: 5071: 5069: 5063: 5062: 5060: 5059: 5058: 5057: 5052: 5047: 5045:Cyanocobalamin 5042: 5033: 5029: 5028: 5027: 5022: 5017: 5012: 5004: 5001: 5000: 4999: 4991: 4988: 4987: 4986: 4981: 4976: 4963: 4959: 4958: 4957: 4952: 4947: 4939: 4936: 4935: 4934: 4929: 4920: 4916: 4915: 4914: 4906: 4903: 4902: 4901: 4896: 4891: 4886: 4881: 4876: 4871: 4861: 4857: 4856: 4855: 4847: 4843: 4841: 4832: 4826: 4825: 4822: 4821: 4819: 4818: 4813: 4809: 4804: 4800: 4795: 4791: 4786: 4782: 4777: 4773: 4768: 4764: 4759: 4755: 4753:Naphthoquinone 4749: 4747: 4741: 4740: 4738: 4737: 4732: 4731: 4730: 4727: 4722: 4717: 4707: 4706: 4705: 4700: 4695: 4690: 4679: 4677: 4671: 4670: 4668: 4667: 4666: 4665: 4660: 4655: 4650: 4645: 4637: 4633: 4629: 4628: 4627: 4619: 4616: 4615: 4614: 4609: 4604: 4599: 4594: 4590: 4586: 4578: 4575: 4574: 4573: 4571:Ergocalciferol 4568: 4560: 4556: 4554: 4548: 4547: 4545: 4544: 4539: 4534: 4529: 4523: 4521: 4512: 4506: 4505: 4493: 4492: 4485: 4478: 4470: 4464: 4463: 4449: 4448:External links 4446: 4443: 4442: 4412: 4391:(7): 3537–46. 4371: 4337: 4283: 4253:(March 2003), 4242: 4207: 4155: 4117: 4066: 4039:(12): 965–66. 4023: 3970: 3935: 3884: 3841: 3796: 3745: 3700: 3655: 3610: 3599:(1–2): 43–73. 3583: 3540: 3491: 3455: 3409: 3351: 3325: 3306:(2): 257–263. 3290: 3230: 3197: 3153: 3081: 3035: 2989: 2935: 2900: 2848: 2833: 2803: 2735: 2686: 2637: 2630: 2612: 2560: 2525: 2496:(9): G601–10. 2473: 2443: 2389: 2345: 2301: 2271: 2247: 2215: 2180: 2145: 2099: 2050: 2030: 1997: 1990: 1935: 1900: 1881: 1843: 1797: 1796: 1794: 1791: 1790: 1789: 1784: 1779: 1774: 1769: 1764: 1759: 1752: 1749: 1739: 1736: 1715: 1712: 1690: 1687: 1685: 1682: 1618: 1615: 1594: 1591: 1581: 1559: 1556: 1532:hyperammonemia 1492: 1489: 1471: 1468: 1448:Main article: 1445: 1442: 1387: 1386: 1380: 1374: 1368: 1362: 1340: 1337: 1316: 1313: 1272: 1269: 1259: 1256: 1216: 1213: 1207: 1204: 1185: 1184: 1181: 1174: 1173: 1170: 1164: 1163: 1160: 1154: 1153: 1150: 1144: 1143: 1140: 1134: 1133: 1130: 1124: 1123: 1120: 1114: 1113: 1110: 1104: 1103: 1098: 1092: 1088: 1087: 1084: 1077: 1076: 1073: 1067: 1066: 1063: 1057: 1056: 1053: 1047: 1046: 1043: 1037: 1036: 1033: 1027: 1026: 1023: 1016: 1015: 1012: 1005: 1004: 1001: 994: 993: 988: 982: 978: 977: 974: 967: 966: 963: 956: 955: 952: 945: 944: 941: 934: 933: 930: 926: 925: 922: 918: 917: 914: 908: 907: 904: 897: 896: 893: 886: 885: 880: 874: 872: 869: 855: 852: 846: 843: 830: 829: 826: 822: 821: 818: 814: 813: 810: 806: 805: 802: 801:14 to 18 years 798: 797: 794: 790: 789: 786: 782: 781: 778: 774: 773: 770: 769:7 to 12 months 766: 765: 762: 758: 757: 754: 732: 729: 672: 669: 631: 621: 618: 617: 612: 590: 589: 585:standard state 582: 579: 578: 568: 561: 554: 539: 538: 537: 536: 534: 525: 524: 520: 519: 507: 502: 499: 498: 494: 493: 490: 485: 482: 481: 478: 472: 471: 468: 464: 463: 457: 451: 450: 444: 438: 432: 426: 421: 416: 413: 412: 408: 407: 405: 404: 401: 399: 396: 388: 387: 386: 383: 382: 380: 379: 375: 372: 371: 369: 365: 362: 361: 353: 352: 351: 348: 347: 345: 344: 331: 329: 317: 314: 313: 311: 310: 302: 300: 294: 293: 291: 290: 282: 280: 272: 269: 268: 266: 265: 257: 255: 249: 248: 246: 245: 237: 235: 230: 227: 226: 216: 208: 207: 205: 204: 196: 194: 188: 187: 185: 184: 176: 174: 168: 167: 165: 164: 156: 154: 148: 147: 145: 144: 136: 134: 128: 127: 125: 124: 117: 109: 107: 100: 97: 96: 94: 93: 85: 83: 78: 75: 74: 70: 69: 65: 63: 59: 58: 54: 53: 47: 46: 42: 41: 33: 32: 15: 9: 6: 4: 3: 2: 5602: 5591: 5588: 5586: 5583: 5581: 5578: 5576: 5573: 5571: 5568: 5567: 5565: 5550: 5549: 5543: 5542: 5538: 5537: 5535: 5531: 5521: 5518: 5516: 5513: 5511: 5508: 5506: 5503: 5501: 5498: 5496: 5493: 5491: 5488: 5486: 5483: 5482: 5480: 5478: 5474: 5468: 5461: 5459: 5453: 5451: 5448: 5446: 5443: 5441: 5440:Molybdopterin 5438: 5436: 5433: 5431: 5428: 5425: 5421: 5417: 5413: 5409: 5406: 5404: 5401: 5399: 5396: 5394: 5393:Cofactor F430 5391: 5389: 5386: 5384: 5381: 5379: 5376: 5374: 5371: 5369: 5366: 5364: 5361: 5360: 5358: 5356: 5352: 5346: 5345:Coenzyme F420 5343: 5336: 5328: 5327:Phylloquinone 5325: 5322: 5321:Ascorbic acid 5319: 5312: 5308: 5305: 5298: 5294: 5286: 5279: 5272: 5269: 5262: 5259: 5252: 5249: 5242: 5238: 5234: 5230: 5227: 5220: 5216: 5213: 5206: 5203: 5202: 5200: 5198: 5194: 5191: 5187: 5183: 5180: 5173: 5168: 5166: 5161: 5159: 5154: 5153: 5150: 5134: 5132: 5129: 5128: 5126: 5123: 5120: 5117: 5115: 5112: 5111: 5107: 5101: 5100:Multivitamins 5098: 5097: 5095: 5091: 5081: 5078: 5076: 5075:Ascorbic acid 5073: 5072: 5070: 5068: 5064: 5056: 5053: 5051: 5048: 5046: 5043: 5041: 5038: 5037: 5036: 5030: 5026: 5023: 5021: 5018: 5016: 5013: 5011: 5008: 5007: 5002: 4998: 4995: 4994: 4989: 4985: 4982: 4980: 4977: 4975: 4971: 4968: 4967: 4966: 4960: 4956: 4953: 4951: 4948: 4946: 4943: 4942: 4937: 4933: 4930: 4928: 4925: 4924: 4923: 4917: 4913: 4910: 4909: 4904: 4900: 4897: 4895: 4894:Prosultiamine 4892: 4890: 4887: 4885: 4884:Fursultiamine 4882: 4880: 4877: 4875: 4872: 4870: 4869:Acefurtiamine 4867: 4866: 4865: 4858: 4854: 4851: 4850: 4845: 4844: 4842: 4840: 4836: 4833: 4827: 4817: 4810: 4808: 4801: 4799: 4792: 4790: 4783: 4781: 4774: 4772: 4765: 4763: 4756: 4754: 4751: 4750: 4748: 4746: 4742: 4736: 4733: 4728: 4726: 4723: 4721: 4718: 4716: 4713: 4712: 4711: 4708: 4704: 4701: 4699: 4696: 4694: 4691: 4689: 4686: 4685: 4684: 4681: 4680: 4678: 4676: 4672: 4664: 4661: 4659: 4656: 4654: 4651: 4649: 4646: 4644: 4641: 4640: 4638: 4636: 4630: 4626: 4623: 4622: 4617: 4613: 4610: 4608: 4605: 4603: 4600: 4598: 4595: 4593: 4587: 4585: 4582: 4581: 4576: 4572: 4569: 4567: 4564: 4563: 4558: 4557: 4555: 4553: 4549: 4543: 4540: 4538: 4535: 4533: 4530: 4528: 4525: 4524: 4522: 4520: 4516: 4513: 4507: 4502: 4498: 4491: 4486: 4484: 4479: 4477: 4472: 4471: 4468: 4461: 4456: 4452: 4451: 4430: 4426: 4422: 4416: 4408: 4404: 4399: 4394: 4390: 4386: 4382: 4375: 4359: 4355: 4351: 4347: 4341: 4333: 4329: 4324: 4319: 4314: 4309: 4305: 4301: 4297: 4290: 4288: 4269: 4265: 4258: 4257: 4252: 4246: 4238: 4234: 4230: 4226: 4222: 4218: 4211: 4203: 4199: 4194: 4189: 4185: 4181: 4178:(3): 166–69. 4177: 4173: 4169: 4162: 4160: 4151: 4147: 4143: 4139: 4135: 4131: 4130:Clin Dermatol 4124: 4122: 4113: 4109: 4104: 4099: 4094: 4089: 4086:(3): 968–70. 4085: 4081: 4077: 4070: 4062: 4058: 4054: 4050: 4046: 4042: 4038: 4034: 4033:Lancet Neurol 4027: 4019: 4015: 4010: 4005: 4001: 3997: 3994:(2): 515–24. 3993: 3989: 3985: 3983: 3974: 3966: 3962: 3958: 3954: 3950: 3946: 3939: 3931: 3927: 3923: 3919: 3915: 3911: 3907: 3903: 3899: 3895: 3888: 3880: 3876: 3872: 3868: 3864: 3860: 3857:(2400): 609. 3856: 3852: 3845: 3829: 3824: 3819: 3816:(2): 643–51. 3815: 3811: 3807: 3800: 3792: 3788: 3784: 3780: 3776: 3772: 3768: 3764: 3760: 3756: 3749: 3733: 3728: 3723: 3720:(2): 761–66. 3719: 3715: 3711: 3704: 3688: 3683: 3678: 3675:(2): 745–59. 3674: 3670: 3666: 3659: 3643: 3638: 3633: 3630:(2): 733–44. 3629: 3625: 3621: 3614: 3606: 3602: 3598: 3594: 3587: 3579: 3575: 3571: 3567: 3563: 3559: 3555: 3551: 3544: 3536: 3532: 3527: 3522: 3518: 3514: 3510: 3506: 3502: 3495: 3486: 3481: 3477: 3473: 3466: 3459: 3451: 3447: 3442: 3437: 3433: 3429: 3425: 3418: 3416: 3414: 3405: 3401: 3396: 3391: 3386: 3381: 3377: 3373: 3369: 3362: 3360: 3358: 3356: 3339: 3335: 3329: 3321: 3317: 3313: 3309: 3305: 3301: 3294: 3286: 3282: 3278: 3274: 3269: 3264: 3260: 3256: 3252: 3248: 3244: 3237: 3235: 3218: 3214: 3210: 3204: 3202: 3193: 3189: 3184: 3179: 3176:(11): 28–34. 3175: 3171: 3167: 3160: 3158: 3149: 3143: 3135: 3131: 3126: 3121: 3116: 3111: 3107: 3103: 3099: 3092: 3090: 3088: 3086: 3077: 3073: 3069: 3065: 3061: 3057: 3053: 3049: 3042: 3040: 3031: 3027: 3022: 3017: 3013: 3009: 3005: 2998: 2996: 2994: 2985: 2981: 2976: 2971: 2967: 2963: 2959: 2955: 2951: 2944: 2942: 2940: 2931: 2927: 2923: 2919: 2916:(2): 142–50. 2915: 2911: 2904: 2896: 2892: 2887: 2882: 2878: 2874: 2871:(6): 715–24. 2870: 2866: 2862: 2855: 2853: 2844: 2840: 2836: 2834:9780128127940 2830: 2826: 2822: 2818: 2814: 2807: 2799: 2795: 2790: 2785: 2781: 2777: 2773: 2769: 2765: 2761: 2757: 2753: 2749: 2742: 2740: 2731: 2727: 2722: 2717: 2713: 2709: 2705: 2701: 2697: 2690: 2682: 2678: 2673: 2668: 2664: 2660: 2656: 2652: 2648: 2641: 2633: 2627: 2623: 2616: 2608: 2604: 2599: 2594: 2590: 2586: 2583:(3): 357–72. 2582: 2578: 2574: 2567: 2565: 2556: 2552: 2548: 2544: 2541:(7): 837–42. 2540: 2536: 2529: 2521: 2517: 2512: 2507: 2503: 2499: 2495: 2491: 2487: 2480: 2478: 2461: 2457: 2453: 2447: 2439: 2435: 2430: 2425: 2421: 2417: 2414:(6): 767–76. 2413: 2409: 2405: 2398: 2396: 2394: 2386: 2385:public domain 2367: 2363: 2361: 2355: 2349: 2342: 2341:public domain 2323: 2319: 2317: 2311: 2305: 2289: 2285: 2281: 2275: 2264: 2257: 2251: 2232: 2225: 2219: 2200: 2193: 2187: 2185: 2165: 2158: 2152: 2150: 2141: 2137: 2133: 2129: 2125: 2121: 2117: 2113: 2106: 2104: 2095: 2091: 2086: 2081: 2077: 2073: 2069: 2065: 2061: 2054: 2047: 2043: 2040: 2034: 2018: 2014: 2010: 2004: 2002: 1993: 1987: 1983: 1976: 1974: 1972: 1970: 1968: 1966: 1964: 1962: 1960: 1958: 1956: 1954: 1952: 1950: 1948: 1946: 1944: 1942: 1940: 1923: 1919: 1913: 1911: 1909: 1907: 1905: 1888: 1884: 1882:0-309-06554-2 1878: 1874: 1870: 1866: 1860: 1858: 1856: 1854: 1852: 1850: 1848: 1831: 1827: 1823: 1817: 1815: 1813: 1811: 1809: 1807: 1805: 1803: 1798: 1788: 1785: 1783: 1780: 1778: 1775: 1773: 1772:Biotinylation 1770: 1768: 1765: 1763: 1760: 1758: 1755: 1754: 1748: 1744: 1735: 1732: 1727: 1725: 1721: 1711: 1708: 1704: 1700: 1696: 1681: 1679: 1674: 1672: 1668: 1663: 1662:Haar und Haut 1658: 1653: 1648: 1637: 1635: 1630: 1629:Helen Parsons 1624: 1614: 1612: 1608: 1604: 1600: 1590: 1587: 1580: 1577: 1573: 1569: 1565: 1564:biotechnology 1555: 1553: 1549: 1545: 1541: 1537: 1533: 1529: 1525: 1520: 1517: 1513: 1509: 1504: 1500: 1497: 1488: 1486: 1482: 1478: 1467: 1465: 1461: 1456: 1451: 1441: 1439: 1435: 1430: 1428: 1424: 1420: 1419:propionyl-CoA 1416: 1412: 1408: 1404: 1400: 1396: 1392: 1384: 1381: 1378: 1375: 1372: 1369: 1366: 1363: 1360: 1357: 1356: 1355: 1353: 1350: 1346: 1336: 1334: 1330: 1326: 1321: 1312: 1310: 1306: 1302: 1298: 1294: 1290: 1286: 1282: 1281:carbamazepine 1278: 1268: 1267:metabolites. 1265: 1255: 1253: 1249: 1244: 1241: 1236: 1234: 1230: 1226: 1222: 1212: 1203: 1200: 1198: 1197:multivitamins 1194: 1182: 1179: 1176: 1175: 1171: 1169: 1166: 1165: 1161: 1159: 1156: 1155: 1151: 1149: 1146: 1145: 1141: 1139: 1136: 1135: 1131: 1129: 1126: 1125: 1121: 1119: 1116: 1115: 1111: 1109: 1106: 1105: 1102:(μg / 100 g) 1099: 1096: 1095: 1085: 1082: 1079: 1078: 1074: 1072: 1069: 1068: 1064: 1062: 1059: 1058: 1054: 1052: 1049: 1048: 1044: 1042: 1039: 1038: 1034: 1032: 1029: 1028: 1024: 1021: 1018: 1017: 1013: 1010: 1007: 1006: 1002: 999: 996: 995: 992:(μg / 100 g) 989: 986: 985: 975: 972: 969: 968: 964: 961: 958: 957: 953: 950: 947: 946: 942: 939: 936: 935: 931: 928: 927: 923: 920: 919: 915: 913: 910: 909: 905: 902: 899: 898: 894: 891: 888: 887: 884:(μg / 100 g) 881: 878: 877: 868: 866: 862: 851: 842: 840: 835: 827: 824: 823: 819: 816: 815: 811: 808: 807: 803: 800: 799: 795: 793:9 to 13 years 792: 791: 787: 784: 783: 779: 776: 775: 771: 768: 767: 763: 761:0 to 6 months 760: 759: 755: 752: 751: 745: 743: 742:physiological 738: 728: 726: 722: 718: 717:Biotinylation 714: 710: 706: 702: 698: 694: 690: 686: 682: 678: 668: 665: 658: 651: 646: 642: 638: 634: 627: 615: 608: 603: 586: 580: 573: 566: 559: 535: 532: 531: 527: 526: 521: 516: 511: 508: 505: 501: 500: 497:Pharmacology 495: 492:22 mg/100 mL 491: 488: 484: 483: 479: 477: 476:Melting point 474: 473: 469: 466: 465: 458: 456: 453: 452: 422: 419: 415: 414: 409: 400: 395: 394: 391: 384: 370: 360: 359: 356: 349: 341: 337: 336:DTXSID7022679 333: 332: 330: 320: 316: 315: 308: 304: 303: 301: 299: 296: 295: 288: 284: 283: 281: 275: 271: 270: 263: 259: 258: 256: 254: 251: 250: 243: 239: 238: 236: 233: 229: 228: 224: 220: 217: 215: 213:ECHA InfoCard 210: 209: 202: 198: 197: 195: 193: 190: 189: 182: 178: 177: 175: 173: 170: 169: 162: 158: 157: 155: 153: 150: 149: 142: 138: 137: 135: 133: 130: 129: 122: 118: 115: 111: 110: 108: 104: 99: 98: 91: 87: 86: 84: 81: 77: 76: 71: 60: 52: 48: 43: 39: 34: 30: 25: 19: 5545: 5539: 5445:Mycofactocin 5435:Methanofuran 5355:non-vitamins 5270: 5189:Active forms 5093:Combinations 5020:Folinic acid 4996: 4979:Pyridoxamine 4950:Dexpanthenol 4899:Sulbutiamine 4879:Benfotiamine 4874:Allithiamine 4776:Menadione (K 4735:Tocofersolan 4663:Paricalcitol 4653:Calcipotriol 4643:Alfacalcidol 4639:D analogues 4589:Previtamin D 4433:. Retrieved 4424: 4415: 4388: 4384: 4374: 4362:. Retrieved 4353: 4349: 4340: 4306:(10): 1824. 4303: 4299: 4275:, retrieved 4255: 4245: 4220: 4216: 4210: 4175: 4171: 4136:(4): 420–5. 4133: 4129: 4083: 4079: 4069: 4036: 4032: 4026: 3991: 3987: 3981: 3973: 3948: 3944: 3938: 3897: 3893: 3887: 3854: 3850: 3844: 3832:. Retrieved 3813: 3809: 3799: 3758: 3754: 3748: 3736:. Retrieved 3717: 3713: 3703: 3691:. Retrieved 3672: 3668: 3658: 3646:. Retrieved 3627: 3623: 3613: 3596: 3592: 3586: 3553: 3549: 3543: 3508: 3504: 3494: 3475: 3471: 3458: 3431: 3427: 3375: 3371: 3342:. Retrieved 3328: 3303: 3300:Anal Biochem 3299: 3293: 3250: 3246: 3221:. Retrieved 3173: 3169: 3142:cite journal 3105: 3101: 3051: 3047: 3011: 3008:Clin Biochem 3007: 2960:(1): 10–18. 2957: 2953: 2913: 2909: 2903: 2868: 2864: 2816: 2812: 2806: 2755: 2751: 2706:(1): 17–24. 2703: 2699: 2689: 2654: 2650: 2640: 2621: 2615: 2580: 2576: 2538: 2534: 2528: 2493: 2489: 2464:. Retrieved 2455: 2446: 2411: 2407: 2370:. Retrieved 2357: 2348: 2326:. Retrieved 2313: 2304: 2292:. Retrieved 2288:the original 2283: 2274: 2250: 2238:. Retrieved 2218: 2206:. Retrieved 2173:February 19, 2171:. Retrieved 2164:the original 2115: 2111: 2067: 2063: 2053: 2033: 2023:November 14, 2021:. Retrieved 2012: 1981: 1926:. Retrieved 1891:. Retrieved 1872: 1836:February 25, 1834:. Retrieved 1745: 1741: 1728: 1717: 1692: 1677: 1675: 1666: 1646: 1638: 1626: 1596: 1586:streptavidin 1578: 1561: 1521: 1505: 1501: 1494: 1473: 1457: 1453: 1431: 1423:biotinylated 1388: 1342: 1322: 1318: 1315:Biosynthesis 1293:achlorhydria 1274: 1261: 1245: 1237: 1218: 1209: 1201: 1189: 1148:French fries 1031:Sweet potato 857: 848: 836: 833: 785:4 to 8 years 777:1 to 3 years 734: 674: 644: 636: 629: 625: 624: 529: 73:Identifiers 62:Other names 18: 5430:Lipoic Acid 5408:Heme / Haem 5335:Menaquinone 5121:from market 4932:Niacinamide 4889:Octotiamine 4710:Tocotrienol 4435:January 18, 4385:J Dairy Sci 3951:(1): 55–7. 3834:January 10, 3738:January 10, 3693:January 10, 3648:January 10, 2758:(1): 5598. 2466:January 11, 1928:January 16, 1787:Photobiotin 1782:NeutrAvidin 1724:fingernails 1657:Paul Gyorgy 1403:malonyl-CoA 1395:bicarbonate 1349:carboxylase 1343:The enzyme 1289:gastrectomy 1221:biotinidase 709:fatty acids 705:fatty acids 701:amino acids 693:carboxylase 467:Appearance 411:Properties 219:100.000.363 141:CHEBI:15956 5570:B vitamins 5564:Categories 5533:Base forms 5477:metal ions 5403:Coenzyme Q 5398:Coenzyme M 5388:Coenzyme B 5251:Coenzyme A 5205:TPP / ThDP 5010:Folic acid 4970:Pyridoxine 4955:Pantethine 4912:Riboflavin 4785:Various (K 4683:Tocopherol 4658:Tacalcitol 4566:Ergosterol 4532:β-Carotene 4527:α-Carotene 3478:: 263–91. 3344:January 5, 3108:: 127–33. 2208:August 30, 2112:Proteomics 1893:August 29, 1793:References 1611:§ Research 1603:diagnostic 1444:Deficiency 1399:acetyl-CoA 1301:catabolism 1264:catabolism 1240:microbiota 1215:Absorption 1206:Physiology 1061:Strawberry 697:catabolism 641:B vitamins 455:Molar mass 307:6SO6U10H04 232:IUPHAR/BPS 172:ChemSpider 101:3D model ( 80:CAS Number 5590:Thiolanes 5575:Cofactors 5463:THMPT / H 5261:PLP / P5P 5182:cofactors 5131:Phase III 5119:Withdrawn 4984:Pyritinol 4864:analogues 4542:Tretinoin 4061:225049079 3378:(3): 95. 3372:Medicines 3223:April 22, 2954:ACS Omega 2780:2041-1723 2577:Biochem J 1634:hair loss 1536:hypotonia 1470:Diagnosis 1297:lactation 1285:primidone 1022:, roasted 1011:, roasted 1000:, roasted 921:Egg white 753:Age Group 725:chromatin 691:for five 637:vitamin H 630:vitamin B 161:ChEMBL857 64:Vitamin B 5548:vitamins 5541:vitamins 5455:THB / BH 5289:DHFA / H 5281:THFA / H 5197:vitamins 4853:Thiamine 4497:Vitamins 4429:Archived 4407:21700041 4358:Archived 4332:33036413 4277:April 2, 4268:archived 4237:11800048 4202:28879195 4150:20620759 4112:32761325 4053:33222766 3965:84419614 3930:17757050 3879:17795447 3828:Archived 3791:30138816 3783:17751623 3732:Archived 3687:Archived 3642:Archived 3578:86107167 3535:16743887 3450:26327679 3404:31547410 3338:Archived 3277:17086379 3268:11136427 3217:Archived 3192:23198010 3134:32440248 3076:11554577 3030:31473202 3014:: 1–11. 2984:31956746 2930:26456103 2895:19727438 2843:30097099 2798:33154364 2730:29062923 2681:23073000 2607:21749321 2555:23578027 2520:23989008 2460:Archived 2438:16648879 2366:Archived 2322:Archived 2263:Archived 2240:March 4, 2231:Archived 2199:Archived 2197:. 2017. 2140:11293428 2132:25044606 2094:22969052 2042:Archived 2017:Archived 1922:Archived 1918:"Biotin" 1887:Archived 1869:"Biotin" 1867:(1998). 1830:Archived 1751:See also 1684:Research 1548:alopecia 1540:seizures 1534:, rash, 1464:biocytin 1427:biocytin 1391:cofactor 1329:pimeloyl 1277:epilepsy 1180:, mashed 1178:Potatoes 1083:, canned 1041:Broccoli 929:Egg yolk 689:coenzyme 530:NFPA 704 523:Hazards 518:) 504:ATC code 192:DrugBank 4831:soluble 4537:Retinol 4511:soluble 4364:May 17, 4323:7600182 4300:Animals 4193:5582478 4103:7609671 4018:4877129 3922:1668938 3902:Bibcode 3894:Science 3859:Bibcode 3851:Science 3763:Bibcode 3755:Science 3570:7005763 3526:1251968 3395:6789617 3320:8954558 3285:7180383 3183:3509882 3125:7211084 3068:3930841 2975:6963918 2886:2726758 2789:7645780 2760:Bibcode 2721:5640590 2672:3578898 2598:4049159 2511:3840235 2429:1450323 2372:May 16, 2328:May 16, 2294:May 16, 2085:3527699 1738:Animals 1678:E. coli 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Index

Skeletal formula of biotin
Ball-and-stick model of the Biotin molecule
Preferred IUPAC name
CAS Number
58-85-5
JSmol
Interactive image
Interactive image
ChEBI
CHEBI:15956
ChEMBL
ChEMBL857
ChemSpider
149962
DrugBank
DB00121
ECHA InfoCard
100.000.363
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IUPHAR/BPS
4787
KEGG
D00029
PubChem
171548
UNII
6SO6U10H04
CompTox Dashboard
DTXSID7022679
Edit this at Wikidata

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