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19606

Sigma-Aldrich

Biotin

tested according to Ph. Eur.

Synonym(s):

Biotinum, D-Biotin, Bios II, Coenzyme R, Vitamin B7, Vitamin H

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About This Item

Empirical Formula (Hill Notation):
C10H16N2O3S
CAS Number:
Molecular Weight:
244.31
Beilstein:
86838
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

Agency

tested according to Ph. Eur.

mp

231-233 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

[H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=O)N2

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

InChI key

YBJHBAHKTGYVGT-ZKWXMUAHSA-N

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General description

Biotin, also called vitamin B7 or vitamin H is a water-soluble B complex vitamin, which contains an uredo ring fused by a tetrahydrothiophene ring. It is found in several foods, like whole grains, nuts, legumes, unpolished rice and egg yolk. The normal gut flora also produces this vitamin.

Application

Biotin has been used for labeling the swine anti-rabbit IgG antibody and peroxidase.

Biochem/physiol Actions

Biotin also referred to as vitamin H or vitamin B7 is a water-soluble B-vitamin that induces two to three fold increase in guanylate cyclase activity in rat liver, kidney, colon, cerebellum, and heart. It also stimulates the sperm motility and prolongs the survival of cryopreserved human spermatozoa.
Biotin functions as an important cofactor for carboxylase enzymes in several metabolic pathways. It acts as a coenzyme in the metabolism of fatty acids, isoleucine and valine. Biotin is implicated in gluconeogenesis and citric acid cycle. It is involved in keratin synthesis and hence is used as a supplement for skin, hair and nail growth. Biotin promotes cell growth, production of fatty acids and the metabolism of fats and amino acids. It assists the transfer of carbon dioxide and also sustains a steady blood sugar level.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Guruprasad Kalthur et al.
Journal of assisted reproduction and genetics, 29(7), 631-635 (2012-04-25)
To study the effect of supplementing biotin to sperm preparation medium on the motility of frozen-thawed spermatozoa. Semen samples of men attending the University infertility clinic (n = 105) were cryopreserved using glycerol-egg yolk-citrate buffered cryoprotective medium in liquid nitrogen. After a
Vitamin H and their role in ruminant: A Review
Pour HA, et al.
Annals of Biological Research, 3(4), 1929-1933 (2012)
Sung Jae Shin et al.
Clinical and vaccine immunology : CVI, 15(8), 1277-1281 (2008-06-14)
We previously reported that protein antigens of serodiagnostic potential were more abundant in culture filtrates than cellular extracts from liquid cultures of Mycobacterium avium subsp. paratuberculosis (D. Cho and M. T. Collins, Clin. Vaccine Immunol. 13:1155-1161, 2006). Based on this
A Review of the Use of Biotin for Hair Loss
Patel DP, et al.
Skin Appendage Disorder, 3(3), 166-166 (2017)
Yuxi Feng et al.
PloS one, 6(2), e16865-e16865 (2011-03-08)
Vasoregression is a hallmark of vascular eye diseases but the mechanisms involved are still largely unknown. We have recently characterized a rat ciliopathy model which develops primary photoreceptor degeneration and secondary vasoregression. To improve the understanding of secondary vasoregression in

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