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14400

Sigma-Aldrich

Biotin

≥99.0% (T)

Synonym(s):

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/REAXYS Number:
86838
EC Number:
MDL number:
UNSPSC Code:
12352201
eCl@ss:
34058011
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

assay

≥99.0% (T)

form

powder

optical activity

[α]20/D +91±2°, c = 1% in 0.1 M NaOH

ign. residue

≤0.1% (as SO4)

loss

≤0.5% loss on drying

color

colorless to white

mp

229-234 °C
231-233 °C (lit.)

solubility

alcohol: soluble 80mg/100 ml at 25 °C
water: soluble 22mg/100 ml at 25 °C
0.1 M NaOH: 10 mg/mL at 25 °C, clear, colorless
H2O: very soluble
organic solvents: insoluble

cation traces

Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤10 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤500 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

application(s)

detection

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 is readily available 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 testing the functionality of the Avidin-displaying phages. The product has also been used for labeling the swine anti-rabbit IgG antibody and peroxidase.

Biochem/physiol Actions

Biotin acts as an important cofactor for carboxylase enzymes in various metabolic pathways. Biotin favors keratin synthesis and hence is used as a supplement for hair and nail growth. Deficiency of biotin shows several symptoms such as alopecia, conjunctivitis, seborrheic dermatitis, depression, lethargy, hypotonia and seizures.
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.

Other Notes

Reviews; Avidin-Biotin technology;

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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H. Katsuki et al.
Antibiotics, Vitamins and Hormones (1977)
M. Wilchek and E.A. Bayer, eds.
Methods of Enzymatic Analysis, 184 (1990)
Biotin.
P N Murthy et al.
Progress in food & nutrition science, 2(9), 405-455 (1977-01-01)
Tiina A Riihimäki et al.
BMC biotechnology, 11, 64-64 (2011-06-11)
Engineered proteins, with non-immunoglobulin scaffolds, have become an important alternative to antibodies in many biotechnical and therapeutic applications. When compared to antibodies, tailored proteins may provide advantageous properties such as a smaller size or a more stable structure. Avidin is
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

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