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Merck

B4501

Biotin

≥99% (HPLC), lyophilized powder

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
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
34058011
UNSPSC Code:
12352201
EC Number:
200-399-3
MDL number:
Beilstein/REAXYS Number:
86838

Product Name

Biotin, ≥99% (HPLC), lyophilized powder

InChI key

YBJHBAHKTGYVGT-ZKWXMUAHSA-N

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

SMILES string

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

biological source

synthetic (organic)

assay

≥99% (HPLC)

form

lyophilized powder

technique(s)

HPLC: suitable

color

white to off-white

mp

231-233 °C (lit.)

solubility

ammonium hydroxide: 50 mg/mL (2 M)

storage temp.

2-8°C

Quality Level

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Application

Biotin may be used to elute proteins from avidin/streptavidin resins. Biotin has been used:
  • for culturing of oligodendrocytes.
  • as a vitamin supplement for the growth of Bacillus species.
  • for blocking endogenous biotin during immunohistology procedures.

Biochem/physiol Actions

Biotin is a small molecule and its presence with biologically active macromolecules does not affect the biological function of the macromolecule. The biotin-(strept)avidin system are is required for various applications. Biotin also works as a cofactor/coenzyme of carboxylating enzymes, such as pyruvate carboxylase, acetyl-CoA carboxylases 1 and 2, 3-methylcrotonyl-CoA carboxylase (MCC), and propionyl-CoA carboxylase (PCC). It catalyzes the formation of oxaloacetate from pyruvate and CO2. Biotin conjugation with avidin or streptavidin helps in linking the target molecule (antibody, nucleotide, protein A, etc.) with the labeling system (enzyme, fluorescent, chemiluminescent probes). This complex is used for many detection systems, such as immunoassays, DNA hybridization assays, immunohistochemistry, and flow cytometry. This approach is also applied for to the purification and characterization of various molecules of interest. Biotin is involved in the epigenetic regulation of genes, cell signaling, and the structure of chromatin.

General description

Biotin is a water-soluble vitamin. Mammals depend on biotin via plant and microbial dietary sources. Biotin consists of two rings that are attached to valeric acid moiety as a side chain. One of the rings is attached to ureido group and the other ring is the tetrahydrothiophene group.

Other Notes

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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The biotin-(strept)avidin system: principles and applications in biotechnology.
Diamandis EP and Christopoulos TK
Clinical Chemistry, 37, 625-625 (1991)
Biotin: biochemical, physiological and clinical aspects
Said H M
Sub-Cellular Biochemistry, 56, 1-19 (2012)
Isolation and culture of rat and mouse oligodendrocyte precursor cells.
Chen Y et al.
Nature Protocols, 2, 1044-1044 (2007)
Lone Frydelund-Larsen et al.
Experimental physiology, 92(1), 233-240 (2006-10-13)
Exercise induces a marked increase in interleukin-8 (IL-8) mRNA and protein expression within skeletal muscle fibres. Interleukin-8 belongs to a subfamily of CXC chemokines containing a Glu-Leu-Arg (ELR) motif. CXC chemokines with ELR motifs are potent angiogenic factors in vivo
Tapan Bhattacharyya et al.
PLoS neglected tropical diseases, 8(5), e2892-e2892 (2014-05-24)
Chagas disease, caused by infection with the protozoan Trypanosoma cruzi, remains a serious public health issue in Latin America. Genetically diverse, the species is sub-divided into six lineages, known as TcI-TcVI, which have disparate geographical and ecological distributions. TcII, TcV

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