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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
eCl@ss:
34058011
PubChem Substance ID:
NACRES:
NA.21
biological source
synthetic (organic)
Quality Level
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
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 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.
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.
Other Notes
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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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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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Chromatograms
application for HPLC
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