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8.51209

D(+)-Biotin

Novabiochem®

Synonym(s):

D(+)-Biotin, D-Biotin,Vitamin H, Hexahydro-2-oxothieno(3,4-d)-imidazole-4-pentanoic acid, Vitamin H

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About This Item

Empirical Formula (Hill Notation):
C10H16N2O3S
CAS Number:
58-85-5
Molecular Weight:
244.31
UNSPSC Code:
41116133
EC Index Number:
200-399-3
NACRES:
NA.22
MDL number:
MFCD00005541
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Quality Segment

200

product line

Novabiochem®

form

solid

potency

>2000 mg/kg LD50, oral (Rat)

reaction suitability

reaction type: Biotinylations

manufacturer/tradename

Novabiochem®

pH

4.5 (0.1 g/L in H2O)

mp

232-233 °C

solubility

0.2 g/L

bulk density

200‑500 kg/m3

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

S1C(C2NC(=O)NC2C1)CCCCC(=O)O

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)

InChI key

YBJHBAHKTGYVGT-UHFFFAOYSA-N

General description

D(+)-Biotin is the simplest reagent for the introduction of biotin to peptides, proteins and other biomolecules. In SPPS, it is best coupled using DIPCDI/Oxyma Pure. Biotin-labeled peptides have many important applications in immunology and histochemistry, such as affinity purification and FRET-based flow cytometry, solid-phase immunoassays, and receptor localization, that exploit the high affinity of streptavidin and avidin for biotin.,,,

Associated Protocols and Technical Articles
Biotinylation Reagents for Peptide Synthesis

Literature references:
[1] K. Hofmann & Y. Kiso (1976) Proc. Natl. Acad. Sci., 73, 3516.
[2] T. Buranda, et al. (1999) Cytometry, 37, 21.
[3] I. Sélo, et al. (1996) J. Immunol. Methods, 199, 127.
[4] J. Howl, et al. (1993) Eur J Biochem., 213, 711.

Application

Some recent applications of D(+)-Biotin in SPPS:
  • In the high-throughput biotinylation of proteins. The approach for site-specific biotinylation of proteins is useful for various applications such as protein purification and analysis.
  • In the site-specific biotinylation of multipodal glycoclusters on a solid support. The synthesis of biotinylated glycoclusters, has important applications in glycobiology.

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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