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Sigma-Aldrich

D(+)-Biotin

Novabiochem®

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Synonym(s):
D(+)-Biotin, D-Biotin,Vitamin H, Hexahydro-2-oxothieno(3,4-d)-imidazole-4-pentanoic acid, Vitamin H
Empirical Formula (Hill Notation):
C10H16N2O3S
CAS Number:
58-85-5
Molecular Weight:
244.31
MDL number:
MFCD00005541
UNSPSC Code:
41116133
EC Index Number:
200-399-3
NACRES:
NA.22

Quality Level

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

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

Related Categories

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

Storage Class Code

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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Synthesis of biotinylated multipodal glycoclusters on a solid support
Karskela M, et al.
European Journal of Organic Chemistry, 2012, 6594-6605 (2012)
An approach to the targeted attachment of peptides and proteins to solid supports.
K. Hofmann & Y. Kiso
Proceedings of the National Academy of Sciences, 73, 3516-3516 (1976)
Fluorescent and biotinylated linear peptides as selective bifunctional ligands for the V1a vasopressin receptor
J. Howl, et al.
European Journal of Biochemistry, 213, 711-711 (1993)
Peptides, antibodies, and FRET on beads in flow cytometry: A model system using fluoresceinated and biotinylated beta-endorphin
T. Buranda, et al.
Cytometry. Part A : the Journal of the International Society For Analytical Cytology, 37, 21-21 (1999)
High-throughput biotinylation of proteins
K Brian K, et al.
High Throughput Protein Expression and Purification, 185-198 (2009)
View All Related Papers

Articles

Biotinylation Reagents

Biotin-labelled peptides find applications in immunology and histochemistry for affinity purification and receptor localization.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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