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About This Item
Empirical Formula (Hill Notation):
C10H16N2O3S
CAS Number:
Molecular Weight:
244.31
UNSPSC Code:
41116133
EC Index Number:
200-399-3
NACRES:
NA.22
MDL number:
Quality Level
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.
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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Related Content
Synthesis of biotinylated multipodal glycoclusters on a solid support
Karskela M, et al.
European Journal of Organic Chemistry, 2012, 6594-6605 (2012)
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)
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)