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
• 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

Properties

• 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

Description

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

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 1
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable