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8.51209

Sigma-Aldrich

D(+)-Biotin

Novabiochem®

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C10H16N2O3S
Numero CAS:
Peso molecolare:
244.31
Numero MDL:
Codice UNSPSC:
41116133
Numero indice EU:
200-399-3
NACRES:
NA.22

Livello qualitativo

Nome Commerciale

Novabiochem®

Forma fisica

solid

Potenza

>2000 mg/kg LD50, oral (Rat)

Impiego in reazioni chimiche

reaction type: Biotinylations

Produttore/marchio commerciale

Novabiochem®

pH

4.5 (0.1 g/L in H2O)

Punto di fusione

232-233 °C

Solubilità

0.2 g/L

Densità bulk

200‑500 kg/m3

applicazioni

peptide synthesis

Temperatura di conservazione

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)
YBJHBAHKTGYVGT-UHFFFAOYSA-N

Descrizione generale

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.

Applicazioni

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.

Note legali

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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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)
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)
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)
Preferential labeling of alpha-amino N-terminal groups in peptides by biotin: application to the detection of specific anti-peptide antibodies by enzyme immunoassays
I. Selo, et al.
Journal of Immunological Methods, 199, 127-127 (1996)

Articoli

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

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