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B2643

Sigma-Aldrich

Biotinamidohexanoic acid N-hydroxysuccinimide ester

≥98% (TLC), powder

Sinónimos:

(+)-Biotinamidocaproate N-hydroxysuccinimidyl ester, N-(+)-Biotinyl-6-aminocaproic acid N-succinimidyl ester, N-(+)-Biotinyl-6-aminohexanoic acid NHS ester, N-Succinimidyl N-biotinyl-6-aminocaproate, Succinimidyl 6-(biotinamido)hexanoate

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About This Item

Fórmula empírica (notación de Hill):
C20H30N4O6S
Número de CAS:
72040-63-2
Peso molecular:
454.54
Beilstein:
3577403
Número MDL:
MFCD00065502
Código UNSPSC:
12352203
ID de la sustancia en PubChem:
24891665
NACRES:
NA.46

Nivel de calidad

200

Ensayo

≥98% (TLC)

Formulario

powder

solubilidad

H2O: ≤2 mg/mL (with sonication)
DMF: 50 mg/mL (Stable up to 2 months in dry DMF.)

temp. de almacenamiento

−20°C

cadena SMILES

[H][C@]12CS[C@@H](CCCCC(=O)NCCCCCC(=O)ON3C(=O)CCC3=O)[C@@]1([H])NC(=O)N2

InChI

1S/C20H30N4O6S/c25-15(7-4-3-6-14-19-13(12-31-14)22-20(29)23-19)21-11-5-1-2-8-18(28)30-24-16(26)9-10-17(24)27/h13-14,19H,1-12H2,(H,21,25)(H2,22,23,29)/t13-,14-,19-/m0/s1

Clave InChI

UVGHPGOONBRLCX-NJSLBKSFSA-N

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Aplicación

Biotinamidohexanoic acid N-hydroxysuccinimide ester has been used in the biotinylation of antibodies.

Acciones bioquímicas o fisiológicas

Biotin is a label widely used in several biochemical applications and has a high affinity for avidin. A spacer chain is required to reduce steric hindrance while coupling biotin (a small molecule) to biopolymers (large molecules). Biotinamidohexanoic acid N-hydroxysuccinimide ester incorporates a 7-atom spacer with the N-succinimide leaving group. It can react with a primary amine in the pH range of 6.5-8.5. This biotinylation reagent incorporates an aminocaproyl spacer and thus can reduce the steric hindrance in binding avidin to some biotinylated compounds.

Cláusula de descargo de responsabilidad

Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000289764
0000289764
SLCJ5626
SLCF5465
SLBM6177V

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Alana M Thackray et al.
The Biochemical journal, 401(2), 475-483 (2006-10-05)
PrPSc [abnormal disease-specific conformation of PrP (prion-related protein)] accumulates in prion-affected individuals in the form of amorphous aggregates. Limited proteolysis of PrPSc results in a protease-resistant core of PrPSc of molecular mass of 27-30 kDa (PrP27-30). Aggregated forms of PrP
C Hughes et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 3(4), 623-630 (2001-04-26)
Three strategies have been designed to concentrate infectious retroviral vectors from the supernatants of human- (HT1080) and murine- (NIH 3T3) based packaging cells. Streptavidin-conjugated paramagnetic particles in conjunction with (i) antibodies directed against murine fibronectin, (ii) biotinylated lectins, or (iii)
S M Costello et al.
Clinical chemistry, 25(9), 1572-1580 (1979-09-01)
Classically, one can increase the titer of an agglutinating or first antibody with an antiglobulin or second antibody. We have used an avidin-biotin system in place of antiglobulin to similarly extend the agglutination by an initial anticellular antibody. Erythrocytes were
Avidin binding of carboxyl-substituted biotin and analogues.
K Hofmann et al.
Biochemistry, 21(5), 978-984 (1982-03-02)
R Maya et al.
Genes & development, 15(9), 1067-1077 (2001-05-02)
The p53 tumor suppressor protein, a key regulator of cellular responses to genotoxic stress, is stabilized and activated after DNA damage. The rapid activation of p53 by ionizing radiation and radiomimetic agents is largely dependent on the ATM kinase. p53
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