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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/REAXYS Number:
3577403
MDL number:
MFCD00065502
UNSPSC Code:
12352203
PubChem Substance ID:
24891665
NACRES:
NA.46

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

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

storage temp.

−20°C

SMILES string

[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

InChI key

UVGHPGOONBRLCX-NJSLBKSFSA-N

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Application

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

Biochem/physiol Actions

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.

Disclaimer

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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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