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B2643

Biotinamidohexanoic acid N-hydroxysuccinimide ester

Name: Biotinamidohexanoic acid N-hydroxysuccinimide ester
Brand: SIGMA

≥98% (TLC), powder

Synonym(s):

(+)-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

Empirical Formula (Hill Notation):

C₂₀H₃₀N₄O₆S

CAS Number:

72040-63-2

Molecular Weight:

454.54

UNSPSC Code:

12352203

NACRES:

NA.46

PubChem Substance ID:

24891665

MDL number:

MFCD00065502

Beilstein/REAXYS Number:

3577403

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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

Related Categories

Biochemicals

Cell Culture Supplements & Reagents

Vitamins

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000542313

0000514169

0000496534

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Streptavidin paramagnetic particles provide a choice of three affinity-based capture and magnetic concentration strategies for retroviral vectors.

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)

Proteinase K-sensitive disease-associated ovine prion protein revealed by conformation-dependent immunoassay.

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

Effect of magnetite nanoparticle agglomerates on the destruction of tumor spheroids using high intensity focused ultrasound.

Vincent H B Ho et al.

Ultrasound in medicine & biology, 37(1), 169-175 (2010-11-19)

Magnetite (Fe(3)O(4)) nanoparticle agglomerates have been shown to enhance the degree of inertial cavitation induced by high-intensity focused ultrasound (HIFU). To investigate the effect of these particles on the destruction of tumor spheroids using HIFU, HeLa spheroids were insonated in

Biotin sensing in Saccharomyces cerevisiae is mediated by a conserved DNA element and requires the activity of biotin-protein ligase.

Heike M Pirner et al.

The Journal of biological chemistry, 281(18), 12381-12389 (2006-03-15)

Biotin is a water-soluble vitamin that functions as a prosthetic group in carboxylation reactions. In addition to its role as a cofactor, biotin has multiple roles in gene regulation. We analyzed biotin effects on gene expression in the yeast Saccharomyces

Expression of CD28 and CD40 in human myeloma cells: a comparative study with normal plasma cells.

C Pellat-Deceunynck et al.

Blood, 84(8), 2597-2603 (1994-10-15)

CD28 and CD40 are important activation pathways for T and B lymphocytes, respectively. The aim of this study was to determine the phenotype of plasma cells (PCs) and the expression of these two molecules, CD28 and CD40. Therefore, we have

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Global Trade Item Number

SKU	GTIN
B2643-100MG	04061833427026
B2643-25MG	04061833427040
B2643-250MG	04061833258668
B2643-10MG	04061833427033

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