B2643
Biotinamidohexanoic acid N-hydroxysuccinimide ester
≥98% (TLC), powder
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All Photos(3)
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
Empirical Formula (Hill Notation):
C20H30N4O6S
CAS Number:
Molecular Weight:
454.54
Beilstein:
3577403
MDL number:
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.46
Recommended Products
Quality Level
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
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
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
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
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
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