CAS 72040-63-2 Succinimidyl 6-(biotinamido)hexanoate

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Succinimidyl 6-(biotinamido)hexanoate

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Catalog Number

ACM72040632-1

CAS Number

72040-63-2

Product Name

Succinimidyl 6-(biotinamido)hexanoate

Structure

Category

Polymers

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoate

Molecular Weight

454.5g/mol

Molecular Formula

C20H30N4O6S

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3

InChI

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

Application

Succinimidyl 6-(biotinamido)hexanoate serves as a versatile biotinylation reagent designed to efficiently label both antibodies and carriers in the Protein Avidin-Biotin Capture system. By incorporating an aminocaproyl spacer, this reagent reduces steric hindrance during the binding of avidin to biotinylated compounds, optimizing the interaction process. Its extended spacer arm significantly decreases steric interference, enhancing binding efficiency. Additionally, the reagent's membrane permeability allows it to be utilized for intracellular labeling, reacting readily with primary amino groups (-NH2) to form stable and irreversible amide bonds, thus ensuring reliable and permanent labeling outcomes.

Complexity

702

Covalently-Bonded Unit Count

Exact Mass

454.188606g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

BACHS;biotin-amidocaproate-N-hydroxysuccinimide ester;biotinyl-6-aminocaproic acid N-hydroxysuccinimide ester;biotinyl-epsilon-aminohexanoic acid N-hydroxysuccinimide ester;N-biotinyl-epsilon-aminocaproic acid N-hydroxysuccinimide ester;succinimidyl-6-biotinamide hexanoate

Monoisotopic Mass

454.188606g/mol

Rotatable Bond Count

XLogP3

0.1

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