Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate

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Cat Number

INT3392050

CAS Number

3392-05-0

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CAS Number

3392-05-0

EINECS

222-229-7

Storage

Under -20℃

Synonyms

BOC-D-ALA-OSU;BOC-D-ALANINE-OSU;BOC-D-ALANINE N-HYDROXYSUCCINIMIDE ESTER

Molecular Formula

C12H18N2O6

Molecular Weight

286.28

Smiles

C[C@H](NC(=O)OC(C)(C)C)C(=O)ON1C(=O)CCC1=O

Appearance

White to off-white solid

Melting Point

161-163℃

Relative Density

1.27

pKa

10.81

General Description

Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate is the N-hydroxysuccinimide (NHS) activated ester of Boc-L-alanine. It is a highly reactive intermediate designed for the facile acylation of amine-containing molecules under mild physiological or organic conditions. propionate registration workflow]

Mechanism of Action

It acts as a pre-activated amino acid monomer. The NHS ester provides a high-energy leaving group that facilitates rapid and clean amide bond formation with primary or secondary amines, eliminating the need for complex in-situ coupling reagents and minimizing racemization.

Application

It is primarily used for the chemical modification of proteins, the preparation of alanine-containing small molecules, and the surface functionalization of biomaterials.