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    78658-49-8

    Catalog No. EBD663518

    CAS 78658-49-8

    Name Boc-Glu(ONSu)-OBzl

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    Basic Information

    Synonyms: Boc-Glu(ONSu)-OBzl L-Glutamicacid,N-[(1,1-dimethylethoxy)carbonyl]-,5-(2,5-dioxo-1-pyrrolidinyl)1-(phenylmethyl)ester L-Norvaline,N-[(1,1-dimethylethoxy)carbonyl]-5-[(2,5-dioxo-1-pyrrolidinyl)oxy]-5-oxo-,phenylmethylester(9CI)

    Molecular Formula: C21H26N2O8

    Molecular Weight: 434.45

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Basic Synthetic Reagents > Condensation Reagents

    Product Description:
    Boc-Glu(ONSu)-OBzl is a protected L-glutamic acid derivative, specifically an N-Boc, O-benzyl ester, and N-hydroxysuccinimide (NHS) active ester. Its molecular structure features three key protecting/activating groups: the tert-butoxycarbonyl (Boc) group on the α-amino group, the benzyl (Bzl) ester on the γ-carboxylic acid, and the N-hydroxysuccinimide (ONSu) ester on the α-carboxylic acid. This configuration makes it a versatile building block in peptide synthesis. This compound is primarily used in solid-phase and solution-phase peptide synthesis as a protected and activated glutamic acid residue. The NHS ester (ONSu) is a highly reactive acylating agent that facilitates efficient and mild coupling with the amino group of another amino acid or peptide, minimizing racemization. The Boc group provides orthogonal protection for the amine, which can be removed under acidic conditions without affecting the benzyl ester. The benzyl ester on the side chain protects the γ-carboxylic acid of glutamic acid, which is often required to be selectively deprotected later for further modifications or to introduce branching points in peptide sequences. Due to its specific design for controlled peptide chain elongation, Boc-Glu(ONSu)-OBzl is a staple reagent in research laboratories focused on producing peptides for biochemical studies, drug discovery (particularly for synthesizing peptide fragments or modified amino acid sequences), and the development of peptide-based therapeutics and diagnostics. It is not a general-purpose coupling reagent but a specialized, pre-activated amino acid derivative.
    Physical Properties
    mg g kg ml l t