NEW ENZYMATIC PROTECTING GROUP TECHNIQUES FOR PEPTIDE AND CARBOHYDRATE CHEMISTRY

Waldmann, Herbert; HEUSER, A; BRAUN, P; KUNZ, H

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NEW ENZYMATIC PROTECTING GROUP TECHNIQUES FOR PEPTIDE AND CARBOHYDRATE CHEMISTRY

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Waldmann, Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

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Waldmann, H., HEUSER, A., BRAUN, P., & KUNZ, H. (1992). NEW ENZYMATIC PROTECTING GROUP TECHNIQUES FOR PEPTIDE AND CARBOHYDRATE CHEMISTRY. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 31(12), 799-802.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-9B64-C

Abstract

New methods are reported to establish enzymatic techniques for the chemo- and regioselective functionalization of carbohydrates, peptides and glycoconjugates. The N-terminal deprotection of peptides is achieved via hydrolysis of phenylacetamides, employing penicillin G acylase as biocatalyst. The C-terminal carboxyl function of peptides and O-glycopeptides is liberated by the lipase-mediated hydrolysis of heptyl esters. Penicillin G acylase and citrus acetylesterase are used to effect the chemo- and regioselective removal of phenylacetyl and acetyl blocking groups, respectively from differently protected carbohydrates.