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From Glycopeptides to Glycopeptoids
Author(s) -
Szekely Thomas,
Roy Olivier,
Faure Sophie,
Taillefumier Claude
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402238
Subject(s) - glycopeptide , chemistry , oligomer , amide , stereochemistry , glycine , flexibility (engineering) , alanine , combinatorial chemistry , amino acid , organic chemistry , biochemistry , statistics , mathematics , antibiotics
This review covers the published literature describing the synthesis of glycopeptoids, a family of glycopeptide mimics. Members of this family are composed of an N ‐substituted glycine or β‐alanine oligomer backbone linked to one or several carbohydrate moieties at the amide nitrogen atoms. The interest in this class of biomimetics lies in their enhanced proteolytic stability and greater conformational flexibility relative to glycopeptides. This Microreview not only describes the different methods for synthesising glycopeptoids but also discusses their application both as glycopeptidomimetics and glycocluster constructs.