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An Advance in the Chemical Synthesis of Homogeneous N‐Linked Glycopolypeptides by Convergent Aspartylation
Author(s) -
Wang Ping,
Aussedat Baptiste,
Vohra Yusufbhai,
Danishefsky Samuel J.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201205038
Subject(s) - glycopeptide , homogeneous , glycan , computer science , combinatorial chemistry , peptide , peptide synthesis , chemistry , world wide web , computational biology , biochemistry , mathematics , biology , combinatorics , glycoprotein , antibiotics
Like a Pro : A one‐flask aspartylation/deprotection method, wherein long peptide fragments, bearing proximal pseudoproline functionality, are merged with complex glycan domains has been developed. Following aspartylation, acid‐mediated global deprotection reveals the elaborated glycopeptide. The temporary pseudoproline functionality serves to suppress formation of aspartimide side products during solid‐phase peptide synthesis and aspartylation.