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Solid‐Phase Synthesis of Sialylglycopeptides through Selective Esterification of the Sialic Acid Residues of an Asn‐Linked Complex‐Type Sialyloligosaccharide
Author(s) -
Yamamoto Naoki,
Ohmori Yoshiko,
Sakakibara Tohru,
Sasaki Ken,
Juneja Lekh Raj,
Kajihara Yasuhiro
Publication year - 2003
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.200250572
Subject(s) - glycopeptide , peptide synthesis , oligosaccharide , solid phase synthesis , sialic acid , chemistry , combinatorial chemistry , peptide , glycan , biochemistry , glycoprotein , computer science , antibiotics
Egg yolk provided the starting disialylundecasaccharide for a highly efficient chemoenzymatic synthesis of a biantennary complex‐type glycopeptide (see picture). Repetitive protection and deprotection steps required in oligosaccharide synthesis were thus avoided, and the desired glycopeptide was rapidly assembled on a solid phase (R=peptide).