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Facile Chemoenzymatic Synthesis of O‐Mannosyl Glycans
Author(s) -
Wang Shuaishuai,
Zhang Qing,
Chen CongCong,
Guo Yuxi,
Gadi Madhusudhan Reddy,
Yu Jin,
Westerlind Ulrika,
Liu Yunpeng,
Cao Xuefeng,
Wang Peng G.,
Li Lei
Publication year - 2018
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.201803536
Subject(s) - glycan , glycosyltransferase , chemistry , biochemistry , glycosylation , enzyme , glycoprotein
O Mannosylation is a vital protein modification involved in brain and muscle development whereas the biological relevance of O‐mannosyl glycans has remained largely unknown owing to the lack of structurally defined glycoforms. An efficient scaffold synthesis/enzymatic extension (SSEE) strategy was developed to prepare such structures by combining gram‐scale convergent chemical syntheses of three scaffolds and strictly controlled sequential enzymatic extension catalyzed by glycosyltransferases. In total, 45 O‐mannosyl glycans were obtained, covering the majority of identified mammalian structures. Subsequent glycan microarray analysis revealed fine specificities of glycan‐binding proteins and specific antisera.