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Facile Chemoenzymatic Synthesis of O-Mannosyl Glycans.

ABSTRACT: 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.

SUBMITTER: Wang S

PROVIDER: S-EPMC6097902 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Facile Chemoenzymatic Synthesis of O-Mannosyl Glycans.

Wang Shuaishuai S Zhang Qing Q Chen CongCong C Guo Yuxi Y Gadi Madhusudhan Reddy MR Yu Jin J Westerlind Ulrika U Liu Yunpeng Y Cao Xuefeng X Wang Peng G PG Li Lei L

Angewandte Chemie (International ed. in English) 20180518 30

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. I ...[more]

PMID: 29732660

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