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Synthesis of an α ‐(2,3)‐Sialylated, Complex‐Type Undecasaccharide
Author(s) -
Seifert Joachim,
Lergenmüller Matthias,
Ito Yukishige
Publication year - 2000
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/(sici)1521-3773(20000204)39:3<531::aid-anie531>3.0.co;2-f
Subject(s) - regioselectivity , glycosylation , glycoprotein , chemistry , linkage (software) , type (biology) , computer science , biochemistry , biology , gene , ecology , catalysis
Only two building blocks were necessary to provide efficient access to the complex undecasaccharide 1 by means of two stereo‐ and regioselective glycosylation reactions. Stereocontrolled p ‐methoxybenzyl‐assisted β ‐mannosylation afforded the critical β ‐mannoside linkage in 1 , which is a constituent of the human glycoproteins follitropin and gonadotropin.