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Non‐Glycosidically Linked Pseudodisaccharides: Thioethers, Sulfoxides, Sulfones, Ethers, Selenoethers, and Their Binding to Lectins
Author(s) -
Cumpstey Ian,
Ramstadius Clinton,
Akhtar Tashfeen,
Goldstein Irwin J.,
Winter Harry C.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901481
Subject(s) - chemistry , anomer , disaccharide , monosaccharide , concanavalin a , lectin , sulfur , stereochemistry , oxygen atom , organic chemistry , combinatorial chemistry , biochemistry , molecule , in vitro
Hydrolytically stable non‐glycosidically linked tail‐to‐tail pseudodisaccharides are linked by a single bridging atom remote from the anomeric centre of the constituent monosaccharides. Some such pseudodisaccharides with sulfur or oxygen bridges were found to act as disaccharide mimetics in their binding to the Banana Lectin and to Concanavalin A. A versatile synthetic route to a small library of such compounds is described.