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Glycosylation Chemistry of 3‐Deoxy‐ D ‐manno‐Oct‐2‐ulosonic Acid (Kdo) Donors
Author(s) -
Pradhan Tapan Kumar,
Mong Kwok Kong Tony
Publication year - 2015
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201400145
Subject(s) - chemistry , glycosylation , oligosaccharide , bacteria , lipid a , polysaccharide , biochemistry , glycoside , bacterial outer membrane , carbohydrate , stereochemistry , escherichia coli , gene , genetics , biology
3‐Deoxy‐ D ‐manno‐Oct‐2‐ulosonic acid (Kdo)‐containing oligosaccharides are a conserved carbohydrate component in lipopolysaccharides (LPSs) of the outer membrane of Gram‐negative bacteria, and they are also present in capsular polysaccharides (CPSs) of bacteria and plant cells. The association of the bacterial LPS with the pathophysiology of bacterial infection have long been recognized. Structurepathophysiology studies of bacterial infection need to use pure and homogeneous LPS fragments. Such a requirement can be fulfilled by the synthesis of Kdo glycosides and related Kdooligosaccharide conjugates. This article provides an overview of the glycosylation chemistries of the synthesis of Kdo α‐/β‐glycosides, oligosaccharides with Kdo units such as LPS core oligosaccharides, and lipid A derivatives.