Affiliation:
1. Applied Chemistry Department National Yang-Ming Chiao Tung University 1001, University Road, East District Hsinchu City 30093, R.O.C. Taiwan
Abstract
AbstractWe report a practical one‐pot glycosylation strategy for synthesis of bacterial inner core oligosaccharides that composed of unavailable L‐glycero‐D‐manno and D‐glycero‐D‐manno‐heptopyranose components. The glycosylation method features a new orthogonal glycosylation procedure; whereby a phosphate acceptor is coupled with a thioglycosyl donor producing a disaccharide phosphate, which can be engaged in another orthogonal glycosylation procedure to couple with a thioglycosyl acceptor. The phosphate acceptors used in above one‐pot procedure are directly prepared from thioglycosyl acceptors via the in‐situ phosphorylation. Such phosphate acceptor preparation protocol eliminates the traditional protection and deprotection procedures. Based on the new one‐pot glycosylation strategy, two partial inner core structures of Yersinia pestis lipopolysaccharide and Haemophilus ducreyi lipooligosaccharide were acquired.
Funder
National Science and Technology Council
Subject
General Chemistry,Biochemistry,Organic Chemistry
Cited by
1 articles.
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