Chemical Synthesis of the O‐Antigen Repeating Unit of  Escherichia coli  O86 by an  N ‐Formylmorpholine‐Modulated One‐Pot Glycosylation Strategy | Zendy

Ingle Arun B. | Zendy; Chao ChinSheng | Zendy; Hung WeiCheng | Zendy; Mong KwokKong Tony | Zendy

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Chemical Synthesis of the O‐Antigen Repeating Unit of Escherichia coli O86 by an N ‐Formylmorpholine‐Modulated One‐Pot Glycosylation Strategy

Author(s) -

Ingle Arun B.,

Chao ChinSheng,

Hung WeiCheng,

Mong KwokKong Tony

Publication year - 2014

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201402057

Subject(s) - chemistry , glycosylation , escherichia coli , tetrasaccharide , glycosidic bond , stereochemistry , combinatorial chemistry , biochemistry , polysaccharide , enzyme , gene

The synthesis of the O‐antigen pentasaccharide repeating unit of the cell wall of Gram‐negative bacteria Escherichia coli O86 is reported. The synthesis features the use of an N ‐formylmorpholine (NFM)‐modulated glycosylation method for the construction of 1,2‐ cis α‐glycosidic linkages and an [1+1+2] iterative one‐pot α‐glycosylation strategy to accelerate the assembly of the tetrasaccharide backbone.

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