Convergent synthesis of the pentasaccharide repeating unit of the biofilms produced by Klebsiella pneumoniae

Beilstein Journal of Organic Chemistry

Angana Ghosh¹  Arin Gucchait¹  Anup Kumar Misra¹ 

[1] Bose Institute, Division of Molecular Medicine, P-1/12, C.I.T. Scheme VII M, Kolkata 700054, India;

关键词: beta-D-mannoside;    biofilms;    D-glucuronic acid;    glycosylation;    Klebsiella pneumoniae;    pentasaccharide;    polysaccharide;   

DOI  :  10.3762/bjoc.15.37

来源: DOAJ

【 摘 要 】

A pentasaccharide repeating unit containing α-linked D-glucuronic acid, β-linked D-mannose, corresponding to the repeating unit of biofilms produced by Klebsiella pneumoniae, has been synthesized using a stereoselective [2 + 3] convergent glycosylation strategy. The β-D-mannosidic moiety has been synthesized using a D-mannose-derived thioglycoside by a two-step activation process. Late stage TEMPO-mediated oxidation of the pentasaccharide derivative using phase-transfer reaction conditions furnished the target compound in satisfactory yield.

【 授权许可】

Unknown