Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 15, Issue -, Pages 431-436Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.15.37
Keywords
beta-D-mannoside; biofilms; D-glucuronic acid; glycosylation; Klebsiella pneumoniae; pentasaccharide; polysaccharide
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Funding
- CSIR, New Delhi
- SERB, New Delhi [EMR/2015/000282]
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A pentasaccharide repeating unit containing alpha-linked D-glucuronic acid, beta-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 beta-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.
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