Chemical Synthesis of the Pentasaccharide Related to the Exopolysaccharide of <i>Aeromonas veronii</i> bv. Sobria Strain K49

Total synthesis of the pentasaccharide repeating unit of the exopolysaccharide of <i>Aeromonas veronii</i> bv. sobria strain K49 has been accomplished through a convergent [3 + 2] block synthesis strategy. Rationally designed derivatives of the challenging D-fucosamine and 3-acetamido D-quinovose units have been synthesized through protecting group manipulations and inserted into the target oligosaccharide through stereoselective glycosylations. The number of synthetic intermediates gave nice crystals that helped determine their chemical structures unambiguously.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-10-13
DOI
https://doi.org/10.1021/acs.joc.5c01883
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
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article

Chemical Synthesis of the Pentasaccharide Related to the Exopolysaccharide of Aeromonas veronii bv. Sobria Strain K49

Arun Kumar Dutta, Balaram Mukhopadhyay
The Journal of Organic Chemistry
Carbohydrate Chemistry and Synthesis
article

Chemical Synthesis of the Pentasaccharide Related to the Exopolysaccharide of Aeromonas veronii bv. Sobria Strain K49

Arun Kumar Dutta, Balaram Mukhopadhyay
article en

Abstract

Total synthesis of the pentasaccharide repeating unit of the exopolysaccharide of <i>Aeromonas veronii</i> bv. sobria strain K49 has been accomplished through a convergent [3 + 2] block synthesis strategy. Rationally designed derivatives of the challenging D-fucosamine and 3-acetamido D-quinovose units have been synthesized through protecting group manipulations and inserted into the target oligosaccharide through stereoselective glycosylations. The number of synthetic intermediates gave nice crystals that helped determine their chemical structures unambiguously.

The Journal of Organic ChemistryVol. 90(42)
Indian Institute of Science Education and Research Kolkata (IN), Sweet Briar College (US)
Openalex Percentile: Top 78%
Carbohydrate Chemistry and Synthesis
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Chemical Synthesis of the Pentasaccharide Related to the Exopolysaccharide of <i>Aeromonas veronii</i> bv. Sobria Strain K49 — Arun Kumar Dutta, Balaram Mukhopadhyay · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS