Synthesis of the conjugation-ready β-mannosamine-containing <i>O</i>-antigen repeat from <i>Vibrio cholerae</i> O14
Chemical synthesis of the trisaccharide repeating unit of the <i>O</i>-antigen from <i>Vibrio cholerae</i> has been accomplished through a linear strategy. The reducing end 1,2-<i>cis</i> mannosamine unit has been achieved through the azide inversion of the 2-OH position of a suitably protected glucose moiety. The crucial (<i>S</i>)-3-hydroxybutyric acid is inserted successfully at the last stage through EDC-HOBt coupling. The target trisaccharide, in the form of its 2-aminoethyl glycoside, is ready for further conjugation.
Authors
- Sankar Maiti (ORCID: https://orcid.org/0000-0002-9561-0391)
- Balaram Mukhopadhyay (ORCID: https://orcid.org/0000-0001-6339-6354)
Institutions
- Indian Institute of Science Education and Research Kolkata (IN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d4ob02049a
- Citations
- 4
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 3.74
Funders
- Department of Science and Technology, Ministry of Science and Technology, India
- Science and Engineering Research Board