Total Synthesis of Conjugation‐Ready Tetrasaccharide Repeating Units of <i>Pseudomonas Aeruginosa</i> (Lányi) O11

Herein, we report the first total synthesis of the conjugation-ready tetrasaccharide repeating units of Pseudomonas aeruginosa (Lányi) O11. The all-6-deoxy-sugars containing tetrasaccharides were synthesized using an efficient convergent methodology employing a (2 + 2) glycosylation strategy. A key to this approach is utilizing a common disaccharide donor, which streamlines the assembly of both the tetrasaccharides by minimizing protecting group manipulations and enhancing overall efficiency. The disaccharide donor was synthesized through a highly chemoselective activation of a meticulously designed reactive thioglycoside donor, allowing for precise control over stereochemistry and regioselectivity during the glycosylation.

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Publication Details

Journal
Chemistry - An Asian Journal
Published
2026-02-01
DOI
https://doi.org/10.1002/asia.202500950
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
0.00

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article

Total Synthesis of Conjugation‐Ready Tetrasaccharide Repeating Units of Pseudomonas Aeruginosa (Lányi) O11

Archana A. Shirsat, Mahak Chhabra, Suvarn S. Kulkarni
Chemistry - An Asian Journal
Carbohydrate Chemistry and Synthesis
article

Total Synthesis of Conjugation‐Ready Tetrasaccharide Repeating Units of Pseudomonas Aeruginosa (Lányi) O11

Archana A. Shirsat, Mahak Chhabra, Suvarn S. Kulkarni
article en

Abstract

Herein, we report the first total synthesis of the conjugation-ready tetrasaccharide repeating units of Pseudomonas aeruginosa (Lányi) O11. The all-6-deoxy-sugars containing tetrasaccharides were synthesized using an efficient convergent methodology employing a (2 + 2) glycosylation strategy. A key to this approach is utilizing a common disaccharide donor, which streamlines the assembly of both the tetrasaccharides by minimizing protecting group manipulations and enhancing overall efficiency. The disaccharide donor was synthesized through a highly chemoselective activation of a meticulously designed reactive thioglycoside donor, allowing for precise control over stereochemistry and regioselectivity during the glycosylation.

Chemistry - An Asian JournalVol. 21(3)
Indian Institute of Technology Bombay (IN)
Indian Institute of Technology Bombay
Openalex Percentile: Top 65%
Carbohydrate Chemistry and Synthesis
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