4.8 Article

Promoter-Controlled Synthesis and Antigenic Evaluation of Mannuronic Acid Alginate Glycans of Pseudomonas aeruginosa

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ORGANIC LETTERS
卷 24, 期 45, 页码 8381-8386

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03439

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资金

  1. National Natural Science Foundation of China
  2. Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism (Shanghai Municipal Education Commission)
  3. First-Class Discipline Construction and Characteristic Development Guidance Funds for the Central Universities
  4. [21871081]
  5. [22071054]
  6. [SLC13223002]

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The synthesis of the longest polymannuronic acid of P. aeruginosa and the identification of the optimal antigen epitope for vaccine development were achieved through glycosylation reactions and screening with mouse serum antibodies.
Pseudomonas aeruginosa is a leading cause of urinary tract, pulmonary, and wound infections and is becoming increasingly resistant to antibiotics. Here, we report the iodonium-and gold(I)promoted bimodal glycosylation of glycosyl (Z)-ynenoates for highly fi-selective promoter-controlled synthesis and antigenic evaluation of a series of 1,2-cis-fi-linked mannuronic acid alginate glycans of P. aeruginosa up to a 24-mer, which represents the longest polymannuronic acid synthesized to date. By screening the six synthetic mannuronic acid alginate glycans with the mouse serum antibodies, we identified the mannuronic acid tetrasaccharide as the optimal antigen epitope for the development of vaccines against P. aeruginosa.

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