Chemoenzymatic Synthesis of Phosphosaccharides from <i>Haemophilus parasuis</i> Strains ER-6P (Serovar 15) and Nagasaki (Serovar 5)

Herein, we describe a chemoenzymatic and diversity-oriented approach for the first syntheses of octasaccharide repeating units of the capsular polysaccharides of <i>Haemophilus parasuis</i> serovar 15 and serovar 5. The synthetic method features efficient enzymatic assembly of sialyl galactose or <i>N</i>-acetyl-galactosamine building blocks, highly stereoselective chemical construction of α-type <i>H</i>-phosphonate, and the β-stereospecific 1,3-glycosylation reaction of a rare sugar donor.

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Publication Details

Journal
Organic Letters
Published
2024-10-25
DOI
https://doi.org/10.1021/acs.orglett.4c03665
Citations
1
Primary Topic
Microbial infections and disease research
Type
article
Field-Weighted Citation Impact
0.34

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article

Chemoenzymatic Synthesis of Phosphosaccharides from Haemophilus parasuis Strains ER-6P (Serovar 15) and Nagasaki (Serovar 5)

Na Sun, Hongzhi Cao, Wenlong Yao, Yugen Zhu et al.
1 citations
Organic Letters
Microbial infections and disease research
0.34
article

Chemoenzymatic Synthesis of Phosphosaccharides from Haemophilus parasuis Strains ER-6P (Serovar 15) and Nagasaki (Serovar 5)

Na Sun, Hongzhi Cao, Wenlong Yao, Yugen Zhu, Chang‐Cheng Liu, Hui Xia, Mei Chen, Xinhao Zhu
article en
1 citations

Abstract

Herein, we describe a chemoenzymatic and diversity-oriented approach for the first syntheses of octasaccharide repeating units of the capsular polysaccharides of <i>Haemophilus parasuis</i> serovar 15 and serovar 5. The synthetic method features efficient enzymatic assembly of sialyl galactose or <i>N</i>-acetyl-galactosamine building blocks, highly stereoselective chemical construction of α-type <i>H</i>-phosphonate, and the β-stereospecific 1,3-glycosylation reaction of a rare sugar donor.

Organic LettersVol. 26(44)
Guangzhou University of Chinese Medicine (CN), Shandong University (CN), Chinese Academy of Sciences (CN), Peking University (CN), Shanghai Institute of Materia Medica (CN), Qingdao National Laboratory for Marine Science and Technology (CN), State Key Laboratory of Natural and Biomimetic Drugs (CN), Ocean University of China (CN)
Shandong University, Department of Science and Technology of Shandong Province, National Natural Science Foundation of China, Youth Innovation Promotion Association of the Chinese Academy of Sciences
Openalex Percentile: Top 36%
Microbial infections and disease research
0.34
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