Volume 41, Issue 5 pp. 535-543
Concise Report

Stereoselective Synthesis and Immunological Evaluation of Common O-antigen of P. mirabilis OE and P. vulgaris TG103

Xiaopei Wu

Xiaopei Wu

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

These authors contributed equally.

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Jinsheng Lai

Jinsheng Lai

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

These authors contributed equally.

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Kexin Yang

Kexin Yang

Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, and Wuxi School of Medicine, Jiangnan University, Wuxi, Jiangsu, 214122 China

These authors contributed equally.

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Yunxia Xue

Yunxia Xue

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

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Jinxi Liao

Jinxi Liao

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

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Liming Wang

Liming Wang

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

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Jian-song Sun

Jian-song Sun

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, and Wuxi School of Medicine, Jiangnan University, Wuxi, Jiangsu, 214122 China

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Jing Hu

Corresponding Author

Jing Hu

Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, and Wuxi School of Medicine, Jiangnan University, Wuxi, Jiangsu, 214122 China

E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this author
Jian Yin

Corresponding Author

Jian Yin

Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, and Wuxi School of Medicine, Jiangnan University, Wuxi, Jiangsu, 214122 China

E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this author
Qingju Zhang

Corresponding Author

Qingju Zhang

National Research Centre for Carbohydrate Synthesis, Jiangxi Normal University, 99 Ziyang Avenue, Nanchang, Jiangxi, 330022 China

E-mail: [email protected]; [email protected]; [email protected]Search for more papers by this author
First published: 01 December 2022
Citations: 5

Comprehensive Summary

Proteus species especially Proteus mirabilis and Proteus vulgaris are zoonotic pathogens which can cause public health disease. Owing to their antibiotic-resistance, developing vaccines against these pathogens is urgently required. Herein, we describe the first synthesis of the common O-antigen of Proteus mirabilis OE and Proteus vulgaris TG 103. The repeating unit incorporates two challenging 1,2-cis-glycosidic bonds: the 1,2-cis-2-acetamido-2-deoxy-glucosidic bonds were successfully constructed by use of conformation-restrained 2-nitroglucal donor under bifunctional organothiourea catalysis; while the 1,2-cis-2-acetamido-2-deoxy-galactosidic bonds were formed by use of di-tert-butylsilylidene protected 2-azidogalactose donors. The synthetic fragments were screened by glycan microarray with immunized rabbit sera against purified LPS from Proteus mirabilis O54. The results revealed that the synthetic common O-antigens both hexasaccharide 2 and nonasaccharide 3 can strongly bind with the IgG antibodies (Abs) in the sera, which is highly valuable for further immunological investigation in synthetic carbohydrate-based vaccine development. image

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