Chemoenzymatic synthesis of mono- and di-fluorinated Thomsen-Friedenreich (T) antigens and their sialylated derivatives

Jun Yan; Xi Chen; Fengshan Wang; Hongzhi Cao

doi:10.1039/c2ob26989a

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Chemoenzymatic synthesis of mono- and di-fluorinated Thomsen-Friedenreich (T) antigens and their sialylated derivatives

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Chemoenzymatic synthesis of mono- and di-fluorinated Thomsen-Friedenreich (T) antigens and their sialylated derivatives

Jun Yan, Xi Chen, Fengshan Wang and Hongzhi Cao

Organic & biomolecular chemistry, Vol.11(5), pp.842-848

2013-02-07

DOI: https://doi.org/10.1039/c2ob26989a

PMCID: PMC3616747

PMID: 23241945

Abstract

Fluorinated Thomsen-Friedenreich (T) antigens were synthesized efficient from chemically produced fluorinated monosaccharides using a highly efficient one-pot two-enzyme chemoenzymatic approach containing a galactokinase and a D-galactosyl-β1–3- N -acetyl-D-hexosamine phosphorylase. These fluorinated T-antigens were further sialylated to form fluorinated ST-antigens using a one-pot two-enzyme system containing a CMP-sialic acid synthetase and an α2–3-sialyltransferase.

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Collaboration types: Domestic collaboration; International collaboration
Citation topics: 2 Chemistry; 2.1 Synthesis; 2.1.522 Thioglycosides
Web Of Science research areas: Chemistry, Organic
ESI research areas: Chemistry

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Title: Chemoenzymatic synthesis of mono- and di-fluorinated Thomsen-Friedenreich (T) antigens and their sialylated derivatives
Creators: Jun Yan - National Glycoengineering Research Center, School of Pharmaceutical Science, Shandong University, Jinan 250012, China. Fax: +86 531 88363002; Tel: + 86 531 88382235; Fax: +86 531 88382548; Tel: + 86 53188382589
Xi Chen - Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, USA. Fax: +1 530 7528995; Tel: + 1 530 7546037
Fengshan Wang - National Glycoengineering Research Center, School of Pharmaceutical Science, Shandong University, Jinan 250012, China. Fax: +86 531 88363002; Tel: + 86 531 88382235; Fax: +86 531 88382548; Tel: + 86 53188382589
Hongzhi Cao - National Glycoengineering Research Center, School of Pharmaceutical Science, Shandong University, Jinan 250012, China. Fax: +86 531 88363002; Tel: + 86 531 88382235; Fax: +86 531 88382548; Tel: + 86 53188382589
Publication Details: Organic & biomolecular chemistry, Vol.11(5), pp.842-848
Grant note: R01 HD065122 || HD / National Institute of Child Health & Human Development : NICHD
Academic Unit: Miller School of Medicine; UMMG Department of Public Health Sciences Research
Language: English
Resource Type: Journal article
PMID: 23241945
PMCID: PMC3616747
Record Identifier: 991031599383102976