Issue 5, 2013
From the journal:

Organic & Biomolecular Chemistry

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

Jun Yan,a   Xi Chen,b   Fengshan Wang*ac  and  Hongzhi Cao*ad  

* Corresponding authors

a National Glycoengineering Research Center, School of Pharmaceutical Science, Shandong University, Jinan 250012, China
E-mail: hzcao@sdu.edu.cn, fswang@sdu.edu.cn
Fax: +86 531 88363002+86 531 88382548
Tel: +86 531 88382235+86 531 88382589

b Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, USA
E-mail: chen@chem.ucdavis.edu
Fax: +1 530 7528995
Tel: +1 530 7546037

c Key Laboratory of Chemical Biology (Ministry of Education), Shandong University, Jinan 250012, China

d State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Abstract

Fluorinated Thomsen–Friedenreich (T) antigens were synthesized efficiently 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 α-2–3-sialyltransferase.

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

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Article information

DOI
https://doi.org/10.1039/C2OB26989A
Article type
Paper
Submitted
12 Oct 2012
Accepted
21 Nov 2012
First published
22 Nov 2012

Org. Biomol. Chem., 2013,11, 842-848

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

J. Yan, X. Chen, F. Wang and H. Cao, Org. Biomol. Chem., 2013, 11, 842 DOI: 10.1039/C2OB26989A

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