Efficient chemoenzymatic synthesis of UDP-α-6-N3-glucose

Jiajia Wang; Dongzhe Zhang; Yinhang Wen; Xuefeng Cao; Jing Ma; Peng George Wang

doi:10.1016/j.bmcl.2019.02.002

Efficient chemoenzymatic synthesis of UDP-α-6-N₃-glucose

Bioorg Med Chem Lett. 2019 May 1;29(9):1148-1151. doi: 10.1016/j.bmcl.2019.02.002. Epub 2019 Feb 2.

Authors

Jiajia Wang¹, Dongzhe Zhang², Yinhang Wen², Xuefeng Cao³, Jing Ma⁴, Peng George Wang⁵

Affiliations

¹ School of Basic Medical Sciences, Henan University Joint National Laboratory for Antibody Drug Engineering, Kaifeng, Henan 475004, People's Republic of China; Department of Chemistry and Center of Diagnostics & Therapeutics, Georgia State University, 50 Decatur St SE, Atlanta, GA 30303, United States.
² School of Basic Medical Sciences, Henan University Joint National Laboratory for Antibody Drug Engineering, Kaifeng, Henan 475004, People's Republic of China.
³ Department of Chemistry and Center of Diagnostics & Therapeutics, Georgia State University, 50 Decatur St SE, Atlanta, GA 30303, United States.
⁴ Institute of Chemical Biology, College of Pharmacy, Henan University, Kaifeng, People's Republic of China. Electronic address: majing.1988.ok@163.com.
⁵ Department of Chemistry and Center of Diagnostics & Therapeutics, Georgia State University, 50 Decatur St SE, Atlanta, GA 30303, United States. Electronic address: pwang11@gsu.edu.

PMID: 30826291
DOI: 10.1016/j.bmcl.2019.02.002

Abstract

A novel chemo-enzymatic synthetic method for UDP-α-6-N₃-glucose was developed by combining the versatility of chemical synthesis and natural enzyme stereo-selectivity of Bifidobacterium longum (BLUSP). This flexible and efficient platform expanded the substrate scope for UDP-sugars on an improved scale, particularly for UDP-sugar substrates containing bioorthogonal functional groups.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Bifidobacterium longum / enzymology*
Bifidobacterium longum / metabolism
Drug Design
Glucose / analogs & derivatives*
Glucose / chemistry
Uridine Diphosphate Sugars / chemical synthesis*

Substances

Uridine Diphosphate Sugars
Glucose