Unit

UNIT 13.12 A Simple Chemical Synthesis of Sugar Nucleoside Diphosphates in Water

  1. Hidenori Tanaka,
  2. Yayoi Yoshimura,
  3. Ole Hindsgaul

Published Online: 8 OCT 2013

DOI: 10.1002/0471142700.nc1312s54

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Tanaka, H., Yoshimura, Y. and Hindsgaul, O. 2013. A Simple Chemical Synthesis of Sugar Nucleoside Diphosphates in Water. Current Protocols in Nucleic Acid Chemistry. 54:13.12:13.12.1–13.12.10.

Author Information

  1. Carlsberg Laboratory, Copenhagen, Denmark

Publication History

  1. Published Online: 8 OCT 2013

Abstract

Chemoenzymatic oligosaccharide synthesis is attractive since it eliminates the tedious multistep protection-deprotection requirements of pure chemical synthesis. Chemoenzymatic synthesis using glycosyltransferases, however, requires not only the correct enzyme to control both regio- and stereospecificity, but also the glycosyl donor to provide the sugar that is added. This unit describes a simple synthesis of sugar-nucleoside diphosphates (sugar-NDPs), the type of glycosyl donor (e.g., UDP-Glc, UDP-Gal, ADP-Glc) required by most glycosyltransferases, by using a chemical coupling reaction in water. The preparation of sugar-NDPs by this method therefore does not require any skills in synthetic organic chemistry. Curr. Protoc. Nucleic Acid Chem. 54:13.12.1-13.12.10. © 2013 by John Wiley & Sons, Inc.

Keywords:

  • chemical synthesis;
  • chemoenzymatic oligosaccharide synthesis;
  • glycosyl-transferase;
  • pyrophosphate formation;
  • sugar-nucleoside diphosphate;
  • sugar nucleotide