Unit

UNIT 13.4 Nucleoside-5′-Phosphoimidazolides: Reagents for Facile Synthesis of Dinucleoside Pyrophosphates

  1. Liqiang Chen,
  2. Dominik Rejman,
  3. Laurent Bonnac,
  4. Krzysztof W. Pankiewicz,
  5. Steven E. Patterson

Published Online: 1 JAN 2006

DOI: 10.1002/0471142700.nc1304s23

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Chen, L., Rejman, D., Bonnac, L., Pankiewicz, K. W. and Patterson, S. E. 2006. Nucleoside-5′-Phosphoimidazolides: Reagents for Facile Synthesis of Dinucleoside Pyrophosphates. Current Protocols in Nucleic Acid Chemistry. 23:13.4:13.4.1–13.4.10.

Author Information

  1. Center for Drug Design, The University of Minnesota, Minneapolis, Minnesota

Publication History

  1. Published Online: 1 JAN 2006
  2. Published Print: DEC 2005

Abstract

A facile method is presented for preparation of dinucleoside pyrophosphate derivatives based on reaction of a nucleoside 5′-monophosphate with carbonyldiimidazole followed by treatment of the resulting nucleoside 5′-phosphoimidazolide with a nucleoside 5′-phosphate. This method is suitable for preparation of pyrophosphates analogous to NAD, FAD, and related natural pyrophosphates. The resulting compounds are useful for mechanistic studies of enzymes that use natural pyrophosphates as co-factors or substrates, and in development of inhibitors that have potential applications as therapeutic agents.

Keywords:

  • NAD analog;
  • nucleoside pyrophosphate;
  • phosphoimidazole