Rapid photolytic release of cytidine 5'-diphosphate from a coumarin derivative: a new tool for the investigation of ribonucleotide reductases

Ralph O Schönleber; Jürgen Bendig; Volker Hagen; Bernd Giese

doi:10.1016/s0968-0896(01)00254-1

Rapid photolytic release of cytidine 5'-diphosphate from a coumarin derivative: a new tool for the investigation of ribonucleotide reductases

Bioorg Med Chem. 2002 Jan;10(1):97-101. doi: 10.1016/s0968-0896(01)00254-1.

Authors

Ralph O Schönleber¹, Jürgen Bendig, Volker Hagen, Bernd Giese

Affiliation

¹ Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland.

PMID: 11738611
DOI: 10.1016/s0968-0896(01)00254-1

Abstract

In order to study the long-range radical transfer in the Escherichia coli ribonucleotide reductase (RNR), caged cytidine 5'-diphosphate (CDP) 1 was synthesized, which contains the photolabile (7-diethylaminocoumarin-4-yl)methyl moiety. The caged CDP 1 triggers the release of CDP when irradiated at wavelengths between 365 and 436 nm. The rate constant of the formation of alcohol 2 and cytidine 5'-diphosphate 3 is 2x10(8) s(-1) and the quantum efficiency for the disappearance of caged CDP 1 is 2.9%.

Publication types

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

MeSH terms

Coumarins / chemistry*
Cytidine Diphosphate / chemistry*
Hydrolysis
Mass Spectrometry / methods*
Ribonucleotide Reductases / chemistry*

Substances

Coumarins
Cytidine Diphosphate
Ribonucleotide Reductases