Rapid photolytic release of cytidine 5'-diphosphate from a coumarin derivative: a new tool for the investigation of ribonucleotide reductases.
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%.
Schönleber
Ralph O
RO
Department of Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056, Basel, Switzerland.
Bendig
Jürgen
J
Hagen
Volker
V
Giese
Bernd
B
D003374:Coumarins / Q000737:chemistry*; D003565:Cytidine Diphosphate / Q000737:chemistry*; D006868:Hydrolysis; D013058:Mass Spectrometry / Q000379:methods*; D012264:Ribonucleotide Reductases / Q000737:chemistry*
D003374:Coumarins; D003565:Cytidine Diphosphate; D012264:Ribonucleotide Reductases