Carboxylic groups as cofactors in the lanthanide-catalyzed hydrolysis of phosphate esters. Stabilities of europium(III) complexes with aza-benzo-15-crown-5 ether derivatives and their catalytic activity vs bis(p-nitrophenyl)phosphate and DNA

Citation
A. Roigk et al., Carboxylic groups as cofactors in the lanthanide-catalyzed hydrolysis of phosphate esters. Stabilities of europium(III) complexes with aza-benzo-15-crown-5 ether derivatives and their catalytic activity vs bis(p-nitrophenyl)phosphate and DNA, ORG LETT, 1(6), 1999, pp. 833-835
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
6
Year of publication
1999
Pages
833 - 835
Database
ISI
SICI code
1523-7060(19990923)1:6<833:CGACIT>2.0.ZU;2-T
Abstract
[GRAPHICS] The stability of europium(III) complexes with benzocrown ether derivatives 2-4 containing carboxylic functions with methylene spacers of different len gth was found to vary surprisingly little. In sharp contrast, the hydrolyti c activity of these catalysts against bis(p-nitrophenyl)-phosphate (BNPP) v aried by a factor of 30. The results show for the first time the efficiency of the carboxylic group as cofactor in phosphate ester hydrolysis, which u ntil now was established only in some enzymes, Other than with BNPP, the hy drolysis with plasmid DNA (nicking experiments) showed no rate enhancement.