Dinuclear Zn(II) catalysts as biomimics of RNA and DNA phosphoryl transfer enzymes: changing the medium from water to alcohol provides enzyme-like rate enhancements

被引：49

作者：

Brown, R. Stan ^{[1
]}

Lu, Zhong-Lin ^{[1
]}

Liu, C. Tony ^{[1
]}

Tsang, Wing Yin ^{[1
]}

Edwards, David R. ^{[1
]}

Neverov, Alexei A. ^{[1
]}

机构：

[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2010年 / 23卷 / 01期

关键词：

alcoholysis; dinuclear Zn(II) catalyst; RNA and DNA models; PHOSPHATE DIESTER CLEAVAGE; INHIBITED PHOSPHOLIPASE-C; P-NITROPHENYL PHOSPHATE; METAL-ION CATALYSIS; TRANSITION-STATE; PHOSPHODIESTER CLEAVAGE; 3-DIMENSIONAL STRUCTURE; CRYSTAL-STRUCTURES; LA3+-CATALYZED METHANOLYSIS; POTENTIOMETRIC TITRATION;

D O I：

10.1002/poc.1584

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phosphodiesters are notoriously hydrolytically inert compounds that are demonstrated to have large accelerations of P-OR cleavage promoted by transition and lanthanide metal ions in methanol and ethanol media. This review commentary describes recent findings of how a simple mononuclear and a dinuclear Zn(II) complex promote the cleavage of a series of RNA models and DNA models in alcohol media. The discussion centers on the analysis of the mechanisms of cleavage, energetics of the catalytic process, on recent findings of electrophilic assistance of leaving group departure, and the observation of a rapid hydrolytic reaction of a DNA model promoted by the dinuclear Zn(II) complex in ethanol containing less than 2% water. Copyright (C) 2009 John Wiley & Sons, Ltd.

引用

页码：1 / 15

页数：15

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