Issue 1, 2012

DNA-catalyzed reactivity of a phosphoramidate functional group and formation of an unusual pyrophosphoramidate linkage

Abstract

During in vitro selection for DNA-catalyzed lysine reactivity, we identified a deoxyribozyme that instead catalyzes nucleophilic attack of a phosphoramidate functional group at a 5′-triphosphate-RNA, forming an unusual pyrophosphoramidate (N–PV–O–PV) linkage. This finding highlights the relatively poor nucleophilicity of nitrogen using nucleic acid catalysts, indicating a major challenge for future experimental investigation.

Graphical abstract: DNA-catalyzed reactivity of a phosphoramidate functional group and formation of an unusual pyrophosphoramidate linkage

Supplementary files

Article information

Article type
Paper
Submitted
06 Jul 2011
Accepted
14 Sep 2011
First published
14 Sep 2011

Org. Biomol. Chem., 2012,10, 122-125

DNA-catalyzed reactivity of a phosphoramidate functional group and formation of an unusual pyrophosphoramidate linkage

A. Sachdeva and S. K. Silverman, Org. Biomol. Chem., 2012, 10, 122 DOI: 10.1039/C1OB06088K

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