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Issue 1, 2012
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DNA-catalyzed reactivity of a phosphoramidate functional group and formation of an unusual pyrophosphoramidate linkage

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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

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Publication details

The article was received on 06 Jul 2011, accepted on 14 Sep 2011 and first published on 14 Sep 2011


Article type: Paper
DOI: 10.1039/C1OB06088K
Citation: Org. Biomol. Chem., 2012,10, 122-125
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    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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