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

Amit Sachdeva, Scott K Silverman

Research output: Contribution to journalArticle

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-P V-O-P V) linkage. This finding highlights the relatively poor nucleophilicity of nitrogen using nucleic acid catalysts, indicating a major challenge for future experimental investigation.

Original languageEnglish (US)
Pages (from-to)122-125
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number1
DOIs
StatePublished - Jan 7 2012

Fingerprint

Catalytic DNA
lysine
nucleic acids
linkages
Nucleic Acids
Functional groups
attack
Nitrogen
deoxyribonucleic acid
reactivity
RNA
nitrogen
catalysts
Catalysts
DNA
phosphoramidic acid
triphosphoric acid
DNA-lysine adduct
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

DNA-catalyzed reactivity of a phosphoramidate functional group and formation of an unusual pyrophosphoramidate linkage. / Sachdeva, Amit; Silverman, Scott K.

In: Organic and Biomolecular Chemistry, Vol. 10, No. 1, 07.01.2012, p. 122-125.

Research output: Contribution to journalArticle

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