Nicotinamide Benzimidazolide Dinucleotides, Non-Cyclisable Analogues of NAD+

Philip Redpath, Jolanta Haluszczak, Simon J. Macdonald, Marie E. Migaud

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Abstract

Benzimidazole-based nucleotides and dinucleotides have been synthesised to increase the range of chemical tools available to probe the NAD+ biology space. They were examined for their reactivity in alkylation-type reactions, where they yielded unstable alkylated heteoaromatic adducts, both chemically and enzymatically. While unsuited for NAD+ cyclases, these NAD+ analogues could be viable substrates for non-adenine modifying NAD+-dependent enzyme classes.
Original languageEnglish
Pages (from-to)2331-2336
JournalSynlett
Volume25
Issue number16
Early online date26 Aug 2014
DOIs
Publication statusPublished - 2014

Keywords

  • benzimidazoribosyl nucleosides
  • cyclic adenosine diphosphoribose
  • enzymes
  • nucleotides
  • phosphorylation

ASJC Scopus subject areas

  • Organic Chemistry

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