Nicotinamide Benzimidazolide Dinucleotides, Non-Cyclisable Analogues of NAD+

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

doi:10.1055/s-0034-1379000

Nicotinamide Benzimidazolide Dinucleotides, Non-Cyclisable Analogues of NAD⁺

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

Research output: Contribution to journal › Article › peer-review

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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 language	English
Pages (from-to)	2331-2336
Journal	Synlett
Volume	25
Issue number	16
Early online date	26 Aug 2014
DOIs	https://doi.org/10.1055/s-0034-1379000
Publication status	Published - 2014

Keywords

benzimidazoribosyl nucleosides
cyclic adenosine diphosphoribose
enzymes
nucleotides
phosphorylation

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-0034-1379000

lNettiercotinamide Benzimidazolide Dinucleotides, Non-Cyclisable Analogues ofFinal published version, 218 KB

Cite this

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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.",

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