doi: 10.1021/jo2008466.
Epub 2011 Jun 13.
One-step, nonenzymatic synthesis of O-acetyl-ADP-ribose and analogues from NAD and carboxylates
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- PMID: 21639110
- DOI: 10.1021/jo2008466
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One-step, nonenzymatic synthesis of O-acetyl-ADP-ribose and analogues from NAD and carboxylates
J Org Chem.
.
Abstract
O-Acetyl-ADP-ribose (OAADPR) is a metabolite produced from nicotinamide adenine dinucleotide (NAD) as a product of sirtuin-mediated protein deacetylation. We present here a simple, one-step, nonenzymatic synthesis of OAADPR from NAD and sodium acetate in acetic acid. We extended the reaction to other carboxylic acids, demonstrating that the reaction between NAD and nonaqueous carboxylate buffers produces mixtures of the corresponding 2'- and 3'-carboxylic esters.
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