One-Step, Nonenzymatic Synthesis of O-Acetyl-ADP-ribose and Analogues from NAD and Carboxylates

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• 作者：Bruce G. Szczepankiewicz ; Karsten J. Koppetsch ; Robert B. Perni
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：August 19, 2011
• 年：2011
• 卷：76
• 期：16
• 页码：6465-6474
• 全文大小：920K
• 年卷期：v.76,no.16(August 19, 2011)
• ISSN：1520-6904

文摘

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鈥? and 3鈥?carboxylic esters.