title: One-step, nonenzymatic synthesis of O-acetyl-ADP-ribose and analogues from NAD and carboxylates.
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.
authors.affiliation: Sirtris, a GSK Company, 200 Technology Square, Suite 300, Cambridge, Massachusetts 02139, USA. bruce.2.szczepankiewicz@gsk.com
authors.forename: Bruce G
authors.initials: BG
authors.lastname: Szczepankiewicz
authors.forename: Karsten J
authors.initials: KJ
authors.lastname: Koppetsch
authors.forename: Robert B
authors.initials: RB
authors.lastname: Perni
mesh_terms: D000595:Amino Acid Sequence; D002264:Carboxylic Acids / Q000737:chemistry*; D006655:Histone Deacetylases; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009243:NAD / Q000737:chemistry* / Q000378:metabolism; D038961:O-Acetyl-ADP-Ribose / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D056565:Sirtuin 2 / Q000737:chemistry / Q000378:metabolism*; D037761:Sirtuins / Q000737:chemistry / Q000378:metabolism*
chemical_list: D002264:Carboxylic Acids; D038961:O-Acetyl-ADP-Ribose; D009243:NAD; D056565:Sirtuin 2; D037761:Sirtuins; D006655:Histone Deacetylases