Two strategies for the synthesis of the biologically important ATP analogue ApppI, at a multi-milligram scale

Beilstein J Org Chem. 2015 Nov 13:11:2189-93. doi: 10.3762/bjoc.11.237. eCollection 2015.

Abstract

Two strategies for the synthesis of the ATP (adenosine triphosphate) analogue ApppI [1-adenosin-5'-yl 3-(3-methylbut-3-enyl)triphosphoric acid diester] (1) are described. ApppI is an active metabolite of the mevalonate pathway and thus is of major biological significance. Chemically synthezised ApppI was purified by using triethylammonium bicarbonate as the counter ion in ion-pair chromatography and characterized by (1)H, (13)C, (31)P NMR and MS spectroscopical methods.

Keywords: ATP analogue; ApppI; HPLC; purification; synthesis.