Synthesis of three enantiomeric pairs of scyllo-inositol phosphate and molecular interactions between all possible regioisomers of scyllo-inositol phosphate and inositol 1,4,5-trisphosphate 3-kinase

Abstract

Scyllo-Inositol phosphates, which are among the stereoisomers of myo-inositol phosphate, can have 15 possible regio-isomers including three enantiomeric pairs: scyllo-I(1,2)P-2, scyllo-I(1,2,4)P-3, Scyllo-I(1,2,3,4)P-4. We herein describe the facile synthetic routes to the three enantiomeric pairs 4 scyllo-inositol phosphate and the molecular interactions between 15 regioisomers of scyllo-inositol phosphate and inositol 1,4,5-trisphosphate 3-kinase. Geometry of the enzyme binding site is discussed. (C) 2003 Elsevier Ltd. All rights reserved.