Design and synthesis of an inositol phosphate analog based on computational docking studies

作者：Peng Zhenghong; Maxwell David; Sun Duoli; Ying Yunming; Schuber Paul T Jr; Prasad Basvoju A Bhanu; Gelovani Juri; Yung Wai Kwan Alfred; Bornmann William G^*

来源：Tetrahedron, 2014, 70(4): 984-990.

DOI：10.1016/j.tet.2013.11.092

• Inositol
• IP3-3K
• Ins(1,4,5)P-3
• F-18-FDMCI-3 '-phosphate
• (+)-Cyclophellitol

A virtual library of 54 inositol analog mimics of In(1,4,5)P-3 has been docked, scored, and ranked within the binding site of human inositol 1,4,5-trisphosphate 3-kinase A (IP3-3KA). Chemical synthesis of the best scoring structure that also met distance criteria for 3'-OH to -P in phosphate has been attempted along with the synthesis of (1S,2R,3S,4S)-3-fluoro-2,4-dihydroxycyclohexanecarboxylic acid as an inositol analog, useful for non-invasive visualization and quantitation of IP3-3KA enzymatic activity.

• 出版日期2014-1-28