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A Scalable Synthesis of the IP7 Isomer, 5-PP-Ins(1,2,3,4,6)P5

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journal contribution
posted on 02.04.2009, 00:00 authored by Honglu Zhang, James Thompson, Glenn D. Prestwich
The phosphorylated inositol diphosphates, including the diphosphoinositol pentakisphosphate regioisomers, play critical roles in signal transduction and cellular regulation. In particular, the IP7 isomer 5-PP-Ins(1,2,3,4,6)P5 is implicated in a nonenzymatic phosphate transfer converting a protein serine phosphate residue to a serine diphosphate. A scalable, practical new synthesis of 5-PP-Ins(1,2,3,4,6)P5 is described that also allows access to a variety of IP7 and IP8 regioisomers. The identity of the synthetic 5-PP-Ins(1,2,3,4,6)P5 was validated using IP6K1 to catalyze the conversion of IP7 + ADP to ATP + IP6.