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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 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.