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A scalable synthesis of the IP7 isomer, 5-PP-Ins(1,2,3,4,6)P5.

ABSTRACT: The phosphorylated inositol diphosphates, including the diphosphoinositol pentakisphosphate regioisomers, play critical roles in signal transduction and cellular regulation. In particular, the IP(7) isomer 5-PP-Ins(1,2,3,4,6)P(5) 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)P(5) is described that also allows access to a variety of IP(7) and IP(8) regioisomers. The identity of the synthetic 5-PP-Ins(1,2,3,4,6)P(5) was validated using IP6K1 to catalyze the conversion of IP(7) + ADP to ATP + IP(6).

SUBMITTER: Zhang H 

PROVIDER: S-EPMC2727512 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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A scalable synthesis of the IP7 isomer, 5-PP-Ins(1,2,3,4,6)P5.

Zhang Honglu H   Thompson James J   Prestwich Glenn D GD  

Organic letters 20090401 7

The phosphorylated inositol diphosphates, including the diphosphoinositol pentakisphosphate regioisomers, play critical roles in signal transduction and cellular regulation. In particular, the IP(7) isomer 5-PP-Ins(1,2,3,4,6)P(5) 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)P(5) is described that also allows access to a variety of IP(7) and IP(8) regioisomers. Th  ...[more]