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

H Zhang, J Thompson, GD Prestwich - Organic letters, 2009 - ACS Publications
H Zhang, J Thompson, GD Prestwich
Organic letters, 2009ACS Publications
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 …
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.
ACS Publications