A scalable synthesis of the IP7 isomer, 5-PP-Ins(1,2,3,4,6)P5.
Honglu Zhang, James Thompson, Glenn D Prestwich
Index: Org. Lett. 11(7) , 1551-1554, (2009)
Full Text: HTML
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).
Related Compounds
Related Articles:
Synergistic inhibition of human Synergistic inhibition of human α-1, 3-fucosyltransferase V. Qiao L, et al
[J. Am. Chem. Soc. 118(33) , 7653-7662, (1996)]
Utilization of O-xylylene N,N-diethylphosphoramidite for the synthesis of phosphoric diesters. Watanabe Y, et al
[Tetrahedron Lett. 33(10) , 1313-1316, (1992)]