Toward the synthesis of caged cell membrane permeant phosphatidylinositol polyphosphates

ORGN 515

Melloney K. Johns, Stuart J. Conway, Andrew B. Holmes, Ze-Yi Lim, and Christoph Meyer. Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, United Kingdom

Phosphatidylinositol polyphosphates (PIPs) are an important class of membrane phospholipids that serve as intracellular signalling molecules in numerous eukaryotic processes.  Of particular interest are the 3-phosphorylated PIPs, which are thought to mediate a wide range of cell functions, including cell movement, mitosis and glucose transport.

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The precise cellular functions of the PIPs are not fully understood.  Investigation of their roles in intact cells is problematic as these phospholipids are unable to cross the cell membrane by passive diffusion.  Progress towards the synthesis and biological evaluation of membrane permeant PIP analogs with the negatively charged phosphate groups protected by hydrophobic photocleavable caging groups will be presented.