196306-70-4Relevant academic research and scientific papers
Synthesis and biological evaluation of phosphatidylinositol phosphate affinity probes
Conway, Stuart J.,Gardiner, James,Grove, Simon J. A.,Johns, Melloney K.,Lim, Ze-Yi,Painter, Gavin F.,Robinson, Diane E. J. E.,Schieber, Christine,Thuring, Jan W.,Wong, Leon S.-M.,Yin, Meng-Xin,Burgess, Antony W.,Catimel, Bruno,Hawkins, Phillip T.,Ktistakis, Nicholas T.,Stephens, Leonard R.,Holmes, Andrew B.
scheme or table, p. 66 - 76 (2010/04/29)
The synthesis of the complete family of phosphatidylinositol phosphate analogues (PIPs) from five key core intermediates A-E is described. These core compounds were obtained from myo-inositol orthoformate 1 via regioselective DIBAL-H and trimethylaluminium-mediated cleavages and a resolution-protection process using camphor acetals 10. Coupling of cores A-E with phosphoramidites 34 and 38, derived from the requisite protected lipid side chains, afforded the fully-protected PIPs. Removal of the remaining protecting groups was achieved via hydrogenolysis using palladium black or palladium hydroxide on carbon in the presence of sodium bicarbonate to afford the complete family of dipalmitoyl- and amino-PIP analogues 42, 45, 50, 51, 58, 59, 67, 68, 76, 77, 82, 83, 92, 93, 99 and 100. Investigations using affinity probes incorporating these compounds have identified novel proteins involved in the PI3K intracellular signalling network and have allowed a comprehensive proteomic analysis of phosphoinositide interacting proteins. The Royal Society of Chemistry 2010.
Synthesis and biological evaluation of a PtdIns(4,5)P2 and a phosphatidic acid affinity matrix
Lim, Ze-Yi,Thuring, Jan W.,Holmes, Andrew B.,Manifava, Maria,Ktistakis, Nicholas T.
, p. 1067 - 1075 (2007/10/03)
The full synthesis of phosphatidic acid (PA) and phosphatidylinositol 4,5-bisphosphate (PtdIns(4,5)P2)-coupled beads was reported. They were used as affinity matrices to identify PA-interacting proteins. A number of known proteins were identifi
Versatile synthesis of myo-inositol phospholipid precursors
Grove, Simon J. A.,Gilbert, Ian H.,Holmes, Andrew B.,Painter, Gavin F.,Hill, Malcolm L.
, p. 1633 - 1634 (2007/10/03)
Homochiral myo-inositol derivatives 16 and 20 and their corresponding enantiomers possessing either the natural or unnatural ring stereochemistry for inositol phospholipids are synthesised from myo-inositol derivatives 8 and 9 respectively using camphor d
