title: A versatile approach to PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 from L-(-)-quebrachitol.
abstract: [reaction: see text] A versatile synthesis of PI(3,4)P2, PI(4,5)P2, and PI(3,4,5)P3 is disclosed, starting from L-(-)-quebrachitol, a byproduct of latex production. The crystalline nature of most intermediates and the utilization of inexpensive protecting groups facilitate this synthetic route and its scale-up.
authors.affiliation: Institute for Cognitive and Computational Science, Georgetown University Medical Center, Washington, DC 20007, USA.
authors.forename: L
authors.initials: L
authors.lastname: Qiao
authors.forename: Y
authors.initials: Y
authors.lastname: Hu
authors.forename: F
authors.initials: F
authors.lastname: Nan
authors.forename: G
authors.initials: G
authors.lastname: Powis
authors.forename: A P
authors.initials: AP
authors.lastname: Kozikowski
mesh_terms: D003460:Crystallization; D007294:Inositol / Q000031:analogs & derivatives* / Q000737:chemistry; D019269:Phosphatidylinositol 4,5-Diphosphate / Q000138:chemical synthesis*; D018129:Phosphatidylinositol Phosphates / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D019269:Phosphatidylinositol 4,5-Diphosphate; D018129:Phosphatidylinositol Phosphates; C060974:phosphatidylinositol 3,4,5-triphosphate; C060980:phosphatidylinositol 3,4-diphosphate; D007294:Inositol; C056476:quebrachitol