title: Design and synthesis of the penta(acetoxymethyl) ester of dioctanoyl phosphatidylinositol-3,5-bisphosphate.
abstract: Extracellular administration of water-soluble and membrane-permeant analogs of phosphatidylinositol phosphates (PIPs) is a useful strategy for understanding the cellular roles of PIPs as well as the mode of action of drugs whose biological activity is associated with PIPs. We herein established the synthetic route to the dioctanoyl analogue of phosphatidylinositol 3,5-bisphosphate (di-C8-PI(3,5)P2) and its penta(acetoxymethyl) ester (di-C8-PI(3,5)P2/5AM).
authors.affiliation: Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Kanoh
authors.affiliation: Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
authors.forename: Kosuke
authors.initials: K
authors.lastname: Mano
authors.affiliation: Tohoku Medical Megabank Organization, Tohoku University, 2-1 Seiryo-machi, Aoba-ku, Sendai, 980-8573, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Saigusa
authors.affiliation: Graduate School of Life and Environmental Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8572, Japan.
authors.forename: Takeo
authors.initials: T
authors.lastname: Usui
authors.affiliation: Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
authors.forename: Yoshiharu
authors.initials: Y
authors.lastname: Iwabuchi
mesh_terms: D015195:Drug Design; D004952:Esters / Q000737:chemistry*; D018129:Phosphatidylinositol Phosphates / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D004952:Esters; D018129:Phosphatidylinositol Phosphates; C106336:phosphatidylinositol 3,5-diphosphate
keywords: Acetoxymethyl ester; Chemical synthesis; Dioctanoyl analog; Phosphatidylinositol 3,5-bisphosphates