Design and synthesis of the penta(acetoxymethyl) ester of dioctanoyl phosphatidylinositol-3, 5-bisphosphate. Issue 23 (1st December 2016)

• Record Type: Journal Article
• Authors: Kanoh, Naoki; Mano, Kosuke; Saigusa, Daisuke; Usui, Takeo; Iwabuchi, Yoshiharu
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 26:Issue 23(2016)
• Page Start: 5770
• Page End: 5772
• Publication Date: 2016-12-01
• Subjects: Phosphatidylinositol 3, 5-bisphosphates -- Acetoxymethyl ester -- Dioctanoyl analog -- Chemical synthesis; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2016.10.046
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: 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).