Synthesis and biological activity of phosphatidylinositol-3,4,5-trisphosphorothioate.
Metabolically-stabilized analogs of PtdIns(3,4,5)P(3) have shown long-lived agonist activity for cellular events mediated by this phosphoinositide. We describe an efficient method for the total asymmetric synthesis of the trisphosphorothioate (PT) analog of PtdIns(3,4,5)P(3). Intracellular delivery of dipalmitoyl PtdIns(3,4,5)PT(3)-mimicked insulin in activating sodium transport in A6 cells.
Department of Medicinal Chemistry, The University of Utah, 419 Wakara Way, Suite 205, Salt Lake City, UT 84108-1257, USA.
Honglu
H
Zhang
Yong
Y
Xu
Nicolas
N
Markadieu
Renaud
R
Beauwens
Christophe
C
Erneux
Glenn D
GD
Prestwich
D006860:Hydrogen Bonding; D007294:Inositol / Q000138:chemical synthesis* / Q000494:pharmacology*; D010084:Oxidation-Reduction; D019269:Phosphatidylinositol 4,5-Diphosphate / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D015398:Signal Transduction
D019269:Phosphatidylinositol 4,5-Diphosphate; C528980:phosphatidylinositol-3,4,5-trisphosphorothioate; D007294:Inositol