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Literature DB >> 18060773

Synthesis and biological activity of phosphatidylinositol-3,4,5-trisphosphorothioate.

Honglu Zhang¹, Yong Xu, Nicolas Markadieu, Renaud Beauwens, Christophe Erneux, Glenn D Prestwich.

Abstract

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.

Entities: Chemical Gene

Mesh：

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Year: 2007 PMID： 18060773 PMCID： PMC2255567 DOI： 10.1016/j.bmcl.2007.11.041

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

22 in total

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Journal: Trends Pharmacol Sci Date: 2003-07 Impact factor: 14.819

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Journal: Biochemistry Date: 1968-11 Impact factor: 3.162

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Authors: S Ozaki; D B DeWald; J C Shope; J Chen; G D Prestwich
Journal: Proc Natl Acad Sci U S A Date: 2000-10-10 Impact factor: 11.205

5. Phosphatidylinositol 3,4,5-trisphosphate: an early mediator of insulin-stimulated sodium transport in A6 cells.

Authors: Nicolas Markadieu; Daniel Blero; Alain Boom; Christophe Erneux; Renaud Beauwens
Journal: Am J Physiol Renal Physiol Date: 2004-04-20

6. Hormone effects on transport in cultured epithelia with high electrical resistance.

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Journal: Am J Physiol Date: 1981-03

7. Stabilized phosphatidylinositol-5-phosphate analogues as ligands for the nuclear protein ING2: chemistry, biology, and molecular modeling.

Authors: Wei Huang; Honglu Zhang; Foteini Davrazou; Tatiana G Kutateladze; Xiaobing Shi; Or Gozani; Glenn D Prestwich
Journal: J Am Chem Soc Date: 2007-05-01 Impact factor: 15.419

Review 8. Phosphoinositide signaling; from affinity probes to pharmaceutical targets.

Authors: Glenn D Prestwich
Journal: Chem Biol Date: 2004-05

9. An inositol tetrakisphosphate-containing phospholipid in activated neutrophils.

Authors: A E Traynor-Kaplan; A L Harris; B L Thompson; P Taylor; L A Sklar
Journal: Nature Date: 1988-07-28 Impact factor: 49.962

10. Intracellular delivery of phosphatidylinositol (3,4,5)-trisphosphate causes incorporation of glucose transporter 4 into the plasma membrane of muscle and fat cells without increasing glucose uptake.

Authors: Gary Sweeney; Rami R Garg; Rolando B Ceddia; Dailin Li; Manabu Ishiki; Romel Somwar; Leonard J Foster; Paul O Neilsen; Glenn D Prestwich; Assaf Rudich; Amira Klip
Journal: J Biol Chem Date: 2004-05-27 Impact factor: 5.157

2 in total

1. 5-Stabilized phosphatidylinositol 3,4,5-trisphosphate analogues bind Grp1 PH, inhibit phosphoinositide phosphatases, and block neutrophil migration.

Authors: Honglu Zhang; Ju He; Tatiana G Kutateladze; Takahiro Sakai; Takehiko Sasaki; Nicolas Markadieu; Christophe Erneux; Glenn D Prestwich
Journal: Chembiochem Date: 2010-02-15 Impact factor: 3.164

2. A scalable synthesis of the IP7 isomer, 5-PP-Ins(1,2,3,4,6)P5.

Authors: Honglu Zhang; James Thompson; Glenn D Prestwich
Journal: Org Lett Date: 2009-04-02 Impact factor: 6.005

2 in total