Literature DB >> 3689330

myo-Inositol phosphorothioates, phosphatase-resistant analogues of myo-inositol phosphates. Synthesis of DL-myo-inositol 1,4-bisphosphate and DL-myo-inositol 1,4-bisphosphorothioate.

M R Hamblin1, J S Flora, B V Potter.   

Abstract

Syntheses of a metabolite of the second messenger myo-inositol 1,4,5-trisphosphate, myo-inositol 1,4-bisphosphate, and an analogue, the 1,4-bisphosphorothioate, are reported, by using phosphite chemistry on (+/-)-1,2:4,5-di-isopropylidene-myo-inositol. The synthesis of (+/-)-1,2:4,5-di-isopropylidene 3,6-bis[di-(2-cyanoethyl)]phosphite provides an intermediate that can be oxidized to either the corresponding bisphosphate or bisphosphorothioate. myo-Inositol phosphorothioates are proposed as novel analogues of myo-inositol phosphates; their resistance to phosphatase-catalysed breakdown is reported.

Entities:  

Mesh：

Substances：

Year:  1987        PMID： 3689330      PMCID： PMC1148343          DOI： 10.1042/bj2460771

Source DB:  PubMed          Journal:  Biochem J        ISSN： 0264-6021            Impact factor:   3.857


  16 in total

1.  Myo-inositol phosphates obtained by alkaline hydrolysis of beef brain phosphoinositide.

Authors:  C GRADO; C E BALLOU
Journal:  J Biol Chem       Date:  1961-01       Impact factor: 5.157

Review 2.  Nucleoside phosphorothioates.

Authors:  F Eckstein
Journal:  Annu Rev Biochem       Date:  1985       Impact factor: 23.643

3.  Nucleoside phosphorothioates.

Authors:  F Eckstein
Journal:  J Am Chem Soc       Date:  1970-07-29       Impact factor: 15.419

4.  Investigation of enzyme mechanisms with nucleoside phosphorothioates.

Authors:  F Eckstein
Journal:  Angew Chem Int Ed Engl       Date:  1975-03       Impact factor: 15.336

5.  Isolation of a phosphomonoesterase from human platelets that specifically hydrolyzes the 5-phosphate of inositol 1,4,5-trisphosphate.

Authors:  T M Connolly; T E Bross; P W Majerus
Journal:  J Biol Chem       Date:  1985-07-05       Impact factor: 5.157

Review 6.  Inositol trisphosphate, a novel second messenger in cellular signal transduction.

Authors:  M J Berridge; R F Irvine
Journal:  Nature       Date:  1984 Nov 22-28       Impact factor: 49.962

7.  Stepwise enzymatic dephosphorylation of inositol 1,4,5-trisphosphate to inositol in liver.

Authors:  D J Storey; S B Shears; C J Kirk; R H Michell
Journal:  Nature       Date:  1984 Nov 22-28       Impact factor: 49.962

8.  Polymer support oligonucleotide synthesis XVIII: use of beta-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product.

Authors:  N D Sinha; J Biernat; J McManus; H Köster
Journal:  Nucleic Acids Res       Date:  1984-06-11       Impact factor: 16.971

9.  Release of Ca2+ from a nonmitochondrial intracellular store in pancreatic acinar cells by inositol-1,4,5-trisphosphate.

Authors:  H Streb; R F Irvine; M J Berridge; I Schulz
Journal:  Nature       Date:  1983 Nov 3-9       Impact factor: 49.962

10.  Inositol trisphosphates in carbachol-stimulated rat parotid glands.

Authors:  R F Irvine; A J Letcher; D J Lander; C P Downes
Journal:  Biochem J       Date:  1984-10-01       Impact factor: 3.857
View more
  5 in total

1.  Inositol 1,3,4,5-tetrakisphosphate is essential for sustained activation of the Ca2+-dependent K+ current in single internally perfused mouse lacrimal acinar cells.

Authors:  L Changya; D V Gallacher; R F Irvine; B V Potter; O H Petersen
Journal:  J Membr Biol       Date:  1989-07       Impact factor: 1.843

2.  Fructose 2,6-bisphosphate and its phosphorothioate analogue. Comparison of their hydrolysis and action on glycolytic and gluconeogenic enzymes.

Authors:  M H Rider; D A Kuntz; L Hue
Journal:  Biochem J       Date:  1988-07-15       Impact factor: 3.857

3.  Ca2+ release by inositol-trisphosphorothioate in isolated triads of rabbit skeletal muscle.

Authors:  C Valdivia; H H Valdivia; B V Potter; R Coronado
Journal:  Biophys J       Date:  1990-06       Impact factor: 4.033

4.  Stereospecific mobilization of intracellular Ca2+ by inositol 1,4,5-triphosphate. Comparison with inositol 1,4,5-trisphosphorothioate and inositol 1,3,4-trisphosphate.

Authors:  J Strupish; A M Cooke; B V Potter; R Gigg; S R Nahorski
Journal:  Biochem J       Date:  1988-08-01       Impact factor: 3.857

5.  Two-dimensional model of calcium waves reproduces the patterns observed in Xenopus oocytes.

Authors:  S Girard; A Lückhoff; J Lechleiter; J Sneyd; D Clapham
Journal:  Biophys J       Date:  1992-02       Impact factor: 4.033
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.