Synthesis of novel metabolically stable analogues of D-myo-inositol 1,4,5-trisphosphate

Abdul H. Fauq, Javid H. Zaidi, Robert A. Wilcox, Girlie Varvel, Stefan R. Nahorski, Alan P. Kozikowski, Christophé Erneux

Research output: Contribution to journalArticle

Abstract

Starting from L-quebrachitol, syntheses and biological activities of three novel analogues of the cellular second messenger D-myo-inositol 1,4,5-trisphosphate (IP3), 3-deoxy-3-fluoro-D-myo-inositol 1,4-bisphosphate 5-phosphorothioate (1a), 3-deoxy-3-fluoro-D-myo-inositol 1,5-bisphosphate 4-phosphorothioate (1b), and 3-deoxy-3-fluoro-D-myo-inositol 1-phosphate 4,5-bisphosphorothioate (1c) are described.

Original languageEnglish (US)
Pages (from-to)1917-1920
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number12
DOIs
StatePublished - Mar 18 1996
Externally publishedYes

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Inositol 1,4,5-Trisphosphate
Second Messenger Systems
Inositol
Bioactivity
inositol 1,4-bisphosphate 5-phosphorothioate
inositol 1-phosphate
quebrachitol
3-deoxy-3-fluoroinositol
3-deoxy-3-fluoroinositol 1,4,5-trisphosphate

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Fauq, A. H., Zaidi, J. H., Wilcox, R. A., Varvel, G., Nahorski, S. R., Kozikowski, A. P., & Erneux, C. (1996). Synthesis of novel metabolically stable analogues of D-myo-inositol 1,4,5-trisphosphate. Tetrahedron Letters, 37(12), 1917-1920. https://doi.org/10.1016/0040-4039(96)00169-4

Synthesis of novel metabolically stable analogues of D-myo-inositol 1,4,5-trisphosphate. / Fauq, Abdul H.; Zaidi, Javid H.; Wilcox, Robert A.; Varvel, Girlie; Nahorski, Stefan R.; Kozikowski, Alan P.; Erneux, Christophé.

In: Tetrahedron Letters, Vol. 37, No. 12, 18.03.1996, p. 1917-1920.

Research output: Contribution to journalArticle

Fauq, AH, Zaidi, JH, Wilcox, RA, Varvel, G, Nahorski, SR, Kozikowski, AP & Erneux, C 1996, 'Synthesis of novel metabolically stable analogues of D-myo-inositol 1,4,5-trisphosphate', Tetrahedron Letters, vol. 37, no. 12, pp. 1917-1920. https://doi.org/10.1016/0040-4039(96)00169-4
Fauq AH, Zaidi JH, Wilcox RA, Varvel G, Nahorski SR, Kozikowski AP et al. Synthesis of novel metabolically stable analogues of D-myo-inositol 1,4,5-trisphosphate. Tetrahedron Letters. 1996 Mar 18;37(12):1917-1920. https://doi.org/10.1016/0040-4039(96)00169-4
Fauq, Abdul H. ; Zaidi, Javid H. ; Wilcox, Robert A. ; Varvel, Girlie ; Nahorski, Stefan R. ; Kozikowski, Alan P. ; Erneux, Christophé. / Synthesis of novel metabolically stable analogues of D-myo-inositol 1,4,5-trisphosphate. In: Tetrahedron Letters. 1996 ; Vol. 37, No. 12. pp. 1917-1920.
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