1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol

Alan P. Kozikowski; Vassil I. Ognyanov; Abdul H. Fauq; Robert A. Wilcox; Stefan R. Nahorski

doi:10.1039/C39940000599

1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol

Alan P. Kozikowski, Vassil I. Ognyanov, Abdul H. Fauq, Robert A. Wilcox, Stefan R. Nahorski

Research output: Contribution to journal › Article › peer-review

29 Citations (Scopus)

Abstract

The novel 3-modified 1D-myo-inositol 1,4,5-trisphosphate [Ins(1,4,5)P ₃] analogues 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-inositol 1,2,3,5-tetrakisphosphate are synthesized from L-quebrachitol, and the preliminary results on their Ca ²⁺ releasing activity suggest that the Ins(1,4,5)P₃ receptor can accommodate some steric bulk in the axial region of the 3-position of Ins(1,4,5)P₃ when the equatorial 3-hydroxy group is retained.

Original language	English
Pages (from-to)	599-600
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	5
DOIs	https://doi.org/10.1039/C39940000599
Publication status	Published - 1994
Externally published	Yes

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Kozikowski, A. P., Ognyanov, V. I., Fauq, A. H., Wilcox, R. A., & Nahorski, S. R. (1994). 1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol. Journal of the Chemical Society, Chemical Communications, (5), 599-600. https://doi.org/10.1039/C39940000599

Kozikowski, Alan P. ; Ognyanov, Vassil I. ; Fauq, Abdul H. et al. / 1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol. In: Journal of the Chemical Society, Chemical Communications. 1994 ; No. 5. pp. 599-600.

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title = "1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol",

abstract = "The novel 3-modified 1D-myo-inositol 1,4,5-trisphosphate [Ins(1,4,5)P 3] analogues 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-inositol 1,2,3,5-tetrakisphosphate are synthesized from L-quebrachitol, and the preliminary results on their Ca 2+ releasing activity suggest that the Ins(1,4,5)P3 receptor can accommodate some steric bulk in the axial region of the 3-position of Ins(1,4,5)P3 when the equatorial 3-hydroxy group is retained.",

author = "Kozikowski, {Alan P.} and Ognyanov, {Vassil I.} and Fauq, {Abdul H.} and Wilcox, {Robert A.} and Nahorski, {Stefan R.}",

year = "1994",

doi = "10.1039/C39940000599",

language = "English",

pages = "599--600",

journal = "Journal of the Chemical Society, Chemical Communications",

issn = "0022-4936",

number = "5",

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Kozikowski, AP, Ognyanov, VI, Fauq, AH, Wilcox, RA & Nahorski, SR 1994, '1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol', Journal of the Chemical Society, Chemical Communications, no. 5, pp. 599-600. https://doi.org/10.1039/C39940000599

1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol. / Kozikowski, Alan P.; Ognyanov, Vassil I.; Fauq, Abdul H. et al.

In: Journal of the Chemical Society, Chemical Communications, No. 5, 1994, p. 599-600.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - 1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol

AU - Kozikowski, Alan P.

AU - Ognyanov, Vassil I.

AU - Fauq, Abdul H.

AU - Wilcox, Robert A.

AU - Nahorski, Stefan R.

PY - 1994

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AB - The novel 3-modified 1D-myo-inositol 1,4,5-trisphosphate [Ins(1,4,5)P 3] analogues 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-inositol 1,2,3,5-tetrakisphosphate are synthesized from L-quebrachitol, and the preliminary results on their Ca 2+ releasing activity suggest that the Ins(1,4,5)P3 receptor can accommodate some steric bulk in the axial region of the 3-position of Ins(1,4,5)P3 when the equatorial 3-hydroxy group is retained.

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JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

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Kozikowski AP, Ognyanov VI, Fauq AH, Wilcox RA, Nahorski SR. 1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol. Journal of the Chemical Society, Chemical Communications. 1994;(5):599-600. doi: 10.1039/C39940000599

1D-myo-inositol 1,4,5-trisphosphate and 1D-myo-inositol 1,3,4,5-tetrakisphosphate analogues modified at C-3; synthesis of 1D-3-C-(trifluoromethyl)-myo-inositol 1,4,5-trisphosphate and 1L-chiro-insitol 1,2,3,5-tetrakisphosphate from L-quebrachitol

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