Stereoselective synthesis of myo-inositol-1,3,4,5-tetrakisphosphate analogues from 6-deoxy d-inositol precursors
✍ Scribed by Didier Dubreuil; Jeannine Cleophax; Mauro Vieira de Almeida; C. Verre-Sebrié; Muriel Pipelier; Georges Vass; Stéphane D. Gero
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 631 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
The synthesis of 6-deoxy-D-myo-inositol-l,3,4,5-tetrakisphosphates is described. The access to opticaly pure Ins(l,3,4,5)P4 analogues was carried out from deoxy myo inositol precursors derived from D-galactose. Modification of Ins(1,3,4,5)P4 analogues by lipophilie substituents has been investigated in order to produce neutral phosphate derivatives aimed to be incorporated in cell membrane for in vivo evaluation.
📜 SIMILAR VOLUMES
In the paper by G. Horne and B. V. L. Potter published in Chem. Eur. J. 2001, 7, 80, there is a mistake in the drawing of some regiochemistry of the structural diagrams in Schemes 1 ± 3. The correct structures are given below.
Chemical synthesis of D-myo-inositol 1,3,4,5\_tetrakisphosphate was accomplished starting from myo-inositol.
Stereoselective Synthesis of 6-Deoxy and 3,6-Dideoxy-D-myo-inositol Precursors of Deoxy-myo-inositol Phosphate Analogues from D-Galactose. -The key step in the synthesis of the title compounds is the Ferrier rearrangement of pyranoside (II). Both resulting cyclohexanones (III) and (IV) can be trans