myo-Inositol 1,4,6-u-&phosphate, in optically inactive and active forms, was prepared in order to compare its biological activity with that of myo-inositol 1,3,4,6-tetrakisphosphate which releases Ca2+ from an intracellular store.
A chemoenzymatic synthesis of d-myo-inositol 1,4,5-trisphosphate
โ Scribed by Lei Ling; Shoichiro Ozaki
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 816 KB
- Volume
- 256
- Category
- Article
- ISSN
- 0008-6215
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โฆ Synopsis
Enzyme-catalyzed esterification of racemic 2,3-O-cyclohexylidene-myo-inositol (DL-1) proceeded exclusively in 1,4-dioxane to give optically pure L-1-O-acetyl-2,3-O-cyclohexylidene-myo-inositol (L-2) and D-2,3-O-cyclohexylidene-myo-inositol (D-1). A new practical route has been developed for the synthesis of D-myo-inositol 1,4,5-trisphosphate starting from D-1 via selective acylation of the 6-hydroxyl group.
๐ SIMILAR VOLUMES
Both natural D-and L-enantiomers of myo-lns(l,4,5)P3 were synthesized with specific activities 14-16 Ci/mmol. A suitable inositol derivative was resolved as the diastereomeric camphanate esters, and the chiral inositol derivatives were oxidized to the protected inosose. Reduction of each chirai keto
Novel routes to myo-inositol 1,4,5trisphosphate and a phosphorothioate analogue involving mixed P(V) and P(III) chemistry have been developed. Phosphorylation of 2,3,6-tri-O-benzyl-myo-inositol l-[di-(2,2,2-trichloroethyl) phosphate] with bis(2,2,2-trichloroethyl) phosphorochloridate gave a mixture