AI Article Synopsis
- Naturally occurring phosphoinositides play crucial roles in biological processes, with acyl residues influencing their activity and formation.
- The study details a method for achieving specific acylation on the myo-inositol part of these molecules through stereocontrolled ortho ester rearrangement.
- The researchers successfully coupled these modified inositides to glycerols and demonstrated that the resulting phosphoglyceroinositides remain stable in chloroform solution for extended periods.
Article Abstract
[reaction: see text] Naturally occurring phosphoinositide glycoconjugates are equipped with varied acyl residues that are important for their biological activity and biosynthesis. This paper reports that acylation at O2 of the myo-inositol moiety can be achieved by stereocontrolled ortho ester rearrangement. Coupling to homo- or heterodiacylated glycerols was achieved via phosphoramidite methods, and exhaustive debenzylation by transfer hydrogenation afforded the deprotected phosphoglyceroinositides. The latter can be kept in chloroform solution at room temperature for over two months without migration of the inositol acyl group.
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