Analogues of phosphatidylinositol and related materials.

Title: Analogues of phosphatidylinositol and related materials.
Identifier: AAI9325136
identifier: 9325136
Creator: Pratt, Clifford.
Contributor: Adviser: Robert Engel
Date: 1993
Language: English
Publisher: City University of New York.
Subject: Chemistry, Organic | Chemistry, Biochemistry
Abstract: The synthesis of a series of enantiomerically pure, differentially protected, D-myo-inositol molecules has been accomplished in which the hydroxyl functionalities on positions #1, #4 and #5 of the myo-inositol ring system have been left accessible for future derivatization as phosphonic acid type analogues of phosphatidylinositol and related materials. Also, a convergent synthesis of an isosteric phosphonic acid analogue of phosphatidylinositol has been accomplished in which a non-hydrolyzable P-C-C linkage is present in place of the normal P-O-C esteric linkage joining the phosphate and diacylglycerol portions of the molecule. This analogue also possesses a vinylic linkage present on the lipid backbone which will provide an electron rich site adjacent to phosphorus while maintaining an enzymatically non-labile carbon-phosphorus bond. This species should serve as an excellent analogue for studying the activity of enzymes such as phospholipase C which are known to act on the normal esteric P-O-C linkage of this molecule.
Type: dissertation
Source: PQT Legacy CUNY.xlsx
degree: Ph.D.