ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis of Choline Phosphatides, VIII1). Synthesis of Lecithin Analogues Derived from Sugar Alcohols: 2,3,4,5- Tetrastearoyl-hexanehexitol-1,6-diphosphorylcholines2,3,4,5-Tetrastearoyl-hexanehexitols obtained from mannitol and glucitol are phosphorylated in the 1- and 6-position using ß-bromoethyl-dichlorophosphate as phosphorylating agent. The phosphorylated intermediates are treated with trimethylamine resulting in products of lecithin-like structure (double-lecithins) : 2,3,4,5-tetrastearoyl-hexanehexitol-l,6-diphosphorylcholines (5a, b). This new class of phospholipids, formally built on C.C-connected glycerols, contains per „glycerol unit“ two molecules of fatty acid, one molecule of phosphate and one molecule of choline (scheme 1, p. 176). - 5 -7 represent model substances for studying the substrate requirements of enzymes like phospholipases and acyltransferases.
Notes:
2.3.4.5-Tetrastearoyl-hexite werden mit ß-Brom-ßthylphosphorsaure-dichlorid in 1.6-Stellung phosphoryliert. Reaktion der phosphorylierten Zwischenprodukte mit Trimethylamin führt zu 2.3.4.5-Tetrastearoyl-hexit-1.6-diphosphorsaurecholinestern (5a, b), d. h. zu C.C-verknüpften Doppellecithinen (Schema 1, S. 176).
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.19707380120
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