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A novel method to synthesize 1‐acyl‐ sn ‐glycero‐3‐phosphocholine and 1,2‐diacyl‐ sn ‐glycero‐3‐phosphocholine
Author(s) -
Marrapu Balakrishna,
Mallampalli Lakshmi Karuna,
Kaki Shiva Shanker,
Rachapudi Badari Narayana Prasad
Publication year - 2015
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.201400615
Subject(s) - phosphocholine , phosphatidylcholine , reagent , chemistry , phospholipid , stereochemistry , biochemistry , organic chemistry , membrane
A facile, efficient, solvent‐free method for the synthesis of phosphocholines and lyso phosphocholines in excellent yields has been developed employing sn ‐glycero‐3‐phosphocholine‐kieselguhr complex with shorter reaction times with the recycling of kieselguhr for further use. Fatty acids with chain lengths C 3 –C 6 and C 8 –C 18 formed 1,2‐diacyl‐ sn ‐glycero‐3‐phosphocholines and 1‐acyl‐ sn ‐glycero‐3‐phosphocholines respectively. Fatty acid chlorides (C 3 –C 18 ) resulted exclusively in 1,2‐diacyl‐ sn ‐glycero‐3‐phosphocholines. Practical applications: Synthetic methodology for the synthesis of symmetrical phosphatidylcholines is described. The described method uses kieselguhr as a catalyst and reagent which can be recycled after the reaction. By this method gram quantities of phosphatidylcholines can be prepared without the use of any other acylating reagents. The synthetic method is a novel approach for producing phosphatidylcholines and lysophosphatidylcholines which have wide range of applications. Synthesis of 1‐acyl‐ sn ‐glycero‐3‐phosphocholine and 1,2‐diacyl‐ sn ‐glycero‐3‐phosphocholine.