出版社：American Society for Biochemistry and Molecular Biology
摘要：Imidazole catalyzed acylations of lysolipids by acyl-CoAs in water at room temperature and at a pH close to neutrality. In the presence of oleoyl-CoA and either lysophosphatidylcholine, 1-palmitoyl- sn -glycero-3-phosphocholine (LPC); lysophosphatidylglycerol, monoacyl- sn -glycero-3-phosphoglycerol; lysophosphatidyl acid, 1-oleoyl- sn -glycero-3-phosphate; lysophosphatidylserine, monoacyl- sn -glycero-3-phosphoserin; or lysophosphatidylethanolamine, monoacyl- sn -glycero-3-phosphoethanolamine, the corresponding phospholipids were synthesized. Similarly, the use of lyso-platelet activating factor, an ether analog of LPC, yielded the formation of 1- O -alkyl-2-oleoyl- sn -glycero-3-phosphocholine. In the presence of LPC, an imidazole-catalyzed synthesis of phosphatidylcholine (PC) occurred when medium, long, and very long chain acyl-CoAs were added. With hydroxyacyl-CoA, a similar PC synthesis was obtained. The process described in the present paper appears to offer several potential applications of interest for the synthesis of glycerophospholipids and triglycerides with labeled and/or an unusual or fragile fatty acid, or when suitable acyltransferases have not yet been described in the literature and/or are not commercially available. The method described is very safe and simple since lipids can be synthesized in tubes containing 0.7% imidazole in water, and left for a few hours at room temperature on the bench.
