Examining the effect of regioisomerism on the physico-chemical properties of lysophosphatidylethanolamine-containing liposomes using fluoro probes. (November 2018)

• Record Type: Journal Article
• Authors: Yamamoto, Yusuke; Furukawa, Takayuki; Takeda, Seiji; Kashida, Hiroyuki; Chiba, Hitoshi; Hui, Shu-Ping
• Is Part Of: Chemistry and physics of lipids. Volume 216(2018)
• Page Start: 9
• Page End: 16
• Publication Date: 2018-11
• Subjects: DAST N, N-diethylaminosulfur trifluoride -- DCM dichloromethane -- DMAP N, N-dimethylaminopyridine -- DMF N, N-dimethylformamide -- EDC 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride -- EPA eicosapentaenoic acid -- LysoPLs lysophospholipids -- LPE lysophosphatidylethanolamine -- NASH non-alcoholic steatohepatitis -- PLs phospholipids -- PUFA polyunsaturated fatty acid -- TBDPS tert-butyldiphenylsilyl -- TFA trifluoroacetic acid -- THF tetrahydrofuran; Lysophosphatidylethanolamine -- Acyl migration -- Fluoro analogue -- Chemical synthesis -- Phase-transition temperature; Lipids -- Periodicals; Lipids -- Periodicals; Lipides -- Périodiques; Lipids; Periodicals; Electronic journals; 547.77
• DOI: 10.1016/j.chemphyslip.2018.08.001
• Languages: English
• ISSNs: 0009-3084

Abstract

Abstract: Lysophospholipids (LysoPLs) receive steadily increasing attention in the area of lipid chemistry and biology. However, the physico-chemical properties of individual LysoPL regioisomers have not yet been investigated. Herein, we report the synthesis of fluoro analogues of lysophosphatidylethanolamines (LPEs) and examine the physico-chemical properties of the LPE regioisomers using chemically synthesized fluoro probes.