Structural Characterization of Mono- and Dimethylphosphatidylethanolamines from Various Organisms Using a Complex Analytical Strategy including Chiral Chromatography

0556540 - MBÚ 2023 CH eng J - Journal Article
Řezanka, Tomáš - Palyzová, Andrea - Vítová, Milada - Brányik, T. - Kulišová, M. - Jarošová Kolouchová, I.
Structural Characterization of Mono- and Dimethylphosphatidylethanolamines from Various Organisms Using a Complex Analytical Strategy including Chiral Chromatography.
Symmetry-Basel. Roč. 14, č. 3 (2022), č. článku 616. E-ISSN 2073-8994
EU Projects: European Commission(CZ) ATCZ172 - Interreg V-A Austria – Czech Republic
Institutional support: RVO:61388971
Keywords : performance liquid-chromatography * tandem mass-spectrometry * chain fatty-acids * phosphatidylcholine biosynthesis * hydrophilic interaction * shotgun lipidomics * multiple precursor * phosphatidic-acid * polar lipids * esi-ms/ms * mono- and dimethylphosphatidylethanolamines * bacteria * fungi * animals * algae * chiral chromatography
OECD category: Analytical chemistry
Impact factor: 2.7, year: 2022
Method of publishing: Open access
https://www.mdpi.com/2073-8994/14/3/616

Two minor phospholipids, i.e., mono- and/or dimethylphosphatidylethanolamines, are widespread in many organisms, from bacteria to higher plants and animals. A molecular mixture of methyl-PE and dimethyl-PE was obtained from total lipids by liquid chromatography and further identified by mass spectrometry. Total methyl-PE and dimethyl-PE were cleaved by phospholipase C, and the resulting diacylglycerols, in the form of acetyl derivatives, were separated into alkyl-acyl, alkenyl-acyl, and diacylglycerols. Reversed-phase LC/MS allowed dozens of molecular species to be identified and further analyzed. This was performed on a chiral column, and identification by tandem positive ESI revealed that diacyl derivatives from all four bacteria were mixtures of both R and S enantiomers. The same applied to alkenyl-acyl derivatives of anaerobic bacteria. Analysis thus confirmed that some bacteria biosynthesize phospholipids having both sn-glycerol-3-phosphate and sn-glycerol-1-phosphate as precursors. These findings were further supported by data already published in GenBank. The use of chiral chromatography made it possible to prove that both enantiomers of glycerol phosphate of some molecular species of mono- and dimethylphosphatidylethanolamines are present. The result of the analysis can be interpreted that the cultured bacteria do not have homochiral membranes but, on the contrary, have an asymmetric, i.e., heterochiral membranes.
Permanent Link: http://hdl.handle.net/11104/0331312