Abstract
New ionization and detection techniques in mass spectrometry have been successfully applied for efficient analyses of complex biological systems. It is, however, still difficult to trace structural changes of a specific molecular species in such systems. In the present study, a molecular probe strategy in combination with tandem electrospray ionization mass spectrometry has been examined using synthetic deuterium-labeled phosphatidylcholine hydroperoxide (PC-OOH/D3) and ethyl-labeled phosphatidylcholine having docosahexaenoic acid side chain (DHA-PC/Et). Administration of a mixture of PC-OOH/D3 and DHA-PC/Et to human blood and human skin surface, followed by extraction and analysis with collision-induced tandem electrospray ionization mass spectrometry demonstrated that metabolites of both molecular probes can be detected simultaneously with strict selectivity. The present method is also found to be useful in tracing chemical changes of the unstable docosahexaenoyl group on the surface of processed fish. The activity of phospholipase A2 can also be assessed using a phospholipid molecular probe with a linoleoyl and a deuteriomethyl group via selective detection of the lyso-phospholipid product by mass spectrometry. The advantage of the present method is that no chromatographic separation is required and analysis can be performed under strictly the same condition for different molecular probes, affording multiple data by one experiment. The present strategy may be useful for tracing time-dependent phenomena in dynamic phospholipid biochemistry, and can be widely used for any biological and food systems.
Highlights
Many kinds of structurally-related phospholipid species 1 (Scheme 1) occur in biological systems due to numerous combinations of different fatty acids at sn-1 and sn-2 positions and the existence of different polar head groups [1,2]
New ionization and detection techniques in mass spectrometry have been successfully applied for efficient analyses of complex biological systems
Administration of a mixture of PC-OOH/D3 and Docosahexaenoic acid (DHA)-PC/Et to human blood and human skin surface, followed by extraction and analysis with collision-induced tandem electrospray ionization mass spectrometry demonstrated that metabolites of both molecular probes can be detected simultaneously with strict selectivity
Summary
Many kinds of structurally-related phospholipid species 1 (Scheme 1) occur in biological systems due to numerous combinations of different fatty acids at sn-1 and sn-2 positions and the existence of different polar head groups [1,2]. We will briefly describe use of synthetic phospholipid molecular probes in combination with electrospray ionization mass spectrometry for studying oxidative changes of phospholipid species in complex biological systems including human blood, human skin and processed foods. As shown, upper, we considered that when a mixture of 3 and 5 was applied on a complex biological system, both the molecular probes are exposed to exactly the same environment being subjected to structural modifications in each These modified PC species can be detected in a strictly selective manner in one ESI MAS measurement at m/z 187 for 3 and m/z 198 for 5 even in the presence of complex mixture of natural phospholipids. Since our method is speedy with no isolation procedure, it is potentially useful for analyses of changes in food characteristics and other complex biochemical phenomena
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