Electrospray ionization mass spectrometry of

作者: Nona Khaselev , Robert C. Murphy

DOI: 10.1016/S1044-0305(99)00158-0

关键词: MoietyChemistryElectrospray ionizationSubstituentDouble bondVinyl etherOrganic chemistryCarboxylateMedicinal chemistryProton affinityEther

摘要: Lysoglycerophosphocholine lipids (lyso-GPC) are important intermediates in the synthesis and metabolism of glycerophosphocholine which major components cellular lipid bilayer. Significant differences collisional induced decomposition (CID) behavior were observed for each four different subtypes lyso-GPC both positive negative ions. A difference was initial CID product ions derived from [M + H]+ with loss water that very abundant acyl have a fatty acid ester substituent at either sn- 1 or 2 positions. Loss neutral not prominent case plasmenyl plasmanyl species. The mechanism responsible this consistent higher proton affinity carboxyl carbonyl oxygen atoms vinyl ether found lipids, respectively, as compared to carbinol atom common all Collisional activation − 15]− also revealed distinctive compounds showed facile elimination highly stable carboxylate anion, whereas species underwent fragmentation aldehyde, likely result rearrangement involving double bond moiety. alkyl (plasmanyl lipids) did undergo reaction other permitted differentiation acyl, plasmenyl, subtypes.

参考文章(30)
Peter B. Corr, J. E. Saffitz, B. E. Sobel, Lysophospholipids, long chain acylcarnitines and membrane dysfunction in the ischaemic heart Basic Research in Cardiology. pp. 199- 208 ,(1987) , 10.1007/978-3-662-08390-1_24
Irmin Pascher, Staffan Sundell, Helmut Hauser, Polar group interaction and molecular packing of membrane lipids: The crystal structure of lysophosphatidylethanolamine Journal of Molecular Biology. ,vol. 153, pp. 807- 824 ,(1981) , 10.1016/0022-2836(81)90420-4
F H Chilton, R C Murphy, Remodeling of arachidonate-containing phosphoglycerides within the human neutrophil Journal of Biological Chemistry. ,vol. 261, pp. 7771- 7777 ,(1986) , 10.1016/S0021-9258(19)57467-1
Jean E. Vance, Dennis E. Vance, Biochemistry of Lipids, Lipoproteins, and Membranes ,(2002)
S S Vogel, E A Leikina, L V Chernomordik, Lysophosphatidylcholine reversibly arrests exocytosis and viral fusion at a stage between triggering and membrane merger. Journal of Biological Chemistry. ,vol. 268, pp. 25764- 25768 ,(1993) , 10.1016/S0021-9258(19)74455-X
J L Kerwin, A R Tuininga, L H Ericsson, Identification of molecular species of glycerophospholipids and sphingomyelin using electrospray mass spectrometry. Journal of Lipid Research. ,vol. 35, pp. 1102- 1114 ,(1994) , 10.1016/S0022-2275(20)40106-3
G. Roger Fenwick, John Eagles, Ron Self, Fast atom bombardment mass spectrometry of intact phospholipids and related compounds Biological Mass Spectrometry. ,vol. 10, pp. 382- 386 ,(1983) , 10.1002/BMS.1200100608