title: Direct infusion mass spectrometry of oxylipin-containing Arabidopsis membrane lipids reveals varied patterns in different stress responses.
abstract: Direct infusion electrospray ionization triple quadrupole precursor scanning for three oxidized fatty acyl anions revealed 86 mass spectral peaks representing polar membrane lipids in extracts from Arabidopsis (Arabidopsis thaliana) infected with Pseudomonas syringae pv tomato DC3000 expressing AvrRpt2 (PstAvr). Quadrupole time-of-flight and Fourier transform ion cyclotron resonance mass spectrometry provided evidence for the presence of membrane lipids containing one or more oxidized acyl chains. The membrane lipids included molecular species of phosphatidylcholine, phosphatidylethanolamine, phosphatidylglycerol, digalactosyldiacylglycerol, monogalactosyldiacylglycerol, and acylated monogalactosyldiacylglycerol. The oxidized chains were identified at the level of chemical formula and included C(18)H(27)O(3) (abbreviated 18:4-O, to indicate four double bond equivalents and one oxygen beyond the carbonyl group), C(18)H(29)O(3) (18:3-O), C(18)H(31)O(3) (18:2-O), C(18)H(29)O(4) (18:3-2O), C(18)H(31)O(4) (18:2-2O), and C(16)H(23)O(3) (16:4-O). Mass spectral signals from the polar oxidized lipid (ox-lipid) species were quantified in extracts of Arabidopsis leaves subjected to wounding, infection by PstAvr, infection by a virulent strain of P. syringae, and low temperature. Ox-lipids produced low amounts of mass spectral signal, 0.1% to 3.2% as much as obtained in typical direct infusion profiling of normal-chain membrane lipids of the same classes. Analysis of the oxidized membrane lipid species and normal-chain phosphatidic acids indicated that stress-induced ox-lipid composition differs from the basal ox-lipid composition. Additionally, different stresses result in the production of varied amounts, different timing, and different compositional patterns of stress-induced membrane lipids. These data form the basis for a working hypothesis that the stress-specific signatures of ox-lipids, like those of oxylipins, are indicative of their functions.
authors.affiliation: Kansas Lipidomics Research Center, Division of Biology, Kansas State University, Manhattan, Kansas 66506, USA.
authors.forename: Hieu Sy
authors.initials: HS
authors.lastname: Vu
authors.forename: Pamela
authors.initials: P
authors.lastname: Tamura
authors.forename: Nadezhda A
authors.initials: NA
authors.lastname: Galeva
authors.forename: Ratnesh
authors.initials: R
authors.lastname: Chaturvedi
authors.forename: Mary R
authors.initials: MR
authors.lastname: Roth
authors.forename: Todd D
authors.initials: TD
authors.lastname: Williams
authors.forename: Xuemin
authors.initials: X
authors.lastname: Wang
authors.forename: Jyoti
authors.initials: J
authors.lastname: Shah
authors.forename: Ruth
authors.initials: R
authors.lastname: Welti
mesh_terms: D017360:Arabidopsis / Q000737:chemistry / Q000382:microbiology / Q000502:physiology*; D005615:Freezing; D038983:Galactolipids / Q000032:analysis / Q000378:metabolism; D054884:Host-Pathogen Interactions; D008563:Membrane Lipids / Q000032:analysis / Q000737:chemistry*; D054883:Oxylipins / Q000032:analysis* / Q000378:metabolism; D010713:Phosphatidylcholines / Q000032:analysis / Q000378:metabolism; D010714:Phosphatidylethanolamines / Q000032:analysis / Q000378:metabolism; D010935:Plant Diseases / Q000382:microbiology; D018515:Plant Leaves / Q000737:chemistry / Q000382:microbiology; D044224:Pseudomonas syringae / Q000472:pathogenicity; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D013312:Stress, Physiological
chemical_list: D038983:Galactolipids; D008563:Membrane Lipids; D054883:Oxylipins; D010713:Phosphatidylcholines; D010714:Phosphatidylethanolamines; C007388:digalactosyldiacylglycerol; C009909:monogalactosyldiacylglycerol; C483858:phosphatidylethanolamine
references.citation: Plant Physiol. 2000 Nov;124(3):1293-304
references.pmid: 11080305
references.citation: Plant Physiol. 2000 May;123(1):177-88
references.pmid: 10806235
references.citation: Biochim Biophys Acta. 1967 Oct 2;144(2):333-43
references.pmid: 6064610
references.citation: Phytochem Anal. 2008 May-Jun;19(3):198-205
references.pmid: 18197596
references.citation: J Biol Chem. 2006 Aug 11;281(32):22684-94
references.pmid: 16772288
references.citation: Proc Natl Acad Sci U S A. 1997 Sep 16;94(19):10473-8
references.pmid: 9294235
references.citation: J Biol Chem. 2008 Jun 6;283(23):15527-31
references.pmid: 18285328
references.citation: Curr Opin Lipidol. 2008 Jun;19(3):289-94
references.pmid: 18460921
references.citation: Anal Chem. 2007 Jun 15;79(12):4595-602
references.pmid: 17511421
references.citation: Plant Cell. 2008 Mar;20(3):768-85
references.pmid: 18334669
references.citation: Plant Physiol. 2006 Sep;142(1):28-39
references.pmid: 16844834
references.citation: Planta. 2007 Aug;226(3):629-37
references.pmid: 17404756
references.citation: PLoS One. 2008 Apr 02;3(4):e1904
references.pmid: 18382679
references.citation: J Biol Chem. 2006 Apr 21;281(16):11225-34
references.pmid: 16414959
references.citation: Plant Physiol. 2007 Dec;145(4):1658-69
references.pmid: 17951463
references.citation: Can J Biochem Physiol. 1959 Aug;37(8):911-7
references.pmid: 13671378
references.citation: Rapid Commun Mass Spectrom. 2008 Oct;22(20):3154-60
references.pmid: 18798198
references.citation: Proc Natl Acad Sci U S A. 2001 Oct 23;98(22):12837-42
references.pmid: 11592974
references.citation: Mol Cell Proteomics. 2003 May;2(5):325-45
references.pmid: 12766230
references.citation: Curr Opin Plant Biol. 2008 Aug;11(4):428-35
references.pmid: 18583180
references.citation: Plant Cell. 2008 Feb;20(2):452-70
references.pmid: 18314499
references.citation: Plant Physiol. 2005 Nov;139(3):1268-83
references.pmid: 16258017
references.citation: J Nat Prod. 2005 Apr;68(4):600-3
references.pmid: 15844959
references.citation: Proc Natl Acad Sci U S A. 1997 Mar 18;94(6):2339-44
references.pmid: 9122196
references.citation: Proc Natl Acad Sci U S A. 2006 Aug 22;103(34):12741-6
references.pmid: 16912112
references.citation: Nature. 2007 Aug 9;448(7154):661-5
references.pmid: 17637677
references.citation: Plant Cell Environ. 2009 Jun;32(6):617-27
references.pmid: 18657055
references.citation: Plant Mol Biol. 2003 Apr;51(6):895-911
references.pmid: 12777050
references.citation: Curr Opin Plant Biol. 2004 Jun;7(3):329-36
references.pmid: 15134755
references.citation: J Lipid Res. 2009 Apr;50 Suppl:S207-12
references.pmid: 19059906
references.citation: J Biol Chem. 2003 Dec 19;278(51):51796-805
references.pmid: 14522973
references.citation: Phytochemistry. 2006 Sep;67(17):1907-24
references.pmid: 16843506
references.citation: Z Naturforsch C J Biosci. 2006 May-Jun;61(5-6):363-6
references.pmid: 16869494
references.citation: Hoppe Seylers Z Physiol Chem. 1969 Apr;350(4):493-8
references.pmid: 5808057
references.citation: Plant J. 2003 May;34(3):363-75
references.pmid: 12713542
references.citation: Plant Cell. 2010 May;22(5):1463-82
references.pmid: 20442372
references.citation: J Biol Chem. 2001 Apr 20;276(16):12832-8
references.pmid: 11278736
references.citation: Plant Physiol. 2006 Mar;140(3):984-97
references.pmid: 16461379
references.citation: J Biol Chem. 2002 Aug 30;277(35):31994-2002
references.pmid: 12077151
references.citation: Funct Plant Biol. 2007 Feb;34(1):65-71
references.pmid: 32689332
references.citation: Biochem Biophys Res Commun. 1988 Oct 14;156(1):543-50
references.pmid: 3178850
references.citation: J Biol Chem. 2006 Oct 20;281(42):31528-37
references.pmid: 16923817
references.citation: Biochim Biophys Acta. 1967 Oct 2;144(2):321-32
references.pmid: 6064609
references.citation: Science. 2010 Oct 8;330(6001):226-8
references.pmid: 20798281
references.citation: J Biol Chem. 2009 Jan 16;284(3):1702-8
references.pmid: 18996838
references.citation: Plant J. 2000 Nov;24(4):467-76
references.pmid: 11115128
references.citation: Lipids. 2011 Sep;46(9):879-84
references.pmid: 21647782
references.citation: Plant Cell. 2006 Dec;18(12):3706-20
references.pmid: 17194769
references.citation: Plant Physiol. 2010 Apr;152(4):1940-50
references.pmid: 20190093
references.citation: Curr Opin Plant Biol. 2002 Jun;5(3):230-6
references.pmid: 11960741