MYELOPEROXIDASE-DERIVED 2-CHLOROHEXADECANAL FORMS SCHIFF BASES WITH
MYELOPEROXIDASE-DERIVED 2-CHLOROHEXADECANAL FORMS SCHIFF BASES WITH
批准号:
7721513
负责人:
Elizabeth Wildsmith
金额:
$0.44万
依托单位:
依托单位国家:
美国
项目类别:
财政年份:
2008
资助国家:
美国
项目状态:
已结题
起止时间:
2008-02-01 至 2009-01-31
关键词:
AminesAtherosclerosisComputer Retrieval of Information on Scientific Projects DatabaseEndothelial CellsEstersEthanolaminesFundingGlycerophospholipidsGrantHydrolysisInflammationInstitutionLysineMass FragmentographyMembraneMolecularMolecular TargetPeroxidasePhospholipase DPlasmalogensResearchResearch PersonnelResourcesSchiff BasesSourceSpectrometry, Mass, Electrospray IonizationStructureUnited States National Institutes of Healthadductethanolaminefatty aldehydenovelsodium cyanoborohydride
中文摘要
这个子项目是众多研究子项目之一
英文摘要
This subproject is one of many research subprojects utilizing the
resources provided by a Center grant funded by NIH/NCRR. The subproject and
investigator (PI) may have received primary funding from another NIH source,
and thus could be represented in other CRISP entries. The institution listed is
for the Center, which is not necessarily the institution for the investigator.
Numerous studies have suggested relationships between myeloperoxidase, inflammation, and atherosclerosis. MPO-derived reactive chlorinating species (RCS) attack membrane plasmalogens releasing ¿-chloro-fatty aldehydes (¿-Cl-FALDs) including 2-chlorohexadecanal (2-ClHDA). The molecular targets of ¿-Cl-FALDs are not known. The current study demonstrates 2-ClHDA adducts with ethanolamine glycerophospholipids and Fmoc-lysine. Utilizing electrospray ionization mass spectrometry, chlorinated adducts were observed that are apparent Schiff base adducts. Reduction of these Schiff base adducts with sodium cyanoborohydride resulted in a novel, stable adduct produced by the elimination of HCl. NMR further confirmed this structure. 2-ClHDA adducts with ethanolamine glycerophospholipids were also substrates for phospholipase D (PLD). The hydrolysis products were derivatized to pentafluorobenzoyl esters, and further structurally confirmed by GCMS. Multiple molecular species of 2-ClHDA-N-modified ethanolamine glycerophospholipids were observed in endothelial cells treated with 2-ClHDA. These results show novel Schiff base adducts of ¿-Cl-FALDs with primary amines, which may represent an important fate of ¿-Cl-FALDs.
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