کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1909179 | 1046710 | 2011 | 13 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Formation of 4-hydroxynonenal from cardiolipin oxidation: Intramolecular peroxyl radical addition and decomposition
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کلمات کلیدی
SRMUPLCALDHDNPHPoPCDLPCPHGPxHpODEPPh3CIDPLPCESI4-HNE4-ONEtetraoleoyl cardiolipin1,2-dilinoleoyl-sn-glycero-3-phosphocholineMeOAMVN1-palmitoyl-2-oleoylphosphatidylcholine - 1-پالمیتویل-2-اولئویف فسفاتیدیل کولین4-oxo-2-nonenal - 4-اکسو-2 غیرنال4-hydroxy-2-nonenal - 4-هیدروکسی-2 غیرنالHODE - HEADLC–MS - LC-MSROS - ROSaldehyde dehydrogenase - آلدئید دهیدروژنازCollision-induced dissociation - اختلاف ناشی از برخوردhydroperoxyoctadecadienoic acid - اسید هیدروپروئیکوکتا داکدینوئیکhydroxyeicosatetraenoic acid - اسید هیدروکسی اسیستاترونیکhydroxyoctadecadienoic acid - اسید هیدروکسیکوکاتدکادویوئیکPolyunsaturated fatty acid - اسید چرب غیر اشباعPUFA - اسید چرب چند غیراشباعisoprostane - ایزوپروستانIsop - ایسپTriphenylphosphine - تریفنیلفسفین Apoptosis - خزان یاختهایFree radicals - رادیکال آزادcytochrome c - سیتوکروم سیMass spectrometry - طیف سنجی جرمیphosphatidylcholine - فسفاتیدیل کولینPhospholipid hydroperoxide glutathione peroxidase - فسفولیپید هیدروپراکسید گلوتاتیون پراکسیدازMitochondria - میتوکندریاselective reaction monitoring - نظارت واکنش های انتخابیHETE - هفتهLipid peroxidation - پراکسیداسیون لیپیدCardiolipin - کاردیولیپینHPLC - کروماتوگرافی مایعی کاراhigh-performance liquid chromatography - کروماتوگرافی مایعی کاراReactive oxygen species - گونههای فعال اکسیژنelectrospray ionization - یونیزاسیون الکترو اسپری
موضوعات مرتبط
علوم زیستی و بیوفناوری
بیوشیمی، ژنتیک و زیست شناسی مولکولی
سالمندی
پیش نمایش صفحه اول مقاله

چکیده انگلیسی
We report herein that oxidation of a mitochondria-specific phospholipid tetralinoleoyl cardiolipin (L4CL) by cytochrome c and H2O2 leads to the formation of 4-hydroxy-2-nonenal (4-HNE) via a novel chemical mechanism that involves cross-chain peroxyl radical addition and decomposition. As one of the most bioactive lipid electrophiles, 4-HNE possesses diverse biological activities ranging from modulation of multiple signal transduction pathways to the induction of intrinsic apoptosis. However, where and how 4-HNE is formed in vivo are much less understood. Recently a novel chemical mechanism has been proposed that involves intermolecular dimerization of fatty acids by peroxyl bond formation; but the biological relevance of this mechanism is unknown because a majority of the fatty acids are esterified in phospholipids in the cellular membrane. We hypothesize that oxidation of cardiolipins, especially L4CL, may lead to the formation of 4-HNE via this novel mechanism. We employed L4CL and dilinoleoylphosphatidylcholine (DLPC) as model compounds to test this hypothesis. Indeed, in experiments designed to assess the intramolecular mechanism, more 4-HNE is formed from L4CL and DLPC oxidation than 1-palmitoyl-2-linoleoylphosphatydylcholine. The key products and intermediates that are consistent with this proposed mechanism of 4-HNE formation have been identified using liquid chromatography-mass spectrometry. Identical products from cardiolipin oxidation were identified in vivo in rat liver tissue after carbon tetrachloride treatment. Our studies provide the first evidence in vitro and in vivo for the formation 4-HNE from cardiolipin oxidation via cross-chain peroxyl radical addition and decomposition, which may have implications in apoptosis and other biological activities of 4-HNE.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Free Radical Biology and Medicine - Volume 50, Issue 1, 1 January 2011, Pages 166-178
Journal: Free Radical Biology and Medicine - Volume 50, Issue 1, 1 January 2011, Pages 166-178
نویسندگان
Wei Liu, Ned A. Porter, Claus Schneider, Alan R. Brash, Huiyong Yin,