在体外和体内生成和检测莱格舒坦和异莱格舒坦。
Generation and detection of levuglandins and isolevuglandins in vitro and in vivo.
机构信息
Reproductive Medicine Center, Zhongnan Hospital of Wuhan University, Wuhan 430071, China.
出版信息
Molecules. 2011 Jun 24;16(7):5333-48. doi: 10.3390/molecules16075333.
Abstract
Levuglandins (LGs) and isolevuglandins (isoLGs), formed by rearrangement of endoperoxide intermediates generated through the cyclooxygenase and free radical induced oxidation of polyunsaturated fatty acids (PUFAs), are extraordinarily reactive, forming covalent adducts incorporating protein lysyl ε-amino groups. Because they accumulate, these adducts provide a dosimeter of oxidative injury. This review provides an updated and comprehensive overview of the generation of LG/isoLG in vitro and in vivo and the detection methods for the adducts of LG/isoLG and biological molecules in vivo.
摘要
莱格素（LGs）和异莱格素（isoLGs）是通过前列腺素内过氧化物中间体的重排形成的，这些中间体是通过环氧化酶和多不饱和脂肪酸（PUFAs）的自由基诱导氧化产生的，具有极高的反应性，形成与蛋白质赖氨酸 ε-氨基共价结合的加合物。由于它们的积累，这些加合物提供了氧化损伤的剂量计。本综述提供了关于 LG/isoLG 在体外和体内的产生以及体内 LG/isoLG 与生物分子的加合物的检测方法的最新和全面的概述。
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1
Isolevuglandins covalently modify phosphatidylethanolamines in vivo: detection and quantitative analysis of hydroxylactam adducts.
Free Radic Biol Med. 2009 Dec 1;47(11):1539-52. doi: 10.1016/j.freeradbiomed.2009.09.003. Epub 2009 Sep 12.
2
Formation of gamma-ketoaldehyde-protein adducts during ethanol-induced liver injury in mice.
Free Radic Biol Med. 2009 Dec 1;47(11):1526-38. doi: 10.1016/j.freeradbiomed.2009.07.015. Epub 2009 Jul 17.
3
Mass spectrometry analysis of oxidized phospholipids.
Chem Phys Lipids. 2008 Nov;156(1-2):1-12. doi: 10.1016/j.chemphyslip.2008.07.003. Epub 2008 Jul 11.
4
Covalent binding of isoketals to ethanolamine phospholipids.
Free Radic Biol Med. 2004 Nov 15;37(10):1604-11. doi: 10.1016/j.freeradbiomed.2004.07.031.
5
Iso[7]LGD2-protein adducts are abundant in vivo and free radical-induced oxidation of an arachidonyl phospholipid generates this D series isolevuglandin in vitro.
Chem Res Toxicol. 2004 May;17(5):613-22. doi: 10.1021/tx034185+.
6
Isoketals: highly reactive gamma-ketoaldehydes formed from the H2-isoprostane pathway.
Chem Phys Lipids. 2004 Mar;128(1-2):85-99. doi: 10.1016/j.chemphyslip.2003.10.007.
7
Modification of proteins by isoketal-containing oxidized phospholipids.
J Biol Chem. 2004 Apr 2;279(14):13447-51. doi: 10.1074/jbc.M313349200. Epub 2004 Jan 10.
8
Isolevuglandins, a novel class of isoprostenoid derivatives, function as integrated sensors of oxidant stress and are generated by myeloperoxidase in vivo.
FASEB J. 2003 Dec;17(15):2209-20. doi: 10.1096/fj.03-0086com.
9
Levuglandinyl adducts of proteins are formed via a prostaglandin H2 synthase-dependent pathway after platelet activation.
J Biol Chem. 2003 May 9;278(19):16926-8. doi: 10.1074/jbc.M300940200. Epub 2003 Mar 11.
10
Myeloperoxidase functions as a major enzymatic catalyst for initiation of lipid peroxidation at sites of inflammation.
J Biol Chem. 2002 Nov 29;277(48):46116-22. doi: 10.1074/jbc.M209124200. Epub 2002 Sep 30.
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