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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.

DOI:10.3390/molecules16075333
PMID:21705973
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6264246/
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。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/544d067afafd/molecules-16-05333-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/c56492ae64b5/molecules-16-05333-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/70f04add1ebe/molecules-16-05333-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/566f2c15bdc4/molecules-16-05333-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/544d067afafd/molecules-16-05333-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/c56492ae64b5/molecules-16-05333-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/70f04add1ebe/molecules-16-05333-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/566f2c15bdc4/molecules-16-05333-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2d48/6264246/544d067afafd/molecules-16-05333-sch004.jpg

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本文引用的文献

1
Isolevuglandins covalently modify phosphatidylethanolamines in vivo: detection and quantitative analysis of hydroxylactam adducts.异前列烷共价修饰体内的磷脂酰乙醇胺：羟内酰胺加合物的检测和定量分析。
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.γ-酮醛蛋白加合物在乙醇诱导的小鼠肝损伤中的形成。
Free Radic Biol Med. 2009 Dec 1;47(11):1526-38. doi: 10.1016/j.freeradbiomed.2009.07.015. Epub 2009 Jul 17.
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Mass spectrometry analysis of oxidized phospholipids.
氧化磷脂的质谱分析
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.异酮缩醛与乙醇胺磷脂的共价结合。
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.异前列腺素[7]LGD2-蛋白质加合物在体内大量存在，花生四烯酰磷脂的自由基诱导氧化在体外产生这种D系列异前列烷。
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.异前列腺素：由H2-异前列腺素途径形成的高反应性γ-酮醛。
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.含异酮缩醛氧化磷脂对蛋白质的修饰作用。
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.异列腺素是一类新型的异前列腺素衍生物，作为氧化应激的综合传感器发挥作用，且在体内由髓过氧化物酶生成。
FASEB J. 2003 Dec;17(15):2209-20. doi: 10.1096/fj.03-0086com.
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Levuglandinyl adducts of proteins are formed via a prostaglandin H2 synthase-dependent pathway after platelet activation.蛋白质的左型谷胱甘肽加合物在血小板激活后通过前列腺素H2合酶依赖性途径形成。
J Biol Chem. 2003 May 9;278(19):16926-8. doi: 10.1074/jbc.M300940200. Epub 2003 Mar 11.
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