脂氧合酶、亚油酸及其氢过氧化物之间的厌氧反应。
An anaerobic reaction between lipoxygenase, linoleic acid and its hydroperoxides.
作者信息
Garssen G J, Vliegenthart J F, Boldingh J
出版信息
Biochem J. 1971 Apr;122(3):327-32. doi: 10.1042/bj1220327.
Abstract
In an anaerobic system soya-bean lipoxygenase together with linoleic acid induces a structural rearrangement of 13-hydroperoxyoctadeca-cis-9-trans-11-dienoic acid leading to the formation of 13-oxotrideca-cis(trans)-9-trans-11-dienoic acid and n-pentane as well as 13-oxo-octadeca-9,11-dienoic acid. It is proposed that the 13-peroxyoctadeca-cis-9-trans-11-dienoic acid radical formed through hydrogen radical abstraction by the linoleic acid radical is the key intermediate for these reactions.
摘要
在厌氧系统中，大豆脂氧合酶与亚油酸一起诱导13-氢过氧十八碳-顺-9-反-11-二烯酸发生结构重排，生成13-氧代十三碳-顺（反）-9-反-11-二烯酸和正戊烷以及13-氧代十八碳-9,11-二烯酸。有人提出，由亚油酸自由基夺取氢自由基形成的13-过氧十八碳-顺-9-反-11-二烯酸自由基是这些反应的关键中间体。
相似文献
1
An anaerobic reaction between lipoxygenase, linoleic acid and its hydroperoxides.脂氧合酶、亚油酸及其氢过氧化物之间的厌氧反应。
Biochem J. 1971 Apr;122(3):327-32. doi: 10.1042/bj1220327.
2
The origin and structures of dimeric fatty acids from the anaerobic reaction between soya-bean lipoxygenase, linoleic acid and its hydroperoxide.大豆脂氧合酶、亚油酸及其氢过氧化物厌氧反应中二聚脂肪酸的起源与结构
Biochem J. 1972 Nov;130(2):435-42. doi: 10.1042/bj1300435.
3
The enzymic conversion of linoleic acid hydroperoxide by flax-seed hydroperoxide isomerase.亚麻籽氢过氧化物异构酶对亚油酸氢过氧化物的酶促转化。
Biochem J. 1970 Nov;120(1):55-60. doi: 10.1042/bj1200055.
4
5
Dimorphotheca sinuata lipoxygenase: formation of 13-L-hydroperoxy-cis-9,trans- 11-octadecadienoic acid from linoleic acid.菊科异果菊属脂氧合酶：从亚油酸形成13-L-氢过氧-顺-9，反-11-十八碳二烯酸。
Lipids. 1973 May;8(5):271-6. doi: 10.1007/BF02531904.
6
Proof of the enzymatic formation of 9-hydroperoxy-10-trans, 12-cis-octadecadienoic acid from linoleic acid by soya lipoxygenase.大豆脂氧合酶催化亚油酸生成9-氢过氧-10-反式，12-顺式-十八碳二烯酸的酶促反应证明。
Biochim Biophys Acta. 1970 Feb 10;202(1):198-9. doi: 10.1016/0005-2760(70)90235-3.
7
Enzymic reactions of fatty acid hydroperoxides in extracts of potato tuber. I. Comparison 9D- and 13L-hydroperoxy-octadecadienoic acids as substrates for the formation of a divinyl ether derivative.马铃薯块茎提取物中脂肪酸氢过氧化物的酶促反应。I. 以9D-和13L-氢过氧十八碳二烯酸作为底物形成二乙烯基醚衍生物的比较
Biochim Biophys Acta. 1975 Jul 22;398(1):1-9.
8
Steric analysis of hydroperoxides formed by lipoxygenase oxygenation of linoleic acid.对由脂氧合酶催化亚油酸氧化形成的氢过氧化物的空间分析。
Anal Biochem. 1971 Oct;43(2):515-26. doi: 10.1016/0003-2697(71)90282-x.
9
A simple method for the preparation of pure 9-D-hydroperoxide of linoleic acid and methyl linoleate based on the positional specificity of lipoxygenase in tomato fruit.基于番茄果实中脂氧合酶的位置特异性，一种制备纯亚油酸9-D-氢过氧化物和亚油酸甲酯的简单方法。
Lipids. 1977 Mar;12(3):324-6. doi: 10.1007/BF02533358.
10
Pentane formation during the anaerobic reactions of reticulocyte lipoxygenase. Comparison with lipoxygenases from soybeans and green pea seeds.网织红细胞脂氧合酶厌氧反应过程中戊烷的形成。与大豆和绿豌豆种子脂氧合酶的比较。
Biochim Biophys Acta. 1984 Oct 4;795(3):535-42. doi: 10.1016/0005-2760(84)90183-8.
引用本文的文献
1
Assessment of Antioxidant Capacity and Putative Healthy Effects of Natural Plant Products Using Soybean Lipoxygenase-Based Methods. An Overview.利用基于大豆脂肪氧合酶的方法评估天然植物产品的抗氧化能力和潜在的健康效应。概述。
Molecules. 2018 Dec 7;23(12):3244. doi: 10.3390/molecules23123244.
2
Radical formation in individual aqueous solutions of some unsaturated fatty acids and in their mixtures.一些不饱和脂肪酸的单个水溶液及其混合物中自由基的形成。
J Clin Biochem Nutr. 2018 Sep;63(2):90-96. doi: 10.3164/jcbn.18-8. Epub 2018 May 9.
3
Catalase-Related Allene Oxide Synthase, on a Biosynthetic Route to Fatty Acid Cyclopentenones: Expression and Assay of the Enzyme and Preparation of the 8R-HPETE Substrate.过氧化氢酶相关丙二烯氧化物合酶：脂肪酸环戊烯酮生物合成途径中的酶表达、测定及8R-HPETE底物的制备
Methods Enzymol. 2018;605:51-68. doi: 10.1016/bs.mie.2018.02.019. Epub 2018 May 2.
4
A comparative study of the inhibitory effects by caffeic acid, catechins and their related compounds on the generation of radicals in the reaction mixture of linoleic acid with iron ions.咖啡酸、儿茶素及其相关化合物对亚油酸与铁离子反应混合物中自由基生成的抑制作用的比较研究。
J Clin Biochem Nutr. 2017 May;60(3):162-168. doi: 10.3164/jcbn.16-54. Epub 2017 Mar 25.
5
A soy extract catalyzes formation of 9-oxo-trans-12,13-epoxy-trans-10-octadecenoic acid from 13-hydroperoxy-cis-9,trans-11-octadecadienoic acid.一种大豆提取物可催化由13-氢过氧-顺-9,反-11-十八碳二烯酸形成9-氧代-反-12,13-环氧-反-10-十八碳烯酸。
Lipids. 1977 Nov;12(11):941-4. doi: 10.1007/BF02533315.
6
Structural and functional biology of arachidonic acid 15-lipoxygenase-1 (ALOX15).花生四烯酸15-脂氧合酶-1（ALOX15）的结构与功能生物学
Gene. 2015 Nov 15;573(1):1-32. doi: 10.1016/j.gene.2015.07.073. Epub 2015 Jul 26.
7
A Catalase-related Hemoprotein in Coral Is Specialized for Synthesis of Short-chain Aldehydes: DISCOVERY OF P450-TYPE HYDROPEROXIDE LYASE ACTIVITY IN A CATALASE.珊瑚中一种与过氧化氢酶相关的血红蛋白专门用于短链醛的合成：在过氧化氢酶中发现P450型氢过氧化物裂解酶活性。
J Biol Chem. 2015 Aug 7;290(32):19823-32. doi: 10.1074/jbc.M115.660282. Epub 2015 Jun 22.
8
An ancient relative of cyclooxygenase in cyanobacteria is a linoleate 10S-dioxygenase that works in tandem with a catalase-related protein with specific 10S-hydroperoxide lyase activity.蓝细菌中环氧化酶的一个古老亲缘物是一种亚油酸 10S-加双氧酶，与具有特定 10S-过氢化物裂解酶活性的过氧化氢酶相关蛋白协同工作。
J Biol Chem. 2014 May 9;289(19):13101-11. doi: 10.1074/jbc.M114.555904. Epub 2014 Mar 21.
9
Demonstration of HNE-related aldehyde formation via lipoxygenase-catalyzed synthesis of a bis-allylic dihydroperoxide intermediate.通过脂氧合酶催化合成双烯丙基二氢过氧化物中间产物来展示 HNE 相关醛的形成。
Chem Res Toxicol. 2013 Jun 17;26(6):896-903. doi: 10.1021/tx4000396. Epub 2013 May 23.
10
On the role of molecular oxygen in lipoxygenase activation: comparison and contrast of epidermal lipoxygenase-3 with soybean lipoxygenase-1.分子氧在脂氧合酶激活中的作用：表皮脂氧合酶-3 与大豆脂氧合酶-1 的比较和对比。
J Biol Chem. 2010 Dec 17;285(51):39876-87. doi: 10.1074/jbc.M110.180794. Epub 2010 Oct 5.
本文引用的文献
1
Characterization of the ketodienes formed in the oxidation of linoleate by lipoxidase.脂氧合酶催化亚油酸氧化过程中形成的酮二烯的表征。
Arch Biochem Biophys. 1962 Dec;99:522-8. doi: 10.1016/0003-9861(62)90301-6.
2
On the specificity of the oxygenation of unsaturated fatty acids catalyzed by soybean lipoxidase.关于大豆脂氧化酶催化的不饱和脂肪酸氧化作用的特异性
J Biol Chem. 1967 Nov 25;242(22):5329-35.
3
A new product of linoleic acid oxidation by a flaxseed enzyme.一种由亚麻籽酶催化亚油酸氧化产生的新产品。
Biochem Biophys Res Commun. 1966 May 25;23(4):398-402. doi: 10.1016/0006-291x(66)90740-6.
4
Substrate specificity of soybean lipoxidase.大豆脂氧化酶的底物特异性
J Biol Chem. 1969 Mar 10;244(5):1149-51.
5
The enzymic conversion of linoleic acid hydroperoxide by flax-seed hydroperoxide isomerase.亚麻籽氢过氧化物异构酶对亚油酸氢过氧化物的酶促转化。
Biochem J. 1970 Nov;120(1):55-60. doi: 10.1042/bj1200055.
6
Isolation of an isozyme of soybean lipoxygenase.大豆脂氧合酶一种同工酶的分离
Biochim Biophys Acta. 1970 Jan 14;198(1):12-9. doi: 10.1016/0005-2744(70)90028-8.
7
Zotero 插件