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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

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.

作者信息

Galliard T, Matthew J A

出版信息

Biochim Biophys Acta. 1975 Jul 22;398(1):1-9.

PMID:238639
Abstract
  1. 9-D-Hydroperoxy-octadeca-trans-10, cis-12-dienoic acid (formed from linoleic acid by potato lipoxygenase) is enzymically converted to a divinyl ether derivative (colneleic acid) by extracts of potato tuber. 2. the isomeric 13-L-hydroperoxide (formed from linoleic acid by soyabean lipoxygenase) is not a substrate for this enzyme system. 3. the enzyme reaction was not dependent on oxygen and was unaffected by metal chelators and thiol reagents. 4. studies with 18O-labelled substrate indicate that the ether oxygen atom in colneleic acid is not derived from the oxygens of the hydroperoxide group.
摘要
  1. 9-D-氢过氧-反式-10,顺式-12-十八碳二烯酸(由马铃薯脂氧合酶作用于亚油酸形成)可被马铃薯块茎提取物酶促转化为二乙烯基醚衍生物(可乐尼酸)。2. 异构体13-L-氢过氧化物(由大豆脂氧合酶作用于亚油酸形成)不是该酶系统的底物。3. 酶反应不依赖氧气,不受金属螯合剂和硫醇试剂的影响。4. 用18O标记底物的研究表明,可乐尼酸中的醚氧原子并非来自氢过氧化物基团的氧原子。

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1
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.
2
Enzymic reactions of fatty acid hydroperoxides in extracts of potato tuber. II. Conversion of 9- and 13-hydroperoxy-octadecadienoic acids to monohydroxydienoic acid, epoxyhydroxy- and trihydroxymonoenoic acid derivatives.
Biochim Biophys Acta. 1975 Nov 21;409(2):157-71. doi: 10.1016/0005-2760(75)90151-4.
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Positional specificity of gamma-ketol formation from linoleic acid hydroperoxides by a corn germ enzyme.玉米胚芽酶催化亚油酸氢过氧化物生成γ-酮醇的位置特异性
Lipids. 1975 Oct;10(10):602-8. doi: 10.1007/BF02532724.
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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.
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The enzymic conversion of linoleic acid into 9-(nona-1',3'-dienoxy)non-8-enoic acid, a novel unsaturated ether derivative isolated from homogenates of Solanum tuberosum tubers.亚油酸向9-(壬-1',3'-二烯氧基)壬-8-烯酸的酶促转化,9-(壬-1',3'-二烯氧基)壬-8-烯酸是一种从马铃薯块茎匀浆中分离出的新型不饱和醚衍生物。
Biochem J. 1972 Sep;129(3):743-53. doi: 10.1042/bj1290743.
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Hidden stereospecificity in the biosynthesis of divinyl ether fatty acids.二乙烯基醚脂肪酸生物合成中的隐藏立体特异性。
FEBS J. 2005 Feb;272(3):736-43. doi: 10.1111/j.1742-4658.2004.04510.x.
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The enzymic and non-enzymic degradation of colneleic acid, an unsaturated fatty acid ether intermediate in the lipoxygenase pathway of linoleic acid oxidation in potato (Solanum tuberosum) tubers.马铃薯(Solanum tuberosum)块茎中亚油酸氧化的脂氧合酶途径中的不饱和脂肪酸醚中间体——可乐酸的酶促降解和非酶促降解。
Biochem J. 1974 Jan;138(1):23-31. doi: 10.1042/bj1380023.
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A pathway for biosynthesis of divinyl ether fatty acids in green leaves.绿叶中乙烯基醚脂肪酸的生物合成途径。
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The lipoxygenase pathway in garlic (Allium sativum L.) bulbs: detection of the novel divinyl ether oxylipins.大蒜(葱属植物)鳞茎中的脂氧合酶途径:新型二乙烯基醚氧化脂质的检测
FEBS Lett. 1995 Sep 4;371(2):159-62. doi: 10.1016/0014-5793(95)00895-g.
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The formation of threo-11-hydroxy-trans-12: 13-epoxy-9-cis-octadecenoic acid by enzymic isomerisation of 13-L-hydroperoxy-9-cis, 11-transoctadecadienoic acid by soybean lipoxygenase-1.大豆脂氧合酶-1通过13-L-氢过氧-9-顺式,11-反式十八碳二烯酸的酶促异构化作用形成苏式-11-羟基-反式-12:13-环氧-9-顺式十八碳烯酸。
Eur J Biochem. 1976 Feb 2;62(1):33-6. doi: 10.1111/j.1432-1033.1976.tb10094.x.

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Lipids. 1997 Mar;32(3):231-5. doi: 10.1007/s11745-997-0029-9.
2
Epoxy allylic carbocations as conceptual intermediates in the biogenesis of diverse marine oxylipins.环氧烯丙基碳正离子作为多种海洋氧化脂质生物合成中的概念性中间体。
Lipids. 1996 Dec;31(12):1215-31. doi: 10.1007/BF02587906.
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Lipids. 1993 Sep;28(9):783-7. doi: 10.1007/BF02536231.
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Enzymatic degradation of polar lipids in deep-frozen parsley.
Z Ernahrungswiss Suppl. 1981 Sep;20(3):172-81. doi: 10.1007/BF02021562.
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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。
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