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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。

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.

作者信息

Matthew J A, Chan H W, Galliard T

出版信息

Lipids. 1977 Mar;12(3):324-6. doi: 10.1007/BF02533358.

DOI:10.1007/BF02533358
PMID:403382
Abstract

Incubation of linoleic acid with crude homogenate of tomato fruit gave a high yield (69%) of linoleic acid hydroperoxides with a ratio of 9- to 13-hydroperoxide isomers of 96:4. After chromatography of the products, as free acids or methyl esters, hydroperoxides with 9- to 13-isomeric ratios of greater than 99:1 were obtained. The major product was characterized as 9-D-hydroperoxy-octadeca-trans-10,cis-12-dienoic acid. The results demonstrate the positional specificity of lipoxygenase from tomato fruit.

摘要

将亚油酸与番茄果实粗匀浆一起孵育,可高产率(69%)地生成亚油酸氢过氧化物,其中9-氢过氧化物异构体与13-氢过氧化物异构体的比例为96:4。将产物以游离酸或甲酯形式进行色谱分析后,可得到9-异构体与13-异构体比例大于99:1的氢过氧化物。主要产物被鉴定为9-D-氢过氧化-反式-10,顺式-12-十八碳二烯酸。这些结果证明了番茄果实脂氧合酶的位置特异性。

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本文引用的文献

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Isolation of a pure isomer of linoleic acid hydroperoxide.亚油酸氢过氧化物纯异构体的分离。
Lipids. 1975 Apr;10(4):248-52. doi: 10.1007/BF02532488.
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The oxygenated fatty acid of Calendula seed oil.
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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。
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Linoleate hydroperoxides are cleaved heterolytically into aldehydes by a Lewis acid in aprotic solvent.在非质子溶剂中,亚油酸氢过氧化物通过路易斯酸进行异裂裂解生成醛。
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Autoxidation of methyl linolenate: Analysis of methyl hydroxylinolenate isomers by high performance liquid chromatography.亚麻酸甲酯的自动氧化:通过高效液相色谱法分析羟基亚麻酸甲酯异构体
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Discovery of a linoleate 9S-dioxygenase and an allene oxide synthase in a fusion protein of Fusarium oxysporum.在尖孢镰刀菌融合蛋白中发现亚油酸 9S-双加氧酶和丙二烯氧化物合酶。
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Defense activated by 9-lipoxygenase-derived oxylipins requires specific mitochondrial proteins.9-脂氧合酶衍生的氧化脂质激活的防御需要特定的线粒体蛋白。
Plant Physiol. 2013 Feb;161(2):617-27. doi: 10.1104/pp.112.207514. Epub 2012 Dec 12.
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Linolenate 9R-dioxygenase and allene oxide synthase activities of Lasiodiplodia theobromae.可可毛色二孢菌的亚麻酸9R-双加氧酶和丙二烯氧化物合酶活性
Lipids. 2012 Jan;47(1):65-73. doi: 10.1007/s11745-011-3622-5. Epub 2011 Nov 3.
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Increasing omega-3 desaturase expression in tomato results in altered aroma profile and enhanced resistance to cold stress.在番茄中增加ω-3 去饱和酶的表达会改变其香气特征,并增强其对冷胁迫的抗性。
Plant Physiol. 2010 Jun;153(2):655-65. doi: 10.1104/pp.110.154815. Epub 2010 Apr 9.
10
Investigation of substrate binding and product stereochemistry issues in two linoleate 9-lipoxygenases.两种亚油酸9-脂氧合酶中底物结合和产物立体化学问题的研究。
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Lipoxygenase from potato tubers. Partial purification and properties of an enzyme that specifically oxygenates the 9-position of linoleic acid.来自马铃薯块茎的脂氧合酶。一种特异性氧化亚油酸9位的酶的部分纯化及性质
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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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Specificity of lipoxygenases. Thermal isomerisations of linoleate hydroperoxides, a phenomenon affecting the determination of isomeric ratios.脂氧合酶的特异性。亚油酸氢过氧化物的热异构化,一种影响异构体比例测定的现象。
Biochim Biophys Acta. 1975 Aug 25;398(2):347-50.
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Specificity of lipoxygenases. Separation of isomeric hydroperoxides by high performance liquid chromatography.
Biochim Biophys Acta. 1975 Jan 24;380(1):141-4.
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Biochim Biophys Acta. 1975 Jul 22;398(1):1-9.
10
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