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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。

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.

作者信息

Galliard T, Phillips D R

出版信息

Biochem J. 1972 Sep;129(3):743-53. doi: 10.1042/bj1290743.

Abstract
  1. A major component of the lipids in aqueous (pH7.5) homogenates of tuber tissue from Solanum tuberosum was isolated and characterized as 9-(nona-1',3'-dienoxy)non-8-enoic acid. 2. This novel unsaturated ether fatty acid derivative, which contains a butadienylvinyl ether function, has the structure: [Formula: see text] and is formed from linoleic acid by a sequence of enzymic reactions. 3. A precursor of the unsaturated ether derivative is 9-d-hydroperoxyoctadeca-10,12-dienoic acid, formed by the action of S. tuberosum lipoxygenase on linoleic acid. 4. An enzyme that converts the fatty acid hydroperoxide into the unsaturated ether derivative was isolated from S. tuberosum. The pH optimum of this enzyme is approx. 9, although the overall conversion of linoleic acid into the ether derivative is maximal at pH7.5. 5. An unusual feature of this pathway is the insertion of an oxygen atom into the alkyl chain of a fatty acid. 6. This novel mechanism may play a role in the breakdown of polyunsaturated fatty acids to volatile products in plants.
摘要
  1. 从马铃薯块茎组织的水相(pH7.5)匀浆中分离出脂质的一种主要成分,并将其鉴定为9-(壬-1',3'-二烯氧基)壬-8-烯酸。2. 这种新型不饱和醚脂肪酸衍生物含有丁二烯基乙烯基醚官能团,其结构为:[化学式:见原文],由亚油酸通过一系列酶促反应形成。3. 不饱和醚衍生物的前体是9-d-氢过氧化十八碳-10,12-二烯酸,由马铃薯脂氧合酶作用于亚油酸形成。4. 从马铃薯中分离出一种将脂肪酸氢过氧化物转化为不饱和醚衍生物的酶。该酶的最适pH约为9,尽管在pH7.5时亚油酸向醚衍生物的总体转化率最高。5. 该途径的一个不寻常特征是在脂肪酸的烷基链中插入一个氧原子。6. 这种新机制可能在植物中多不饱和脂肪酸分解为挥发性产物的过程中起作用。

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