FORMATION OF TRANS-12,13-EPOXY-9-HYDROPEROXY-TRANS-10-OCTADECENOIC ACID FROM 13-L-HYDROPEROXY-CIS-9,TRANS-11-OCTADECADIENOIC ACID-CATALYZED BY EITHER A SOYBEAN EXTRACT OR CYSTEINE-FECL3
FORMATION OF TRANS-12,13-EPOXY-9-HYDROPEROXY-TRANS-10-OCTADECENOIC ACID FROM 13-L-HYDROPEROXY-CIS-9,TRANS-11-OCTADECADIENOIC ACID-CATALYZED BY EITHER A SOYBEAN EXTRACT OR CYSTEINE-FECL3
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DOI：
10.1007/bf02533664
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发表时间：
1978-01-01
期刊：
影响因子：
1.9
通讯作者：
KLEIMAN, R
中科院分区：
文献类型：
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作者：
GARDNER, HW;WEISLEDER, D;KLEIMAN, R
大豆提取物或半胱氨酸和三氯化铁的乙醇溶液催化13-L-羟基-顺-9，反式-11-十八碳二烯酸转化为多种产物，其中包括trans-12，13-epoxy-9-hydroperoxy-trans-10-octadecenoic酸。当用半胱氨酸-FeCl3溶液进一步处理该脂肪酸时，生成了9-羟基-12，13-环氧基-10-十八烯酸和9-氧代-12，13-环氧基-10-十八烯酸。Trans-12，13-Epoxy-9-hydroperoxy-trans-10-octadecenoic酸可能是后两种化合物形成的中间产物。初步鉴定为trans-12，13-epoxy-11-hydroperoxy-cis-9-octadecenoic酸的赤潮异构体和苏氨酸异构体。
A soybean extract or an ethanolic solution of cysteine and FeCl3 catalyzed the conversion of 13-L-hydroperoxy-cis-9,trans-11-octadecadienoic acid to numerous products among which was trans-12,13-epoxy-9-hydroperoxy-trans-10-octadecenoic acid. When this fatty acid was treated further with the cysteine-FeCl3 solution, 9-hydroxy-12,13-epoxy-10-octadecenoic and 9-oxo-12,13-epoxy-10-octadecenoic acids were formed. trans-12,13-Epoxy-9-hydroperoxy-trans-10-octadecenoic acid probably is an intermediate in the formation of the latter 2 compounds. The erythro and threo isomers of trans-12,13-epoxy-11-hydroperoxy-cis-9-octadecenoic acid tentatively were identified as products.