DECOMPOSITION OF LINOLEIC-ACID HYDROPEROXIDES BY RADICALS .1. STRUCTURES OF PRODUCTS OF METHYL 13-HYDROPEROXY-CIS, TRANS-9,11-OCTADECADIENOATE

被引：33

作者：

SCHIEBERLE, P ^{[1
]}

TSOUKALAS, B ^{[1
]}

GROSCH, W ^{[1
]}

机构：

[1] DEUTSCHE FORSCHUNGSANSTALT LEBENSMITTELCHEM,D-8046 GARCHING,FED REP GER

来源：

ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG | 1979年 / 168卷 / 06期

关键词：

D O I：

10.1007/BF01479259

中图分类号：

TS2 [食品工业];

学科分类号：

0832 ;

摘要：

Methyl 13-hydroperoxy-cis,trans-9,11-octa-decadienoate (LMPO) was incubated with di-t-butyl peroxyoxalate for 3 h at 38 °C. In the presence of oxygen LMPO decomposed to numerous products among which were methyl 13-oxo-trans,trans-9,11- and methyl 9-oxo-trans,trans-10,12-octadecadienoate, methyl 13-oxo-trans-9,10-epoxy-trans-11-and methyl 9-oxo-trans-12,13-epoxy-trans-10-octadecenoate, methyl 9-hydroxy-trans-12,13-epoxy-trans-10-and methyl 13-hydroxy-trans-9,10-epoxy-trans-11-octadecenoate. Flushing the reaction system with nitrogen reduced the breakdown of LMPO and altered the reaction route in such a manner that a dimethyloctadecadienoate peroxide appeared as the major product. © 1979 J. F. Bergmann Verlag.

引用

页码：448 / 456

页数：9

共 30 条

[1] PERESTERS .5. DI-TERT-BUTYLPEROXYOXALATE [J].

BARTLETT, PD ;

BENZING, EP ;

PINCOCK, RE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (07) :1762-1768

[2] OXYGEN-RICH INTERMEDIATES IN LOW-TEMPERATURE OXIDATION OF T-BUTYL AND CUMYL HYDROPEROXIDES [J].

BARTLETT, PD ;

GUNTHER, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (14) :3288-&

[3] ENZYMATIC OXIDATION OF LINOLEIC-ACID - FORMATION OF BITTER TASTING FATTY-ACIDS [J].

BAUR, C ;

GROSCH, W ;

WIESER, H ;

JUGEL, H .

ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1977, 164 (03) :171-176

[4]

Chan H. W. S., 1978, J CHEM SOC CHEM COMM, V756

[5] SPECIFICITY OF LIPO-OXYGENASES - SEPARATION OF ISOMERIC HYDROPEROXIDES BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY [J].

CHAN, HWS ;

PRESCOTT, FA .

BIOCHIMICA ET BIOPHYSICA ACTA, 1975, 380 (01) :141-144

[6] ON AUTOXIDATION OF METHYL LINOLEATE IN WATER .3. CHROMATOGRAPHIC SEPARATION OF WATER-SOLUBLE REACTION PRODUCTS [J].

ESTERBAU.H .

FETTE SEIFEN ANSTRICHMITTEL VERBUNDEN MIT DER ZEITSCHRIFT DIE ERNAHRUNGSINDUSTRIE, 1968, 70 (01) :1-&

[7] MEASUREMENT OF OXIDATION OF POLYUNSATURATED FATTY-ACIDS BY SPECTROPHOTOMETRIC ASSAY OF CONJUGATED DERIVATIVES [J].

FISHWICK, MJ ;

SWOBODA, PAT .

JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 1977, 28 (04) :387-393

[8]

GAEDNER HW, 1974, LIPIDS, V9, P696

[9] SOY EXTRACT CATALYZES FORMATION OF 9-OXO-TRANS-12, 13-EPOXY-TRANS-10-OCTADECENOIC ACID FROM 13-HYDROPEROXY-CIS-9,TRANS-11-OCTADECADIENOIC ACID [J].

GARDNER, HW ;

KLEIMAN, R .

LIPIDS, 1977, 12 (11) :941-944

[10] 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 [J].

GARDNER, HW ;

WEISLEDER, D ;

KLEIMAN, R .

LIPIDS, 1978, 13 (04) :246-252

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