CLEAVAGE OF THE IMIDAZOLE RING IN HISTIDYL RESIDUE ANALOGS REACTED WITH PEROXIDIZING LIPIDS

被引：16

作者：

YONG, SH

KAREL, M

机构：

[1] The Dept of Nutrition & Food Science, Massachusetts Institute of Technology, Cambridge, Massachusetts

来源：

JOURNAL OF FOOD SCIENCE | 1979年 / 44卷 / 02期

关键词：

D O I：

10.1111/j.1365-2621.1979.tb03838.x

中图分类号：

TS2 [食品工业];

学科分类号：

0832 ;

摘要：

Degradative reactions initiated by peroxidizing lipids on the histidyl imidazole side‐chain were studied by reacting the histidyl residue analogues N‐benzoylhistidine and hippurylhistidyl‐leucine with methyl linoleate in a low‐moisture model system resembling the structure of freeze‐dried foods. We found that, after incubation at 51‐57°C and 75% relative humidity for 3 wk, the imidazole side‐chain was cleaved by peroxidizing methyl linoleate to yield asparagyl and aspartyl side‐chains along with other compounds at lower concentrations. The degradation of the histidyl imidazole ring (pKa= 6.0–6.5) increased significantly at pH ≥ 7, indicating that the free base form was the labile species. Copyright © 1979, Wiley Blackwell. All rights reserved

引用

页码：568 / 574

页数：7

共 41 条

[1]

Aray S. S., 1972, Journal of Food Science and Technology, India, V9, P185

[2] THE EFFECT OF OXIDIZED FATTY ACIDS ON THE ACTIVITY OF CERTAIN OXIDATIVE ENZYMES [J].

BERNHEIM, F ;

WILBUR, KM ;

KENASTON, CB .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1952, 38 (JUL) :177-186

[3] REACTION OF AUTOOXIDIZING LINOLEATE WITH COHO SALMON MYOSIN [J].

BRADDOCK, RJ ;

DUGAN, LR .

JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1973, 50 (09) :343-347

[4] REACTION OF MYOSIN WITH MALONALDEHYDE [J].

BUTTKUS, H .

JOURNAL OF FOOD SCIENCE, 1967, 32 (04) :432-&

[5] INACTIVATION OF RIBONUCLEASE AND OTHER ENZYMES BY PEROXIDIZING LIPIDS AND BY MALONALDEHYDE [J].

CHIO, KS ;

TAPPEL, AL .

BIOCHEMISTRY, 1969, 8 (07) :2827-+

[6] INTERACTIONS OF MALONALDEHYDE WITH COLLAGEN .4. LOCALIZATION OF MALONALDEHYDE BINDING-SITE IN COLLAGEN MOLECULE [J].

DAVIDKOVA, E ;

SVADLENKA, I ;

DEYL, Z .

ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1975, 158 (05) :279-283

[7] ADDITION OF N-ACETYL-CYSTEINE TO LINOLEIC-ACID HYDROPEROXIDE [J].

GARDNER, HW ;

WEISLEDER, D ;

KLEIMAN, R .

LIPIDS, 1976, 11 (02) :127-134

[8] SUBUNIT STRUCTURE AND PHOTOOXIDATION OF YEAST IMIDAZOLEGLYCEROLPHOSPHATE DEHYDRATASE [J].

GLASER, RD ;

HOUSTON, LL .

BIOCHEMISTRY, 1974, 13 (25) :5145-5152

[9] AUTOOXIDATION OF L-ASCORBIC ACID AND IMIDAZOLE NUCLEUS .2. THE DECOMPOSITION PRODUCTS OF IMIDAZOLE DERIVATIVES PRESENT IN THE AUTOOXIDATION MIXTURE [J].

IMANAGA, Y .

JOURNAL OF BIOCHEMISTRY, 1955, 42 (06) :669-676

[10]

Jarenbaeck L., 1975, Journal of Food Technology, V10, P437, DOI 10.1177/104973200129118534

← 1 2 3 4 5 →