Browning reactions between oxidised vegetable oils and amino acids

Browning reactions of oxidised lipids with amino acids were studied in mixtures of refined soybean or rapeseed oil with alanine, valine, lysine, serine, cystine, cysteine, methionine, proline, and tryptophan. Oils were deposited in thin layers on cellulose fibres impregnated with the individual amin...

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Main Authors: B. E Hutapea, L. Parkányiová, J. Parkányiová, M. Miyahara, H. Sakurai, J. Pokorný
Format: Article
Language:English
Published: Czech Academy of Agricultural Sciences 2004-06-01
Series:Czech Journal of Food Sciences
Subjects:
Online Access:https://cjfs.agriculturejournals.cz/artkey/cjf-200403-0004_browning-reactions-between-oxidised-vegetable-oils-and-amino-acids.php
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author B. E Hutapea
L. Parkányiová
J. Parkányiová
M. Miyahara
H. Sakurai
J. Pokorný
author_facet B. E Hutapea
L. Parkányiová
J. Parkányiová
M. Miyahara
H. Sakurai
J. Pokorný
author_sort B. E Hutapea
collection DOAJ
description Browning reactions of oxidised lipids with amino acids were studied in mixtures of refined soybean or rapeseed oil with alanine, valine, lysine, serine, cystine, cysteine, methionine, proline, and tryptophan. Oils were deposited in thin layers on cellulose fibres impregnated with the individual amino acids. The reaction proceeded in the dark, in dry air, at 50°C and at free access of oxygen. The browning determined at 430 nm followed a nearly zeroth order reaction without any induction period. The browning was very weak in the absence of amino acids, and all amino acids increased the browning rate, especially cysteine, methionine, and even more proline and tryptophan. The reaction rates were nearly the same in mixtures with rapeseed and soybean oils. Small amounts of hydroperoxides did not appreciably affect the browning rate. In the presence of copper ions, which belong to the most active catalysts of oxidation, the reaction rate was substantially higher. On the contrary, in the presence of antioxidants, the reaction rate was reduced to a marked degree but no induction period was observed. The probable main reaction mechanism was the reaction of lipid hydroperoxides, free radicals produced by their decomposition and/or unsaturated aldehydes under the formation of unsaturated imines which further polymerised into brown macromolecular substances.
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spelling doaj.art-6dc5c59222f44b6b911a2429544eae322023-02-23T03:26:55ZengCzech Academy of Agricultural SciencesCzech Journal of Food Sciences1212-18001805-93172004-06-012239910710.17221/3413-CJFScjf-200403-0004Browning reactions between oxidised vegetable oils and amino acidsB. E Hutapea0L. Parkányiová1J. Parkányiová2M. Miyahara3H. Sakurai4J. Pokorný5Department of Food Chemistry and Analysis, Institute of Chemical Technology in Prague, Prague, Czech RepublicDepartment of Food Chemistry and Analysis, Institute of Chemical Technology in Prague, Prague, Czech RepublicDepartment of Food Chemistry and Analysis, Institute of Chemical Technology in Prague, Prague, Czech RepublicDepartment of Food Chemistry and Analysis, Institute of Chemical Technology in Prague, Prague, Czech RepublicDepartment of Food Chemistry and Analysis, Institute of Chemical Technology in Prague, Prague, Czech RepublicDepartment of Food Chemistry and Analysis, Institute of Chemical Technology in Prague, Prague, Czech RepublicBrowning reactions of oxidised lipids with amino acids were studied in mixtures of refined soybean or rapeseed oil with alanine, valine, lysine, serine, cystine, cysteine, methionine, proline, and tryptophan. Oils were deposited in thin layers on cellulose fibres impregnated with the individual amino acids. The reaction proceeded in the dark, in dry air, at 50°C and at free access of oxygen. The browning determined at 430 nm followed a nearly zeroth order reaction without any induction period. The browning was very weak in the absence of amino acids, and all amino acids increased the browning rate, especially cysteine, methionine, and even more proline and tryptophan. The reaction rates were nearly the same in mixtures with rapeseed and soybean oils. Small amounts of hydroperoxides did not appreciably affect the browning rate. In the presence of copper ions, which belong to the most active catalysts of oxidation, the reaction rate was substantially higher. On the contrary, in the presence of antioxidants, the reaction rate was reduced to a marked degree but no induction period was observed. The probable main reaction mechanism was the reaction of lipid hydroperoxides, free radicals produced by their decomposition and/or unsaturated aldehydes under the formation of unsaturated imines which further polymerised into brown macromolecular substances.https://cjfs.agriculturejournals.cz/artkey/cjf-200403-0004_browning-reactions-between-oxidised-vegetable-oils-and-amino-acids.phpamino acidsautoxidationbrowning, nonenzymichydroperoxidesiminesrapeseed oilsoybean oil
spellingShingle B. E Hutapea
L. Parkányiová
J. Parkányiová
M. Miyahara
H. Sakurai
J. Pokorný
Browning reactions between oxidised vegetable oils and amino acids
Czech Journal of Food Sciences
amino acids
autoxidation
browning, nonenzymic
hydroperoxides
imines
rapeseed oil
soybean oil
title Browning reactions between oxidised vegetable oils and amino acids
title_full Browning reactions between oxidised vegetable oils and amino acids
title_fullStr Browning reactions between oxidised vegetable oils and amino acids
title_full_unstemmed Browning reactions between oxidised vegetable oils and amino acids
title_short Browning reactions between oxidised vegetable oils and amino acids
title_sort browning reactions between oxidised vegetable oils and amino acids
topic amino acids
autoxidation
browning, nonenzymic
hydroperoxides
imines
rapeseed oil
soybean oil
url https://cjfs.agriculturejournals.cz/artkey/cjf-200403-0004_browning-reactions-between-oxidised-vegetable-oils-and-amino-acids.php
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