Purification, stabilization and characterization of tomato fatty acid hydroperoxide lyase

Phytochemistry

Volumn 53, Issue 2, 2000, Pages 177-185

  Suurmeijer, Catherine N S P ^a   Pérez Gilabert, Manuela ^a   Van Unen, Dirk Jan ^a   Van Der Hijden, Harry T W M ^b   Veldink, Gerrit A ^a   Vliegenthart, Johannes F G ^a  

^a UTRECHT UNIVERSITY   (Netherlands)

^b UNILEVER RESEARCH VLAARDINGEN   (Netherlands)

Author keywords

Fatty acid hydroperoxide lyase; Lycopersicon esculentum; Solanaceae; Tomato

Indexed keywords

FATTY ACID; GALLIC ACID PROPYL ESTER; GUAIACOL; HEME DERIVATIVE; HYDROPEROXIDE; HYDROPEROXIDE LYASE; LINOLEIC ACID; LINOLENIC ACID; LYASE; NORDIHYDROGUAIARETIC ACID;

ARTICLE; CHEMICAL REACTION; CHEMISTRY; CONCENTRATION (PARAMETERS); ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME INHIBITION; ENZYME PURIFICATION; ENZYME STABILITY; ENZYMOLOGY; GEL CHROMATOGRAPHY; ION EXCHANGE CHROMATOGRAPHY; ISOLATION AND PURIFICATION; ISOMERISM; KINETICS; MASS FRAGMENTOGRAPHY; METABOLISM; MICHAELIS CONSTANT; NONHUMAN; PH; TOMATO;

ALDEHYDE-LYASES; CHROMATOGRAPHY, GEL; CHROMATOGRAPHY, ION EXCHANGE; CYTOCHROME P-450 ENZYME SYSTEM; ENZYME STABILITY; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; KINETICS; LYCOPERSICON ESCULENTUM;

LYCOPERSICON ESCULENTUM; SOLANACEAE;

EID: 0342948821     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0031-9422(99)00504-X     Document Type: Article

References (33)

1. Coggon P., Romanczyk L.J., Sanderson G.W. Extraction, purification, and partial characterization of a tea metalloprotein and its role in the formation of black tea aroma constituents. Journal of Agricultural and Food Chemistry. 25:1977;278-283.
2. Croft K.P.C., Juttner F., Slusarenko A.J. Volatile products of the lipoxygenase pathway evolved from Phaseolus vulgaris (L) leaves inoculated with Pseudomonas syringae pv-Phaseolicola. Plant Physiology. 101:1993;13-24.
3. De Pinto M.C., Barceló A.R. Inhibition of both peroxidase and laccase by desferal (desferrioxamine mesylate). Phytochemistry. 42:1996;283.
4. Eglinton G., Hunneman D.H., McCormick A. Gas chromatographic-mass spectrometric studies of long chain hydroxy acids. Organic Mass Spectrometry. 1:1968;593-611.
5. Elshof M.B.W., Janssen M., Veldink G.A., Vliegenthart J.F.G. Biocatalytic large-scale production of 13(S)-hydroperoxy-9(Z),11(E)-octadecadienoic acid from hydrolysed safflower oil by a crude soybean flour extract as lipoxygenase source. Recueil des Travaux Chimiques des Pays-Bas. 115:1997;499-504.
6. Galliard T., Matthew J.A. Lipoxygenase-mediated cleavage of fatty acids to carbonyl fragments in tomato fruits. Phytochemistry. 16:1977;339-343.
7. Galliard T., Matthew J.A., Wright A.J., Fishwick M.J. The enzymic breakdown of lipids to volatile and non-volatile carbonyl fragments in disrupted tomato fruits. Journal of Science of Food and Agriculture. 28:1977;863-868.
8. Gardner H.W. Recent investigations into the lipoxygenase pathway of plants. Biochimica et Biophysica Acta. 1084:1991;221-239.
9. Gardner H.W., Plattner R.D. Linoleate hydroperoxides are cleaved heterolytically into aldehydes by a Lewis acid in aprotic solvent. Lipids. 19:1984;294-299.
10. Gardner H.W., Dornbos D.L., Desjardins A.E. Hexanal, trans-2-hexenal, and trans-2-nonenal inhibit soybean, Glycine-max, seed germination. Journal of Agricultural and Food Chemistry. 38:1990;1316-1320.
11. Hatanaka A. The biogeneration of green odour by green leaves. Phytochemistry. 34:1993;1201-1218.
12. Hatanaka A., Kajiwara T., Matsui K., Kitamura A. Expression of lipoxygenase and hydroperoxide lyase activities in tomato fruits. Zeitschrift für Naturforschung. 47c:1992;369-374.
13. 18O -labeled 13-hydroperoxylinoleyl alcohol into 12-hydroxy-3(Z)-dodecenal in tea chloroplasts. Zeitschrift für Naturforschung. 41C:1986;359-362.
14. Hsieh R.J. Contribution of lipoxygenase pathway to food flavors. Ho C.-T., Hartman T.G. Lipids in food flavors. 558 ed :1994;30-48 American Chemical Society, Washington, DC.
15. Jadhav S., Singh B., Salunkhe D.K. Metabolism of unsaturated fatty acids in tomato fruit: linoleic and linolenic acid as precursors of hexanal. Plant Cell Physiology. 13:1972;449-459.
16. Koshio K., Takahashi H., Ota Y. Induction of browning of male flowers of Cryptomeria japonica by treatment with fatty acids: mechanism and the role of trans-2-hexenal. Plant Cell Physiology. 36:1995;1511-1517.
17. Matsui K., Kajiwara T., Hatanaka A. Inactivation of tea leaf hydroperoxide lyase by fatty acid hydroperoxide. Journal of Agricultural and Food Chemistry. 40:1992;175-178.
18. Matsui K., Shibutani M., Hase T., Kajiwara T. Bell pepper fruit fatty acid hydroperoxide lyase is a cytochrome P450 (CYP74B). FEBS Letters. 394:1996;21-24.
19. Olías J.M., Pérez A.G., Ríos J.J., Sanz L.C. Aroma of virgin olive oil-biogenesis of the green odor notes. Journal of Agricultural and Food Chemistry. 41:1993;2368-2373.
20. Phillips D.R., Matthew J.A., Reynolds J., Fenwick G.R. Partial purification and properties of a cis-3:trans-2-enal isomerase from cucumber fruit. Phytochemistry. 18:1979;401-404.
21. Rutten A.A.J.J.L., Falke H.E., Catsburg J.F., Topp R., Blaauboer B.J., van Holsteijn I., Doorn L., van Leeuwen R.F.X. Interlaboratory comparison of total cytochrome P-450 and protein determinations in rat liver chromosomes. Archives of Toxicology. 61:1987;27-33.
22. Schauenstein E., Esterbauer H., Zollner H. α,β-Unsaturated aldehydes. Lagnado J.R. Aldehydes in biological systems: their natural occurrence and biological activities. 1977;25-102 Pion, London.
23. Schreier P., Lorenz G. Separation, partial purification and characterization of a fatty acid hydroperoxide cleaving enzyme from apple and tomato fruits. Zeitschrift für Naturforschung. 37c:1982;165-173.
24. Smith P.K., Krohn R.I., Hermanson G.T., Mallia A.K., Gartner F.H., Provenzano M.D., Fujimoto E.K., Goeke N.M., Olson B.J., Klenk D.C. Measurement of protein using bicinchoninic acid. Analytical Biochemistry. 150:1985;76.
25. Suurmeijer C.N.S.P., Pérez-Gilabert M., van der Hijden H.T.W.M., Veldink G.A., Vliegenthart J.F.G. Purification, product characterization and kinetic properties of soluble tomato lipoxygenase. Plant Physiology and Biochemistry. 36:1998;657-663.
26. Testa B., Jenner P. Inhibitors of cytochrome P-450s and their mechanism of action. Drug Metabolism Reviews. 12:1981;1-117.
27. Thomas P.E., Ryan D., Levin W. An improved staining procedure for the detection of the peroxidase activity of cytochrome P-450 on sodium dodecyl sulfate polyacrylamide gels. Analytical Biochemistry. 75:1976;168-176.
28. Veldink G.A., Vliegenthart J.F.G. Substrates and products of lipoxygenase catalysis. Atta-ur-Rahman. Studies in natural products chemistry. vol. 9:1989;559-589 Elsevier Science Publishers BV, Amsterdam.
29. Vick B.A., Zimmerman D.C. Oxidative systems for modification of fatty acids: the lipoxygenase pathway. Stumpf P.K. The biochemistry of plants - A comprehensive treatise. vol. 9:1987;53-90 Academic Press, New York.
30. Vick B.A. A spectrophotometric assay for hydroperoxide lyase. Lipids. 26:1991;315-320.
31. Vick B.A., Zimmerman D.C. Lipoxygenase and hydroperoxide lyase in germinating watermelon seedlings. Plant Physiology. 57:1976;780-788.
32. Whitehead I.M., Muller B.L., Dean C. Industrial use of soybean lipoxygenase for the production of natural green note flavor compounds. Cereal Foods World. 40:1995;193-197.
33. Zeringue H.J. Effects of C6-C10 alkenals and alkanals on eliciting a defence response in the developing cotton boll. Phytochemistry. 31:1992;2305-2308.