Effect of benzoic acid and some of its derivatives on the rate of DL-DOPA oxidation by mushroom tyrosinase

Journal of Food Biochemistry

Volumn 21, Issue 5, 1997, Pages 125-143

  Kahn, Varda ^a   Ben Shalom, Noach ^a   Zakin, Varda ^a  

^a VOLCANI CENTER   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

BASIDIOMYCOTA;

EID: 0031520818     PISSN: 01458884     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1745-4514.1997.tb00219.x     Document Type: Article

References (30)

1. ANDER, P. and ERIKSSON, K.-E. 1987. Determination of phenoloxidase activity using vanillic acid decarboxylation and syringaldazine oxidation. Biotechnol. Appl. Biochem. 9, 160-169.
2. DORFMAN, L.M. and ADAMS, G.E. 1973. Reactivity of the hydroxyl radical in aqueous solutions. National Bureau of Standards 46, 1-59.
3. DUCKWORTH, H.W. and COLEMAN, J.E. 1970. Physiochemical and kinetic properties of mushroom tyrosinase. J. Biol. Chem. 245, 1613-1625.
4. GUNATA, Y.Z., SAPIS, J.C. and MOUTOUNET, M. 1987. Substrates and aromatic carboxylic acid inhibitors of grape phenol oxidases. Phytochem. 26, 1573-1575.
5. GUTTERIDGE, S. and ROBB, D. 1975. The catecholase activity of Neurospora tyrosinase. Eur. J. Biochem. 54, 107-116.
6. HASELOFF, R.F., BLASIG, I.E., MEFFERT, H. and EBERT, B. 1990. Hydroxyl radical scavenging and antipsoriatic activity of benzoic acid derivatives. Free Radical Biol. Med. 9, 111-115.
7. HASHIGUCHI, H. and TAKAHASHI, H. 1977. Inhibition of two copper-containing enzymes, tyrosinase and dopamine-β-hydroxylase, by L-mimosine. Molec. Pharmacol. 13, 362-367.
8. KAHN, V. 1990. Synergism exerted by 4-tert-butyl catechol and tert-butylcatechol quinone on the rate of DL-DOPA oxidation by mushroom tyrosinase. J. Food Biochem. 14, 177-188.
9. KAHN, V. and ANDRAWIS, A. 1985. Inhibition of mushroom tyrosinase by tropolone. Phytochem. 24, 905-908.
10. KAHN, V. and ANDRAWIS, A. 1986. Multiple effect of hydroxylamine on mushroom tyrosinase. Phytochem. 25, 333-337.
11. KORNER, A.M. and PAWELEK, J. 1982. Dopachrome conversion: A possible control point in melanin biosynthesis. J. Invest. Dermatol. 75, 192-195.
12. KUTTNER, E. and WAGREICH, H. 1953. Some inhibitors of mushroom tyrosinase. Arch. Biochem. Biophys. 43, 80-87.
13. LESLIE, C.A. and ROMANI, R.J. 1988. Inhibition of ethylene biosynthesis by salicylic acid. Plant Physiol. 88, 833-837.
14. MARTINEZ-CAYUELA, M., PLATA, M.C., FAUS, M.J. and GIL, A. 1988. Effect of some phenolic carboxylic acids on cherimoya (Annona cherimolia) polyphenoloxidase activity. J. Sci. Food Agric. 45, 215-222.
15. MAYER, A.M. and HAREL, E. 1979. Polyphenol oxidases in plants. Phytochem. 18, 193-215.
16. PASSI, S. and NAZZARO-PORRO, M. 1981. Molecular basis of substrate and inhibitory specificity of tyrosinase: phenolic compounds. Br. J. Dermatol. 104, 659-665.
17. PIFFERI, P.G., BALDASSARI, L. and CULTRERA, R. 1974. Inhibition of carboxylic acids of an o-diphenol oxidase from Prunus avium fruits. J. Sci. Food Agric. 25, 263-270.
18. POMERANTZ, S.H. and WARNER, M.C. 1967. 3,4-Dihydroxy-L-phenyl alanine as the tyrosinase cofactor. J. Biol. Chem. 242, 5308-5314.
19. PROTA, G. 1988. Some new aspects of eumelanin chemistry. In Advances in Pigment Cell Research. (J.T. Bagnara, ed.) pp. 101-124, Alan R. Liss, New York.
20. RAINFORD, K.D. 1984. The Salicylates, Butterworth, London.
21. ROBACH, M.C. and PIERSON, M.D. 1978. Influence of para-hydroxybenzoic acid esters on the growth and toxin production of Clostridium butulinum 10755A. J. Food Sci. 43, 787-789.
22. ROBB, D.A., SWAIN, T. and MAPSON, L.W. 1966. Substrates and inhibitors of the activated tyrosinase of broad bean (Vicia faba L.). Phytochem. 5, 665-675.
23. RUEGG, CH. and LERCH, K. 1981. Cobalt tyrosinase: replacement of the binuclear copper of Neurospora tyrosinase by cobalt. Biochem. 20, 1256-1262.
24. RYAN, J.D., GREGORY, P. and TINGEY, W.M. 1982. Phenolic oxidase activities in glandular trichomes of Solanum berthaultii. Phytochem. 21, 1885-1887.
25. SCHVED, F. and KAHN, V. 1992a. Synergism exerted by 4-methyl catechol, catechol, and their respective quinones on the rate of DL-DOPA oxidation by mushroom tyrosinase. Pigment Cell Res. 5, 41-48.
26. SCHVED, F. and KAHN, V. 1992b. Effect of different isomers of dihydroxybenzoic acid (DBA) on the rate of DL-DOPA oxidation by mushroom tyrosinase. Pigment Cell Res. 5, 58-64.
27. SWAN, G. A. 1974. Structure, chemistry and biosynthesis of the melanins. In Progress in the Chemistry of Organic Natural Products. (W. Hertz, H. Griseback and G.W. Kirby, eds.) pp. 521-582, Springer Verlag, New York.
28. VAMOS-VIGYAZO, L. 1981. Polyphenol oxidase and peroxidase in fruits and vegetables. CRC Crit. Rev. Food Sci. and Nutr. 15, 49-52.
29. VANNESTE, W.H. and ZUBERBUHLER, A. 1994. Copper-containing oxygenase. In Molecular Mechanisms of Oxygen Activation (O. Hayaishi, ed.) pp. 371-404, Academic Press, New York.
30. VAUGHAN, P.F.T. and McINTYRE, R.J. 1975. The action of hydrogen peroxide on the hydroxylation of p-coumaric acid by spinach-beet phenolase. Biochem. J. 151, 759-762.