Effect of Phloroglucinol and Resorcinol on the Clingstone Peach Polyphenol Oxidase-catalyzed Oxidation of 4-Methylcatechol.

Phloroglucinol and resorcinol are not substrates for clingstone peach (Prunus persica) polyphenol oxidase, but they react with 4-methyl-o-quinone, produced either enzymatically or nonenzymatically, to give an intense red or red-brown color with a maximal absorption at about 470 nanometers. Several colored products were isolated from an ethyl acetate extract of the reaction by two-dimensional thin layer chromatography. Based on thin layer chromatographic and spectral studies of the enzymatic and nonenzymatic reactions, polyphenol oxidase does not play a role in the reaction between 4-methyl-o-quinone and phloroglucinol, resorcinol, d-catechin, or orcinol. In such reactions, the function of polyphenol oxidase is the formation of 4-methyl-o-quinone which then reacts nonenzymatically with the above phenols. Activation energies of both enzymatic and nonenzymatic reactions were determined.

[1]  J. Whitaker,et al.  Isolation and characterization of polyphenol oxidase isozymes of clingstone peach. , 1971, Plant physiology.

[2]  W. Pierpoint o-Quinones formed in plant extracts. Their reaction with bovine serum albumin. , 1969, The Biochemical journal.

[3]  W. Pierpoint o-Quinones formed in plant extracts. Their reactions with amino acids and peptides. , 1969, The Biochemical journal.

[4]  D. Pratt,et al.  Apple Polyphenol Oxidase Activity in Relation to Various Phenolic Compounds , 1967 .

[5]  W. Loomis,et al.  Plant phenolic compounds and the isolation of plant enzymes , 1966 .

[6]  H. S. Mason,et al.  Melanoproteins. I. Reactions between enzyme-generated quinones and amino acids. , 1965, Biochimica et biophysica acta.

[7]  D. Waldi Coating Materials for Thin-Layer Chromatography , 1965 .

[8]  C. R. Dawson,et al.  ON THE PATHWAY OF THE CATECHOL‐TYROSINASE REACTION , 1963 .

[9]  C. R. Dawson,et al.  On the pathway of the catecholtyrosinase reaction. , 1963, Annals of the New York Academy of Sciences.

[10]  H. S. Mason,et al.  Identification by electron spin resonance spectroscopy of the primary product of tyrosinase-catalyzed catechol oxidation. , 1961, Biochemical and biophysical research communications.

[11]  J. Roberts,et al.  Diphenylenedioxide-2, 3-quinone: an intermediate in the enzymic oxidation of catechol. , 1960, Biochimica et biophysica acta.

[12]  D. G. Roux,et al.  Selective spray reagents for the identification and estimation of flavonoid compounds associated with condensed tannins , 1960 .

[13]  G. Schneider,et al.  Die Wirkung von Resorcin, Phloroglucin und Orcin auf die enzymatische Oxydation von p-Kresol , 1959 .

[14]  J. Seakins,et al.  Enzymic oxidation of catechin to a polymer structurally related to some phlobatannins. , 1957, The Biochemical journal.

[15]  D. Hathway 103. Autoxidation of polyphenols. Part I. Autoxidation of methyl gallate and its O-methyl ethers in aqueous ammonia , 1957 .

[16]  W. G. Forsyth,et al.  Intermediates in the enzymic oxidation of catechol. , 1957, Biochimica et biophysica acta.