Publication Cover
Redox Report
Communications in Free Radical Research
Volume 1, 1995 - Issue 3
2
Views
2
CrossRef citations to date
0
Altmetric
Original Articles

ESR evidence for the oxidative cleavage of gentisic acid in basic aqueous solution

, , , &
Pages 219-223 | Published online: 13 Jul 2016

References

  • La Du B N, Zanonni V G. Laster I, Seegmiller J E. The nature of the defect in tyrosine metabolism in alkaptonuria. J Biol Chem 1958; 230: 251–256.
  • Zanonni V G, Laster I, Seegmiller J E, La Du B N. An enzymatic spectrophotometric method for the determination of homogentisic acid in plasma and urine. J Biol Chem 1961; 236: 774–777.
  • La Du B N, O'Brien W, Zanonni V G. Studies on ochronosis I. The distribution of homogentisic acid in guinea pigs. Arthritis Rheumat 1962; 5: 81–87.
  • Zanonni V G, Malawista S E, La Du B N. Studies on ochronosis II. Studies on benzoquinoneacetic acid, a probable intermediate in the connective tissue pigmentation of alkaptonuria. Arthritis Rheumat 1962; 5: 547–566.
  • Milch R A, Titus E D, Loo T L. Atmospheric oxidation of homogentisic acid: spectrophotometric studies. Science 1957; 126: 209–210.
  • Martin J P, Batkoff B. Homogentisic acid autoxidation and oxygen radical generation: implications for the etiology of alkaptonuric arthritis. Free Radical Biol Med 1987; 3: 241–250.
  • Moran T J, Yunis E G. Studies on ochronosis 2. Effects of injection of homogentisic acid and ochronotic pigment in experimental animals. Am J Pathol 1962; 40: 359–368.
  • Grootveld M, Halliwell B. Aromatic hydroxylation as a potential measure of hydroxyl-radical formation in vivo. Biochem J 1986; 237: 499–504.
  • Capelle S, Pellegrini S, Cotelle P, Imbenotte M, Pommery J, Catteau J P. ESR characterization of the autoxidation products from gentisic acid. Application to humic model synthesis. Water Research, submitted for publication.
  • Capelle S, Cotelle N, Cotelle P, Bernier J L, Catteau J P. Antioxidant activities of dihydroxylated salicylic acid derivatives. Redox Report, in press.
  • Holmes T J, Vennerstrom V J J, Choi K E. Solution characterization of carboxybenzoquinone and the isolation of derived quinhydrones. J Org Chem 1984; 49: 4736–4738.
  • Wada G H, Fellman J H. 2,4,5-Trihydroxyphenylacetic acid. A metabolite of L-3,4-dihydroxyphenylalanine. Biochemistry 1973; 12: 5212–5217.
  • Oehler U M, Janzen E G. Simulation of isotropic electron spin resonance spectra: a transportable basic program. Can J Chem 1982; 60: 1542–1548.
  • Pedersen J A. ESR studies of oxidative processes of quinones and hydroquinones in alkaline solution; formation of primary and secondary semiquinone radicals. Journal of the Chemical Society, Perkin Translations 2 1973; 424–431.
  • Pedersen J A. In: Handbook of ESR spectra from quinones and quinols, Florida: CRS Press, 1985.
  • Sugiyama S, Tanaka H, Yano K, Arima K. Metabolism of aromatic compounds by microbes. Bull Agr Chem Soc Japan 1960; 24: 255–261.
  • Anderson J J, Dagley S. Catabolism of aromatic acids in Trichosporon cutaneum. J Bacteriol 1980; 141: 534–543.
  • Baciocchi E, Dell'Aira D, Ruzziconi R. Dimethyl arylmalonates from cerium (IV) ammonium nitrate promoted reactions of dimethyl malonate with aromatic compounds in methanol. Tetrahedron Lett 1986; 27: 2763–2766.
  • Brunmark A, Cadenas E. Redox and addition chemistry of quinoid compounds and its biological implications. Free Radical Biol Med 1989; 7: 435–477.
  • Maskos Z, Rush J D, Koppenol W H. The hydroxylation of the salicylate anion by a Fenton reaction and radiolysis: a consideration of the respective mechanisms. Free Radical Biol Med 1990; 8: 153–162.
  • Cotelle P. Unpublished results.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.