title: Phenoloxidase catalyzed coupling of catechols. Identification of novel coupling products.
abstract: Phenoloxidases from insect cuticle as well as from other sources oxidize catechols resulting in the formation of various coupling products. The two dominating products from 4-methylcatechol and the main product from N-acetyldopamine were purified and identified by means of plasma desorption and electron impact mass spectrometry and by 1H- and 13C-NMR spectroscopy. The main product from both catechols has a quinoid trihydroxybiphenyl structure, indicating oxidative coupling between a catechol and the corresponding trihydroxy derivative. The second product from 4-methylcatechol is a biphenyltetrol derivative, indicating oxidative coupling between two catechols.
authors.affiliation: Institute of Biological Chemistry A, August Krogh Institute, Copenhagen, Denmark.
authors.forename: S O
authors.initials: SO
authors.lastname: Andersen
authors.forename: J P
authors.initials: JP
authors.lastname: Jacobsen
authors.forename: G
authors.initials: G
authors.lastname: Bojesen
authors.forename: P
authors.initials: P
authors.lastname: Roepstorff
mesh_terms: D000818:Animals; D002384:Catalysis; D002396:Catechols / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D007313:Insecta / Q000201:enzymology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D014442:Monophenol Monooxygenase / Q000378:metabolism*; D010084:Oxidation-Reduction; D013057:Spectrum Analysis
chemical_list: D002396:Catechols; D014442:Monophenol Monooxygenase