Phenoloxidase catalyzed coupling of catechols. Identification of novel coupling products. |
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| Authors: | S O Andersen J P Jacobsen G Bojesen P Roepstorff |
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| Affiliation: | Institute of Biological Chemistry A, August Krogh Institute, Copenhagen, Denmark. |
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| 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. |
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