4-Phenylphenoxazinones were isolated after biomimetic oxidation, using diphenoloxidases of insect cuticle, mushroom tyrosinase, or after autoxidation of N-acetyldopamine (Image ) in the presence of β-alanine, β-alanine methyl ester or N-acetyl-L-lysine. They are formed presumably by addition of 2-aminoalkyl-5-alkylphenols to the o-quinone of biphenyltetrol which, in turn, arises from oxidative coupling of. The structures of present the first examples for the assembly of reasonably stable intermediates in the rather complex process of chemical modifications of aliphatic amino acid residues by o-quinones.
Identifer | oai:union.ndltd.org:Potsdam/oai:kobv.de-opus-ubp:1757 |
Date | January 1992 |
Creators | Peter, Martin G., Andersen, Svend Olav, Hartmann, Rudolf, Miessner, Merle, Roepstorff, Peter |
Publisher | Universität Potsdam, Mathematisch-Naturwissenschaftliche Fakultät. Institut für Chemie, Extern. Extern |
Source Sets | Potsdam University |
Language | English |
Detected Language | English |
Type | Postprint |
Format | application/pdf |
Source | Tetrahedron. - 48 (1992), 41, p. 8927 - 8934. - ISSN 0040-4020 |
Rights | http://opus.kobv.de/ubp/doku/urheberrecht.php |
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