Catecholamine-protein conjugates : isolation of 4-phenylphenoxazin-2-ones from oxidative coupling of N-acetyldopamine with alipathic amino acids
- 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.
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| Author details: | Martin G. Peter, Svend Olav Andersen, Rudolf Hartmann, Merle Miessner, Peter Roepstorff |
|---|---|
| URN: | urn:nbn:de:kobv:517-opus-17571 |
| Publication series (Volume number): | Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe (paper 062) |
| Publication type: | Postprint |
| Language: | English |
| Publication year: | 1992 |
| Publishing institution: | Universität Potsdam |
| Release date: | 2008/04/18 |
| Source: | Tetrahedron. - 48 (1992), 41, p. 8927 - 8934. - ISSN 0040-4020 |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Extern / Extern | |
| DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| License (German): |  Keine öffentliche Lizenz: Unter Urheberrechtsschutz |
| External remark: | first published in: Tetrahedron. - 48 (1992), 41, p. 8927 - 8934 ISSN: 0040-4020 doi:10.1016/S0040-4020(01)81991-8 |
