Copper-Promoted overall transformation of 4-tert-butylphenol to its para-hydroxyquinonic derivative, 2-hydroxy-5-tert-butyl-1, 4-benzoquinone. Biomimetic studies on …

…, G Ponticelli, S Oliva, A Di Giulio, E Sanjust

Index: Rinaldi, Andrea C.; Ponticelli, Gustavo; Oliva, Stefania; Di Giulio, Antonio; Sanjust, Enrico Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 9 p. 989 - 992

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Citation Number: 5

Abstract

Topaquinone (TPQ) is a cofactor present at the active site of copper amine oxidases, derived from a Tyr residue inserted in the polypeptide chain through a copper-dependent but otherwise largely unknown mechanism. A simple model system was developed that permits to obtain the overall transformation of 4-tert-butylphenol, chosen as a model for Tyr, into a TPQ-like, para-hydroxyquinonic structure in the presence of Cu (II)-imidazole ...