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Studies of para-quinomethane formation during the tyrosinase-catalyzed oxidation of 4-alkylcatechols

Abstract:

UV-Vis spectroscopy, hplc-mass spectrometry and deuterium-labeling studies demonstrate that 4-alkyl-ortho-quinones cleanly rearrange to the isomeric 2-hydroxy-para-quinomethanes over a period of 10-20 minutes in aqueous buffer. These ortho-quinones are much more stable in organic solvents (CD3OH, CDCl3). Studies of the rate of rearrangement and of the introduction of pre-formed para-quinomethane to enzyme solution demonstrate that the quinomethanes, formed as secondary products, do not contri...

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Publication status:
Published

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Authors


Ramsden, CA More by this author
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Institution:
University of Oxford
Department:
Oxford, MSD, Oncology
Journal:
ARKIVOC
Volume:
2008
Issue:
2
Pages:
258-267
Publication date:
2008
EISSN:
1551-7012
ISSN:
1424-6376
URN:
uuid:1a8471c9-7bb4-466f-aa4c-60458e546d9e
Source identifiers:
132029
Local pid:
pubs:132029

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