Please use this identifier to cite or link to this item: https://doi.org/10.1007/s10529-013-1148-z
Title: Production of a chiral alcohol, 1-(3,4-dihydroxyphenyl) ethanol, by mushroom tyrosinase
Authors: Brooks, S.J.
Nikodinovic, J.
Martin, L.
Doyle, E.M.
O'Sullivan, T.
Guiry, P.J.
Coulombel, L.
Li, Z. 
O'Connor, K.E.
Keywords: Biotransformation
Chiral product
Oxidation
Tyrosinase
Issue Date: May-2013
Citation: Brooks, S.J., Nikodinovic, J., Martin, L., Doyle, E.M., O'Sullivan, T., Guiry, P.J., Coulombel, L., Li, Z., O'Connor, K.E. (2013-05). Production of a chiral alcohol, 1-(3,4-dihydroxyphenyl) ethanol, by mushroom tyrosinase. Biotechnology Letters 35 (5) : 779-783. ScholarBank@NUS Repository. https://doi.org/10.1007/s10529-013-1148-z
Abstract: 1-(3,4-Dihydroxyphenyl) ethanol was produced biocatalytically for the first time using mushroom tyrosinase. 4-Ethylphenol at 1 mM was consumed over 12 min giving 0. 23 mM 4-ethylcatechol and 0. 36 mM (R/S)-1-(3,4-dihydroxyphenyl) ethanol (ee 0. 5 %). Mushroom tyrosinase consumed 4-ethylphenol at 6. 7 μmol min-1 mg protein-1 while the rates of formation of 4-ethylcatechol and 1-(3,4-dihydroxyphenyl) ethanol were 1. 1 and 1. 9 μmol min-1 mg protein-1. Addition of the ascorbic acid, as a reducing agent to biotransformation reactions, increased 4-ethylcatechol formation by 340 %. However, accumulation of 1-(3,4-dihydroxyphenyl) ethanol was not observed in the presence of ascorbic acid. While the 1-(3,4-dihydroxyphenyl) ethanol was racemic, it is the first chiral product produced by tyrosinase starting from a non-chiral substrate. © 2013 Springer Science+Business Media Dordrecht.
Source Title: Biotechnology Letters
URI: http://scholarbank.nus.edu.sg/handle/10635/89942
ISSN: 01415492
DOI: 10.1007/s10529-013-1148-z
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