Influence of the reaction medium on the product distribution of peroxidase-catalysed oxidation of p-cresol |
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| Authors: | Pekka Pietikäinen Patrick Adlercreutz |
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| Affiliation: | (1) Department of Biotechnology, Chemical Center, University of Lund, P.O. Box 124, S-22100 Lund, Sweden;(2) Present address: Department of Chemistry, Division of Organic Chemistry, University of Helsinki, Vuorikatu 20, SF-00100 Helsinki, Finland |
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| Abstract: | Summary p-Cresol was oxidized by hydrogen peroxide in a reaction catalysed by horseradish peroxidase and the low molecular weight products were investigated. In aqueous media Pummerer's ketone (I) was the dominating product but in organic media the product distribution was quite different; 2,2'-dihydroxy-5,5'-dimethyldiphenyl (II) was the main low molecular weight product. Similar product distributions were obtained with peroxidase adsorbed on a solid support and suspended in toluene and with peroxidase solubilized in a microemulsion containing the same solvent. The best selectivity for the formation of (II) was obtained when the enzyme was adsorbed on Celite and suspended in water-saturated chloroform with 0.5% (v/v) extra water added. The yield of low molecular weight products in this case was 28%; of this fraction, 95% was (II).Offprint requests to: P. Adlercreutz |
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