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Influence of the reaction medium on the product distribution of peroxidase-catalysed oxidation of p-cresol

Pietikäinen, Pekka and Adlercreutz, Patrick LU orcid (1990) In Applied Microbiology and Biotechnology 33(4). p.455-458
Abstract

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... (More)

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).

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author
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publishing date
type
Contribution to journal
publication status
published
subject
in
Applied Microbiology and Biotechnology
volume
33
issue
4
pages
4 pages
publisher
Springer
external identifiers
  • pmid:1366748
  • scopus:0025073661
ISSN
0175-7598
DOI
10.1007/BF00176665
language
English
LU publication?
yes
id
ddad782f-3d0f-4005-8b41-f38270958d49
date added to LUP
2019-06-22 18:55:50
date last changed
2024-01-01 12:25:33
@article{ddad782f-3d0f-4005-8b41-f38270958d49,
  abstract     = {{<p>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).</p>}},
  author       = {{Pietikäinen, Pekka and Adlercreutz, Patrick}},
  issn         = {{0175-7598}},
  language     = {{eng}},
  month        = {{07}},
  number       = {{4}},
  pages        = {{455--458}},
  publisher    = {{Springer}},
  series       = {{Applied Microbiology and Biotechnology}},
  title        = {{Influence of the reaction medium on the product distribution of peroxidase-catalysed oxidation of p-cresol}},
  url          = {{http://dx.doi.org/10.1007/BF00176665}},
  doi          = {{10.1007/BF00176665}},
  volume       = {{33}},
  year         = {{1990}},
}