Main Title |
Oxidative 4-Dechlorination of Polychlorinated Phenols Is Catalyzed by Extracellular Fungal Lignin Peroxidases (Journal Version). |
Author |
Hammel, K. E. ;
Tardone, P. J. ;
|
CORP Author |
State Univ. of New York at Syracuse. Coll. of Environmental Science and Forestry.;Environmental Protection Agency, Cincinnati, OH. Risk Reduction Engineering Lab. |
Publisher |
c1988 |
Year Published |
1988 |
Report Number |
EPA/600/J-88/268; |
Stock Number |
PB89-142707 |
Additional Subjects |
Air pollution ;
Aromatic polycyclic hydrocarbons ;
Phenols ;
Lignin ;
Peroxidases ;
Biodeterioration ;
Contaminants ;
Basidiomycetes ;
Fungi ;
Oxidation ;
Dechlorination ;
Catalysts ;
Reprints ;
Air purification ;
Phanerochaete chrysosporium
|
Holdings |
Library |
Call Number |
Additional Info |
Location |
Last Modified |
Checkout Status |
NTIS |
PB89-142707 |
Some EPA libraries have a fiche copy filed under the call number shown. |
|
07/26/2022 |
|
Collation |
7p |
Abstract |
The extracellular lignin peroxidases (ligninases) of Phanerochaete chrysosporium catalyzed H2O2-dependent spectral changes in several environmentally significant polychlorinated phenols: 2,4-dichloro-,2,4,5-trichloro-, and pentachlorophenol. Gas chromatography/mass spectrometry showed that lignin peroxidase catalyzed a 4-dechlorination of the starting phenol to yield a p-benzoquinone. The oxidation of 2,4-dichlorophenol also yielded a dechlorinated coupling dimer, tentatively identified as 2-chloro-6-(2,4-dichlorophenoxyl)-p-benzoquinone. Experiments on the stoichiometry of 2,4,6-trichlorophenol oxidation showed that this substrate was quantitatively dechlorinated to give the quinone and inorganic chloride. H2(sup 18)O-labeling experiments on 2,4,6-trichlorophenol oxidation demonstrated that water was the source of the new 4-oxo substituent in 2,6-dichloro-p-benzoquinone. Results indicate a mechanism whereby lignin peroxidase oxidizes a 4-chlorinated phenol to an electrophilic intermediate, perhaps the 4-chlorocyclohexadienone cation. Nucleophilic attack by water and elimination of HCl then ensue at the 4-position, which produces the quinone. It appears that these peroxidases could also catalyze the initial dechlorination of certain polychlorinated phenols in vivo. (Copyright (c) 1988 American Chemical Society.) |
Supplementary Notes |
Sponsored by Environmental Protection Agency, Cincinnati, OH. Risk Reduction Engineering Lab. |
Availability Notes |
Pub. in Biochemistry, v27 p6563-6568 1988. |
NTIS Title Notes |
Journal article. |
Title Annotations |
Reprint: Oxidative 4-Dechlorination of Polychlorinated Phenols Is Catalyzed by Extracellular Fungal Lignin Peroxidases (Journal Version). |
Category Codes |
68A; 57C; 99D |
NTIS Prices |
Not available NTIS |
Primary Description |
600/14 |
Document Type |
NT |
Cataloging Source |
NTIS/MT |
Control Number |
908926906 |
Origin |
NTIS |
Type |
CAT |