EFFECT OF VARIOUS FACTORS ON DEHALOGENATION OF CHLORINATED PHENOLS AND ANILINES DURING OXIDATIVE COUPLING

被引：73

作者：

DEC, J ^{[1
]}

BOLLAG, JM ^{[1
]}

机构：

[1] PENN STATE UNIV,CTR BIOMEDIAT & DETOXIFICAT,SOIL BIOCHEM LAB,UNIVERSITY PK,PA 16802

来源：

ENVIRONMENTAL SCIENCE & TECHNOLOGY | 1995年 / 29卷 / 03期

关键词：

D O I：

10.1021/es00003a012

中图分类号：

X [环境科学、安全科学];

学科分类号：

08 ; 0830 ;

摘要：

According to previous research, dehalogenation of chlorinated phenols in the presence of horseradish peroxidase or Trametes versicolor laccase is due to the free-radical mechanism of an oxidative coupling reaction. This study demonstrated that short reaction time, limited amount of catalyst, or unfavorable pH conditions may result in an insufficient generation of free radicals and a reduction in dehalogenation of chlorinated phenols. The free-radical mechanism of chloride release was also found to be valid for peroxidase-mediated polymerization of chlorinated anilines. In the case of a tyrosinase-mediated polymerization of chlorophenols, chloride ions were apparently removed from the formed o-quinones during nucleophilic attack by phenoxide ions. The results obtained strongly support the hypothesis that dehalogenation is strictly connected to oxidative coupling and cannot be enhanced independently by adjustment of the reaction conditions.

引用

页码：657 / 663

页数：7

共 14 条

[1]

BOLLAG J-M, 1992, Science of the Total Environment, V117-118, P357, DOI 10.1016/0048-9697(92)90102-X

[2] DEHALOGENATION OF CHLORINATED PHENOLS DURING OXIDATIVE COUPLING [J].

DEC, J ;

BOLLAG, JM .

ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1994, 28 (03) :484-490

[3] DETOXIFICATION OF SUBSTITUTED PHENOLS BY OXIDOREDUCTIVE ENZYMES THROUGH POLYMERIZATION REACTIONS [J].

DEC, J ;

BOLLAG, JM .

ARCHIVES OF ENVIRONMENTAL CONTAMINATION AND TOXICOLOGY, 1990, 19 (04) :543-550

[4] POLYMERIZATION OF PHENOLS CATALYZED BY PEROXIDASE IN NONAQUEOUS MEDIA [J].

DORDICK, JS ;

MARLETTA, MA ;

KLIBANOV, AM .

BIOTECHNOLOGY AND BIOENGINEERING, 1987, 30 (01) :31-36

[5]

DORDICK JS, 1992, CATALYSIS ORGANIC RE, P267

[6] THE OXIDATIVE 4-DECHLORINATION OF POLYCHLORINATED PHENOLS IS CATALYZED BY EXTRACELLULAR FUNGAL LIGNIN PEROXIDASES [J].

HAMMEL, KE ;

TARDONE, PJ .

BIOCHEMISTRY, 1988, 27 (17) :6563-6568

[7] PEROXIDASE-CATALYZED REMOVAL OF PHENOLS FROM COAL-CONVERSION WASTE-WATERS [J].

KLIBANOV, AM ;

TU, TM ;

SCOTT, KP .

SCIENCE, 1983, 221 (4607) :259-260

[8]

LEONOWICZ A, 1984, ARCH MICROBIOL, V13, P89

[9]

Lyr H., 1963, Phytopathologische Zeitschrift, V47, P73

[10]

MALMSTROM BG, 1968, BIOL OXIDATIONS, P415

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