Biodegradation of dioxin-related compounds

A review

Rolf Halden, Daryl F. Dwyer

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

A number of bacteria have been isolated, as well as genetically constructed, that are able to transform dioxin-related compounds including mono- and dichlorinated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers. Invariably, dioxygenases are the primary degradative enzymes involved in the transformations. In most cases, these dioxygenases operate regioselectively and attack their substrates at an ether bond-carrying carbon and an adjacent carbon (the angular position), which prompts the irreversible cleavage of otherwise recalcitrant aryl ether bonds. Arising metabolites typically are mineralized to carbon dioxide, water, and inorganic salts. Some angular dioxygenases have been studied biochemically, resulting in information that may help to expand their substrate ranges to include tri-, tetra-, and other poychlorinated dioxins. Theoretically, all toxic congeners are susceptible to biocatalysis because they all possess an unsubstituted carbon adjacent to an ether bridge. Bacteria harboring these enzymes represent a promising tool for the future bioremediation of contaminated soils. Feasibility studies have shown that hydrophobic dioxins are bioavailable and rapidly degraded in soils from concentrations of 10 ppm to levels in the low ppb range by laboratory-cultured bacteria. Even lower treatment endpoints may be achievable by using these bacteria in concert with methods to increase the bioavailability of the pollutants.

Original languageEnglish (US)
Pages (from-to)11-25
Number of pages15
JournalBioremediation Journal
Volume1
Issue number1
StatePublished - 1997
Externally publishedYes

Fingerprint

ether
dioxin
biodegradation
bacterium
carbon
enzyme
substrate
inorganic salt
dibenzofuran
feasibility study
bioremediation
cleavage
bioavailability
metabolite
transform
carbon dioxide
pollutant
soil
water

Keywords

  • Angular dioxygenation
  • Bioaugmentation
  • Bioavailability
  • Bioremediation
  • Diaryl ether
  • Dioxygenase
  • TCDD

ASJC Scopus subject areas

  • Environmental Science(all)

Cite this

Biodegradation of dioxin-related compounds : A review. / Halden, Rolf; Dwyer, Daryl F.

In: Bioremediation Journal, Vol. 1, No. 1, 1997, p. 11-25.

Research output: Contribution to journalArticle

Halden, Rolf ; Dwyer, Daryl F. / Biodegradation of dioxin-related compounds : A review. In: Bioremediation Journal. 1997 ; Vol. 1, No. 1. pp. 11-25.
@article{04fcd3102b984bceb0dd03b7bab29b7c,
title = "Biodegradation of dioxin-related compounds: A review",
abstract = "A number of bacteria have been isolated, as well as genetically constructed, that are able to transform dioxin-related compounds including mono- and dichlorinated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers. Invariably, dioxygenases are the primary degradative enzymes involved in the transformations. In most cases, these dioxygenases operate regioselectively and attack their substrates at an ether bond-carrying carbon and an adjacent carbon (the angular position), which prompts the irreversible cleavage of otherwise recalcitrant aryl ether bonds. Arising metabolites typically are mineralized to carbon dioxide, water, and inorganic salts. Some angular dioxygenases have been studied biochemically, resulting in information that may help to expand their substrate ranges to include tri-, tetra-, and other poychlorinated dioxins. Theoretically, all toxic congeners are susceptible to biocatalysis because they all possess an unsubstituted carbon adjacent to an ether bridge. Bacteria harboring these enzymes represent a promising tool for the future bioremediation of contaminated soils. Feasibility studies have shown that hydrophobic dioxins are bioavailable and rapidly degraded in soils from concentrations of 10 ppm to levels in the low ppb range by laboratory-cultured bacteria. Even lower treatment endpoints may be achievable by using these bacteria in concert with methods to increase the bioavailability of the pollutants.",
keywords = "Angular dioxygenation, Bioaugmentation, Bioavailability, Bioremediation, Diaryl ether, Dioxygenase, TCDD",
author = "Rolf Halden and Dwyer, {Daryl F.}",
year = "1997",
language = "English (US)",
volume = "1",
pages = "11--25",
journal = "Bioremediation Journal",
issn = "1088-9868",
publisher = "Taylor and Francis Ltd.",
number = "1",

}

TY - JOUR

T1 - Biodegradation of dioxin-related compounds

T2 - A review

AU - Halden, Rolf

AU - Dwyer, Daryl F.

PY - 1997

Y1 - 1997

N2 - A number of bacteria have been isolated, as well as genetically constructed, that are able to transform dioxin-related compounds including mono- and dichlorinated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers. Invariably, dioxygenases are the primary degradative enzymes involved in the transformations. In most cases, these dioxygenases operate regioselectively and attack their substrates at an ether bond-carrying carbon and an adjacent carbon (the angular position), which prompts the irreversible cleavage of otherwise recalcitrant aryl ether bonds. Arising metabolites typically are mineralized to carbon dioxide, water, and inorganic salts. Some angular dioxygenases have been studied biochemically, resulting in information that may help to expand their substrate ranges to include tri-, tetra-, and other poychlorinated dioxins. Theoretically, all toxic congeners are susceptible to biocatalysis because they all possess an unsubstituted carbon adjacent to an ether bridge. Bacteria harboring these enzymes represent a promising tool for the future bioremediation of contaminated soils. Feasibility studies have shown that hydrophobic dioxins are bioavailable and rapidly degraded in soils from concentrations of 10 ppm to levels in the low ppb range by laboratory-cultured bacteria. Even lower treatment endpoints may be achievable by using these bacteria in concert with methods to increase the bioavailability of the pollutants.

AB - A number of bacteria have been isolated, as well as genetically constructed, that are able to transform dioxin-related compounds including mono- and dichlorinated dibenzo-p-dioxins, dibenzofurans, and diphenyl ethers. Invariably, dioxygenases are the primary degradative enzymes involved in the transformations. In most cases, these dioxygenases operate regioselectively and attack their substrates at an ether bond-carrying carbon and an adjacent carbon (the angular position), which prompts the irreversible cleavage of otherwise recalcitrant aryl ether bonds. Arising metabolites typically are mineralized to carbon dioxide, water, and inorganic salts. Some angular dioxygenases have been studied biochemically, resulting in information that may help to expand their substrate ranges to include tri-, tetra-, and other poychlorinated dioxins. Theoretically, all toxic congeners are susceptible to biocatalysis because they all possess an unsubstituted carbon adjacent to an ether bridge. Bacteria harboring these enzymes represent a promising tool for the future bioremediation of contaminated soils. Feasibility studies have shown that hydrophobic dioxins are bioavailable and rapidly degraded in soils from concentrations of 10 ppm to levels in the low ppb range by laboratory-cultured bacteria. Even lower treatment endpoints may be achievable by using these bacteria in concert with methods to increase the bioavailability of the pollutants.

KW - Angular dioxygenation

KW - Bioaugmentation

KW - Bioavailability

KW - Bioremediation

KW - Diaryl ether

KW - Dioxygenase

KW - TCDD

UR - http://www.scopus.com/inward/record.url?scp=0001888461&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001888461&partnerID=8YFLogxK

M3 - Article

VL - 1

SP - 11

EP - 25

JO - Bioremediation Journal

JF - Bioremediation Journal

SN - 1088-9868

IS - 1

ER -