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Applied and Environmental Microbiology, August 1998, p. 2800-2805, Vol. 64, No. 8
0099-2240/98/$04.00+0
Copyright © 1998, American Society for Microbiology. All rights reserved.
A Glutathione S-Transferase with
Activity towards cis-1,2-Dichloroepoxyethane Is Involved in
Isoprene Utilization by Rhodococcus sp. Strain
AD45
Johan E. T.
van Hylckama
Vlieg,
Jaap
Kingma,
Arjan J.
van den Wijngaard,
and
Dick B.
Janssen*
Department of Biochemistry, Groningen
Biomolecular Sciences and Biotechnology Institute, University of
Groningen, 9747 AG Groningen, The Netherlands
Received 27 February 1998/Accepted 12 May 1998
Rhodococcus sp. strain AD45 was isolated from an
enrichment culture on isoprene (2-methyl-1,3-butadiene). Isoprene-grown
cells of strain AD45 oxidized isoprene to 3,4-epoxy-3-methyl-1-butene, cis-1,2-dichloroethene to
cis-1,2-dichloroepoxyethane, and
trans-1,2-dichloroethene to
trans-1,2-dichloroepoxyethane. Isoprene-grown cells also
degraded cis-1,2-dichloroepoxyethane and
trans-1,2-dichloroepoxyethane. All organic chlorine was
liberated as chloride during degradation of
cis-1,2-dichloroepoxyethane. A glutathione (GSH)-dependent activity towards 3,4-epoxy-3-methyl-1-butene, epoxypropane,
cis-1,2-dichloroepoxyethane, and
trans-1,2-dichloroepoxyethane was detected in cell extracts of cultures grown on isoprene and 3,4-epoxy-3-methyl-1-butene. The
epoxide-degrading activity of strain AD45 was irreversibly lost upon
incubation of cells with 1,2-epoxyhexane. A conjugate of GSH and
1,2-epoxyhexane was detected in cell extracts of cells exposed to
1,2-epoxyhexane, indicating that GSH is the physiological cofactor of
the epoxide-transforming activity. The results indicate that a GSH
S-transferase is involved in the metabolism of isoprene and
that the enzyme can detoxify reactive epoxides produced by monooxygenation of chlorinated ethenes.
*
Corresponding author. Mailing address: Department of
Biochemistry, Groningen Biomolecular Sciences and Biotechnology
Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen,
The Netherlands. Phone: 31-50-3634209. Fax: 31-50-3634165. E-mail: d.b.janssen{at}chem.rug.nl.

Present address: TNO Industrial Microbiology, 3700 AJ Zeist, The
Netherlands.
Applied and Environmental Microbiology, August 1998, p. 2800-2805, Vol. 64, No. 8
0099-2240/98/$04.00+0
Copyright © 1998, American Society for Microbiology. All rights reserved.
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