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RECORD NUMBER: 2 OF 15

OLS Field Name OLS Field Data
Main Title Biotransformation of Benzothiophene by Isopropylbenzene-Degrading Bacteria.
Author Eaton, R. W. ; Nitterauer, J. D. ;
CORP Author Environmental Research Lab., Gulf Breeze, FL. ;Technical Resources, Inc., Gulf Breeze, FL. ;Arkansas Univ. for Medical Sciences, Little Rock.
Publisher c1994
Year Published 1994
Report Number EPA/600/J-94/440;
Stock Number PB95-112199
Additional Subjects Bacteria ; Biodeterioration ; Thiophene ; Metabolites ; Metabolism ; Oxidation ; Enzymes ; Catalysis ; Reaction kinetics ; Petroleum industry ; Organic sulfur compounds ; Reprints ; Thiophene/benzo
Holdings
Library Call Number Additional Info Location Last
Modified
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Status
NTIS  PB95-112199 Most EPA libraries have a fiche copy filed under the call number shown. Check with individual libraries about paper copy. NTIS 03/06/1995
Collation 13p
Abstract
Isopryopylbenzene-degrading bacteria, including Pseudomonas putida RE204, transform benzothiophene to a mixture of compounds. Induced strain RE204 and a number of its Tn5 mutant derivatives were used to accumulate these compounds and their precursors from benzothiophene. These metabolites were subsequently identified by (1)H and (13)H nuclear magnetic resonance spectroscopy and gas chromatography-mass spectrometry. When strain RE204 was incubated with benzothiophene, it produced a bright yellow compound, identified as trans-4-(3-hydroxy-2-thienyl)-2-oxobut-3-enoate, formed by the rearrangement of cis-4-(3-deto-2,3-dihydrothienyl)-2-hydroxybuta-2,4-dienoate, the product of 3-isopropylcatechol-2,3-dioxygenase-catalyzed ring cleavage of 4,5-dihydroxybenzothiophene, as well as 2-mercaptophenylglyoxalate and 2'-mercaptomandelaldehyde. These data indicate that oxidation of benzothiophene by strain RE204 is initiated at either ring.