A review of the occurrence, toxicity, and biodegradation of condensed thiophenes found in petroleum

被引:90
作者
Kropp, KG [1 ]
Fedorak, PM [1 ]
机构
[1] Univ Alberta, Dept Biol Sci, Edmonton, AB T6G 2E9, Canada
关键词
biodegradation; condensed thiophenes; dibenzothiophene; microbial metabolism; toxicity;
D O I
10.1139/cjm-44-7-605
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Condensed thiophenes comprise a significant portion of the organosulfur compounds in petroleum and in other products from fossil fuels. Dibenzothiophene (DBT) has served as a model compound in biodegradation studies for over two decades. However, until quite recently, few other organosulfur compounds were studied, and their fates in petroleum-contaminated environments are largely unknown. This paper presents a review of the types of organosulfur compounds found in petroleum and summarizes the scant literature on toxicity studies with condensed thiophenes. Reports on the biodegradation of benzothiophene, alkylbenzothiophenes, DBT, alkylDBTs, and naphthothiophenes are reviewed with a focus on the identification of metabolites detected in laboratory cultures. In addition, recent reports on quantitative studies with DBT and naphtho[2,1-b]thiophene indicate the existence of polar sulfur-containing metabolites that have escaped detection and identification.
引用
收藏
页码:605 / 622
页数:18
相关论文
共 96 条
[1]  
ALLEN CCR, 1995, J CHEM SOC CHEM COMM, P119
[2]   THE ATOMIC-EMISSION DETECTOR IN GAS-CHROMATOGRAPHIC TRACE ANALYSIS - SOME STUDIES ON THE PERFORMANCE AND APPLICATIONS [J].
ANDERSSON, JT ;
SCHMID, B .
FRESENIUS JOURNAL OF ANALYTICAL CHEMISTRY, 1993, 346 (04) :403-409
[3]   CHEMICAL AND BIOLOGICAL WEATHERING OF OIL, FROM THE AMOCO-CADIZ SPILLAGE, WITHIN THE LITTORAL-ZONE [J].
ATLAS, RM ;
BOEHM, PD ;
CALDER, JA .
ESTUARINE COASTAL AND SHELF SCIENCE, 1981, 12 (05) :589-608
[4]   SELECTIVE AEROBIC DEGRADATION OF METHYL-SUBSTITUTED POLYCYCLIC AROMATIC-HYDROCARBONS IN PETROLEUM BY PURE MICROBIAL CULTURES [J].
BAYONA, JM ;
ALBAIGES, J ;
SOLANAS, AM ;
PARES, R ;
GARRIGUES, P ;
EWALD, M .
INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY, 1986, 23 (04) :289-303
[5]   TOXICITY AND GENOTOXICITY ENHANCEMENT DURING POLYCYCLIC AROMATIC-HYDROCARBONS BIODEGRADATION [J].
BELKIN, S ;
STIEBER, M ;
TIEHM, A ;
FRIMMEL, FH ;
ABELIOVICH, A ;
WERNER, P ;
ULITZUR, S .
ENVIRONMENTAL TOXICOLOGY AND WATER QUALITY, 1994, 9 (04) :303-309
[6]   APPLICATION OF GAS-CHROMATOGRAPHY ON GLASS-CAPILLARY COLUMNS TO THE ANALYSIS OF HYDROCARBON POLLUTANTS FROM THE AMOCO CADIZ OIL-SPILL [J].
BERTHOU, F ;
GOURMELUN, Y ;
DREANO, Y ;
FRIOCOURT, MP .
JOURNAL OF CHROMATOGRAPHY, 1981, 203 (JAN) :279-292
[7]   Initial oxidation products in the metabolism of pyrene, anthracene, fluorene, and dibenzothiophene by the white rot fungus Pleurotus ostreatus [J].
Bezalel, L ;
Hadar, Y ;
Fu, PP ;
Freeman, JP ;
Cerniglia, CE .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1996, 62 (07) :2554-2559
[8]  
Boehm P. D., 1981, AMOCO CADIZ FATES EF, P159
[9]   A CHEMICAL INVESTIGATION OF THE TRANSPORT AND FATE OF PETROLEUM-HYDROCARBONS IN LITTORAL AND BENTHIC ENVIRONMENTS - THE TSESIS OIL-SPILL [J].
BOEHM, PD ;
BARAK, JE ;
FIEST, DL ;
ELSKUS, AA .
MARINE ENVIRONMENTAL RESEARCH, 1982, 6 (03) :157-188
[10]  
Bohonos N, 1977, Jpn J Antibiot, V30 Suppl, P275