Analyses of microbial desulfurization reaction of alkylated dibenzothiophenes dissolved in oil phase

Biotechnology and Bioengineering

Volumn 83, Issue 4, 2003, Pages 489-497

  Okada, Hideki ^a   Nomura, Nobuhiko ^b   Nakahara, Tadaatsu ^b   Saitoh, Koichi ^c   Uchiyama, Hiroo ^b   Maruhashi, Kenji ^a  

^a Japan Cooperation Center   (Japan)

^b UNIVERSITY OF TSUKUBA   (Japan)

^c TOHOKU UNIVERSITY   (Japan)

Author keywords

Alkylated dibenzothiophene; Desulfurization; Hydrophobicity; Mycobacterium sp. G3; Oil water two phase reaction system

Indexed keywords

ALKYLATION; BACTERIA; DESULFURIZATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROPHOBICITY; REACTION KINETICS; WATER;

MICROBIAL DESULFURIZATION;

OLEFINS;

4,6 DIBUTYLDIBENZOTHIOPHENE; 4,6 DIETHYLDIBENZOTHIOPHENE; 4,6 DIMETHYLBENZOTHIOPHENE; 4,6 DIPROPYLDIBENZOTHIOPHENE; DIBENZOTHIOPHENE DERIVATIVE; OIL; SOLVENT; UNCLASSIFIED DRUG; WATER;

ALKYLATION; ARTICLE; CHEMICAL REACTION KINETICS; DEGRADATION; DESULFURIZATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROPHOBICITY; MOLECULAR WEIGHT; MYCOBACTERIUM; REACTION ANALYSIS;

ALKYLATION; BIODEGRADATION, ENVIRONMENTAL; BIOREACTORS; EMULSIONS; GASOLINE; MYCOBACTERIUM; PHASE TRANSITION; RHODOCOCCUS; SOLUBILITY; SULFUR; THIOPHENES; WATER;

MYCOBACTERIUM; MYCOBACTERIUM SP.;

EID: 0038372950     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/bit.10694     Document Type: Article

References (24)

1. Denome SA, Oldfield C, Nash LJ, Young KD. 1994. Characterization of the desulfurization genes from Rhodococcus sp. strain IGTS8. J Bacteriol 176:6707-6716.
2. OW) of pesticide critical review and comparison of methods. Chemosphere 34:131-161.
3. Folsom BR, Schieche DR, DiGrazia PM, Werner J, Palmer S. 1999. Microbial desulfurization of alkylated dibenzothiophenes from a hydrodesulfurized middle distillate by Rhodococcus erythropolis I-19. Appl Environ Microbiol 65:4967-4972.
4. Furuya T, Kirimura K, Kino K, Usami S. 2001. Thermophilic biodesulfurization of dibenzothiophene and its derivatives by Mycobacterium phlei WU-F1. FEMS Microbiol Lett 204:129-133.
5. Gallagher JR, Olson ES, Stanley DC. 1993. Microbial desulfurization of dibenzothiophene: A sulfur-specific pathway. FEMS Microbiol Lett 107:31-36.
6. Gray KA, Pogrebinsky OS, Mrachko GT, Xi L, Monticello DJ, Squires CH. 1996. Molecular mechanisms of biocatalytic desulfurization of fossil fuels. Nat Biotechnol 14:1705-1709.
7. Grossman MJ, Lee MK, Prince RC, Minak-Bernero V, George GN, Pickering IJ. 2001. Deep desulfurization of extensively hydrodesulfurized middle distillate oil by Rhodococcus sp. ECRD-1. Appl Environ Microbiol 67:1949-1952.
8. Hirasawa K, Ishii Y, Kobayashi M, Koizumi K, Maruhashi K. 2001. Improvement of desulfurization activity in Rhodococcus erythropolis KA2-5-1 by genetic engineering. Biosci Biotechnol Biochem 65:239-246.
9. Izumi Y, Ohshiro T, Ogino H, Hine Y, Shimao M. 1994. Selective desulfurization of dibenzothiophene by Rhodococcus erythropolis D-1. Appl Environ Microbiol 60:223-226.
10. Kawaguchi S, Kuramitsu S. 1998. Thermodynamics and molecular simulation analysis of hydrophobic substrate recognition by aminotransferase. J Biol Chem 273:18353-18364.
11. Kirimura K, Furuya T, Nishii Y, Ishii Y, Kino K, Usami S. 2001. Biodegradation of dibenzothiophene and its derivatives through the selective cleavage of carbon-sulfur bonds by a moderately thermophilic bacterium Bacillus subtilis WU-S2B. J Biosci Bioeng 91:262-266.
12. Kobayashi M, Horiuchi K, Yoshikawa O, Hirasawa K, Ishii Y, Fujino K, Sugiyama H, Maruhashi K. 2001. Kinetics analysis of microbial desulfurization of model and light gas oils containing multiple alkyl dibenzothiophenes. Biosci Biotechnol Biochem 65:298-304.
13. Kobayashi M, Onaka T, Ishii Y, Konishi J, Takaki M, Okada H, Ohta Y, Koizumi K, Suzuki M. 2000. Desulfurization of alkylated forms of both dibenzothiophene and benzothiophene by a single bacterial strain. FEMS Microbiol Lett 187:123-126.
14. Konishi J, Ishii Y, Onaka T, Okumura K, Suzuki M. 1997. Thermophilic carbon-sulfur-bond-targeted biodesulfurization. Appl Environ Microbiol 63:3164-3169.
15. Kristl A, Tukker JJ. 1998. Negative correlation of n-octanol/water partition coefficient and transport of some guanine derivatives through rat jejunum in vitro. Pharmaceut Res 15:499-501.
16. Monticello DJ. 2000. Biodesulfurization and the upgrading of petroleum distillates. Curr Opin Biotechnol 11:540-546.
17. Nekodzuka S, Nakajima-Kambe T, Nomura N, Lu J, Nakahara T. 1997. Specific desulfurization of dibenzothiophene by Mycobacterium sp. strain G3. Biocatal Biotrans 15:17-27.
18. Okada H, Nomura N, Nakahara T, Maruhashi K. 2001. Cultivation of a desulfurizing bacterium, Mycobacterium strain G3. Biotechnol Lett 23:2047-2050.
19. Okada H, Nomura N, Nakahara T, Maruhashi K. 2002a. Analyses of substrate specificity of the desulfurizing bacterium Mycobacterium sp. G3. J Biosci Bioeng 93:228-233.
20. Okada H, Nomura N, Nakahara T, Maruhashi K. 2002b. Analysis of dibenzothiophene metabolic pathway in Mycobacterium strain G3. J Biosci Bioeng 93:491-497.
21. Park DW, Kim JS, Haam S, Kim HS, Kim WS. 2001. Lipase-catalyzed synthesis of β-methylglucoside esters containing an α-hydroxy acid. Biotechnol Lett 23:1947-1952.
22. Piddington CS, Kovacevich BR, Rambosek J. 1995. Sequence and molecular characterization of a DNA region encoding the dibenzothiophene desulfurization operon of Rhodococcus sp. strain IGTS8. Appl Environ Microbiol 61:468-475.
23. Seymour DT, Verbeek AG, Hrudey SE, Fedorak PM. 1997. Acute toxicity and aqueous solubility of some condensed thiophenes and their microbial metabolites. Environ Toxicol Chem 16:658-665.
24. Yeom SH, Daugulis AJ. 1999. A new method for the determination of microbial activity and critical logP in the presence of organic solvents. Biotechnol Techn 13:549-553.