Biodesulfurization of refractory organic sulfur compounds in fossil fuels

Biotechnology Advances

Volumn 25, Issue 6, 2007, Pages 570-596

  Soleimani, Mehran ^a   Bassi, Amarjeet ^a   Margaritis, Argyrios ^a  

^a UNIVERSITY OF WESTERN ONTARIO   (Canada)

Author keywords

4S pathway; Biodesulfurization; Dibenzothiophene; dsz gene cluster; IGTS8; Oxidative desulfurization; Recalcitrant sulfur compounds; Rhodococcus

Indexed keywords

HYDROCARBONS; HYDRODESULFURIZATION; MOLECULAR BIOLOGY; SULFUR COMPOUNDS; TEMPERATURE MEASUREMENT;

BIODESULFURIZATION; DIBENZOTHIOPHENE; GENE CLUSTER; OXIDATIVE DESULFURIZATION; RECALCITRANT SULFUR COMPOUNDS; RHODOCOCCUS;

FOSSIL FUELS;

FOSSIL FUEL; ORGANIC COMPOUND; SULFUR DERIVATIVE;

FOSSIL FUEL; GENE; MICROBIOLOGY; SULFUR COMPOUND;

BIOREMEDIATION; ISOLATION AND PURIFICATION; METABOLISM; MICROBIOLOGY; REVIEW; RHODOCOCCUS;

BIODEGRADATION, ENVIRONMENTAL; FOSSIL FUELS; ORGANIC CHEMICALS; RHODOCOCCUS; SULFUR COMPOUNDS;

RHODOCOCCUS;

EID: 34648819846     PISSN: 07349750     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.biotechadv.2007.07.003     Document Type: Review

References (148)

1. Abbad-Andaloussi S., Lagnel C., Warzywoda M., and Monot F. Multi-criteria comparison of resting cell activities of bacterial strains selected for biodesulfurization of petroleum compounds. Enzyme Microb Technol 32 (2003) 446-454
2. Afferden van M., Schacht S., Klein J., and Trüper H.G. Degradation of dibenzothiophene by Brevibacterium sp. DO. Arch Microbiol 153 (1990) 324-328
3. Armstrong S.M., Sankey B.M., and Voordouw G. Conversion of dibenzothiophene to biphenyl by sulfate reducing bacteria isolated from oil field production facilities. Biotechnol Lett 17 (1995) 1133-1136
4. ATCC-American Type Culture Collection, 2007; http://www.atcc.org
5. Atlas RM, Boron DJ, Deever WR, Johnson AR, McFarland BL, Meyer JA. Method for removing organic sulfur from heterocyclic sulfur containing organic compounds. 2001; US patent number H1, 986.
6. Avidan A., Klein B., and Ragsdale R. Improved planning can optimize solutions to produce clean fuels. Hydrocarb Process 80 (2001) 47-53
7. Baek K., Kim C.S., Lee H.H., Shin H.J., and Yang J.W. Microbial desulfurization of solubilized oil. Biotechnol Bioeng 24 (2002) 401-405
8. BBD. Biocatalyst/biodegradation database (2007), University of Minnesota. http://umbbd.msi.umn.edu http://umbbd.msi.umn.edu
9. Borgne S., and Quintero R. Review: biotechnological processes for the refining of petroleum. Fuel Process Technol 81 (2003) 155-169
10. Borole A.P., Kaufman E.N., Grossman M.J., Minak-Bernero V., Bare R., and Lee M.K. Comparison of the emulsion characteristics of Rhodococcus erythropolis and Escherichia coli SOX-5 cells expressing biodesulfurization genes. Biotechnol Prog 18 (2002) 88-93
11. Bösmann A., Datsevich L., Jess A., Lauter A., Schmitz C., and Wasserscheid P. Deep desulfurization of diesel fuel by extraction with ionic liquids. Chem Commun 7 (2001) 2494-2495
12. Brenda-Enzyme database. 2007; http://www.brenda.uni-koeln.de.
13. Bressler D.C., and Fedorak P.M. Purification, stability, and mineralization of 3-hydroxy-2-formylbenzothiophene, a metabolite of dibenzothiophene. Appl Environ Microbiol (2001) 821-826
14. Bressler D.C., Norman J.A., and Fedorak P.M. Ring cleavage of sulfur heterocycles: how does it happen?. Biodegradation 8 (1998) 297-311
15. Carrano C.J., Jordan M., Drechsel H., Schmid D.G., and Winkelmann G. Heterobactins: a new class of siderphores from Rhodococcus erythropolis IGTS8 containing both hydroxamate and catecholate donor groups. Biol Met 14 (2001) 119-125
16. Chang J.H., Kim Y.J., Lee B.H., Cho K., Rye H.W., Chang Y.K., and Chang H.N. Production of a desulfurization biocatalyst by two-stage fermentation and its application for the treatment of model and diesel oils. Biotechnol Prog 17 (2001) 876-880
17. Crawford D.L., and Gupta R.K. Oxidation of dibenzothiophene by Cunninghamella elegans. Curr Microbiol 21 (1990) 229-231
18. Dahlberg M.D., Rohrer R.L., Fauth D.J., Sprecher R., and Olson G.J. Biodesulfurization of dibenzothiophene sulfone by Arthrobacter sp. and studies with Illinois no. 6 coal. Fuel 72 (1993) 1645-1649
19. Denis-Larose C., Labbe D., Bergeron H., Jones A., Greer C.W., Al-Hawari J., et al. Conservation of plasmid-encoded dibenzothiophene desulfurization genes in several Rhodococci. Appl Environ Microbiol 63 (1997) 2915-2919
20. Denome S.A., Oldfield C., Nash L.J., and Young K.D. Characterization of the desulfurization genes from Rhodococcus sp. strain IGTS8. J Bacteriol 176 (1994) 6707-6716
21. Denome S.A., Olson E.S., and Young K.D. Identification and cloning of genes involved in specific desulfurization of dibenzothiophene by Rhodococcus sp. strain IGTS8. Appl Environ Microbiol 59 (1993) 2837-2843
22. Denome S.A., Stanley D.C., Olson E.S., and Young K.D. Metabolism of dibenzothiophene and naphthalene in Pseudomonas strains: complete DNA sequence of an upper naphthalene catabolic pathway. J Bacteriol 175 (1993) 6890-6901
23. Detz CM, Barvinchak G. Microbial desulfurization of coal, 1978; US patent number 4,206,288.
24. Dosomer J.P., Dhaese P., and Montagu M.V. Conjugative transfer of cadmium resistance plasmids in Rhodococcus fascians strains. J Bacteriol 170 (1988) 2401-2405
25. Earle M.J., Esperança J.M.S.S., Gilea M.A., Lopes J.N.C., Rebelo L.P.N., Magee J.W., et al. The distillation and volatility of ionic liquids. Nature 439 (2006) 831-834
26. EC-Environment Canada, 2006; http://www.ec.gc.ca/energ/fuels/fuel_home_e.htm#gasoline.
27. EPA-U.S. Environmental Protection Agency, 2006; http://www.epa.gov/air/urbanair/so2.
28. E er J., Wasserscheid P., and Jess A. Deep desulfurization of oil refinery streams by extraction with ionic liquids. Green Chem 6 (2004) 316-322
29. Finnerty W.R. The biology and genetics of the genus Rhodococcus. Annu Rev Microbiol 46 (1992) 193-218
30. Finnerty W.R. Organic sulfur biodesulfurization in non-aqueous media. Fuel 72 (1993) 1631-1634
31. Folsom B.R., Schieche D.R., Digrazia P.M., Werner J., and Palmer S. Microbial desulfurization of alkylated dibenzothiophenes from a hydrodesulfurized middle distillate by Rhodococcus erythiopolis I-19. Appl Environ Microbiol 65 (1999) 4967-4972
32. Freemantle M. Designer liquids in polymer systems. Chem Eng News 18 (2004) 26-29
33. Galán B., Díaz E., and García J.L. Enhancing desulfurization by engineering a flavin reductase-encoding gene cassette in recombinant biocatalyst. Environ Microbiol 2 (2000) 687-694
34. Gallagher R.J., Olson E.S., and Stanley D.C. Microbial desulfurization of dibenzothiophene: a sulfur specific pathway. FEMS Microbiol Lett 107 (1993) 31-36
35. Gaudu P., Touati D., Niviere V., and Fontecave M. The NAD(P)H: flavin oxidoreductase from Escherichia coli as a source of superoxide radicals. J Biol Chem 269 (1994) 8182-8185
36. Goodfellow M. The family Nocardiaceae. In: Balows A., et al. (Ed). The prokaryotes: a handbook on the biology of bacteria: ecophysiology, isolation, identification, applications vol. 1 (1992), Springer-Verlag, New York 1188-1213
37. Gray KA Pogrebinsky O.S., Mrachko G.T., Xi L., Monticello D.J., and Squires C.H. Molecular mechanism of biocatalytic desulfurization of fossil fuels. Nat Biotechnol 14 (1996) 1705-1709
38. Grossman M.J., Lee M.K., Prince R.C., Minak-Bernero V., George G.V., and Pickering I.J. Deep desulfurization of extensively hydrodesulfurized middle distillate oil by Rhodococcus sp. Strain ECRD-1. Appl Environ Microbiol 67 (2001) 1949-1952
39. Gunam I.B.W., Yaku Y., Hirano M., Yamamura K., Tomita F., Sone T., et al. Biodesulfurization of alkylated forms of dibenzothiophene and benzothiophene by Sphingomonas subarctica T7b. J Biosci Bioeng 101 (2006) 322-327
40. Gupta N., and Roychoudhury P.K. Biotechnology of desulfurization of diesel: prospects and challenges. Appl Microbiol Biotechnol 66 (2005) 356-366
41. Hartdegen F.J., Coburn J.M., and Roberts R.L. Microbial desulfurization of petroleum. Chem Eng Prog 80 (1984) 63-67
42. Haung C., Chen B., Zhang J., Liu Z., and Li Y. Desulfurization of gasoline by extraction with new ionic liquids. Energy fuels 18 (2004) 1862-1864
43. Hernández-Maldonado A.J., and Yang R.T. Desulfurization of transportation fuels by adsorption. Cat Rev-Sci Eng 46 (2004) 111-150
44. Hirasawa K., Ishii Y., Kobayashi M., Koizumi K., and Maruhashi K. Improvement of desulfurization activity in Rhodococcus erythropolis KA2-5-1 by genetic engineering. Biosci Biotechnol Biochem 65 (2001) 239-246
45. Holland H.L., Khan S.H., Richards D., and Riemland E. Biotransformation of polycyclic aromatic compounds by fungi. Xenobiotica 16 (1986) 733-741
46. Honda H., Sugiyama H., Saito I., and Kobayashi T. High cell density culture of Rhodococcus rhodochrous by pH-stat feeding and dibenzothiophene degradation. J Ferment Bioeng 85 (1998) 334-338
47. Isbister JD, Doyle RC. Mutant microorganism and its use in removing organic sulfur compounds. 1985; US patent number 4,562,156.
48. Ishii Y., Konoshi J., Okada H., Hirasawa K., Onaka T., and Suzuki M. Operon structure and functional analysis of the genes encoding thermophilic desulfurizing enzymes of Paenibacillus sp. A11-2. Biochem Biophys Res Commun 270 (2000) 81-88
49. Kargi F., and Robinson J.M. Microbial desulfurization of coal by thermophilic microorganism Sulfolobus acidocaldarius. Biotechnol Bioeng. 24 (1982) 2115-2121
50. Kaufman E.N., Borole A.P., Shong R., Sides J.L., and Juengst C. Short communication: sulfur specificity in the bench-scale biological desulfurization of crude oil by Rhodococcus IGTS8. J Chem Technol Biotechnol 74 (1999) 1000-1004
51. Kaufman E.N., Harkins J.B., Rodriguez M., Tsouris C., Selvaraj P.T., and Murphy S.E. Development of electro-spray bioreactor for crude oil processing. Fuel Process Technol 52 (1997) 127-144
52. Kawatra S.K., and Eisele T.C. Coal desulfurization, high-efficiency preparation methods (2001), Taylor & Francis, New York
53. Kayser K.J., Bielaga-Jones B.A., Jackowski K., Odusan O., and Kilbane J.J. Utilization of organosulfur compounds by axenic and mixed cultures of Rhodococcus rhodochrous IGTS8. J Gen Microbiol 139 (1993) 3123-3129
54. Kayser K.J., Cleveland L., Park H.S., Kwak J.H., Kolhatkar A., and Kilbane II J.J. Isolation and characterization of a moderate thermophile, Mycobacterium phlei GTIS10, capable of dibenzothiophene desulfurization. Appl Microbiol Biotechnol 59 (2002) 737-745
55. Kayser KJ. Molecular biological characterization and enhancement of the biodesulfurization (DSZ) pathway (PhD thesis). Illinois Institute of Technology, 2002; (106 pages).
56. Kertesz M.A. Riding the sulfur cycle-metabolism of sulfonates and sulfate esters in Gram-negative bacteria. FEMS Microbiol Rev 24 (1999) 135-175
57. Kilbane II JJ. Enzymes from Rhodococcus strain ATCC no. 53968, Bacillus sphaericus strain ATTC no. 53969 and mixtures thereof for cleavage of organic C-S bonds of carbonaceous material, 1992a; US patent number 5,132,219.
58. Kilbane II JJ. Enzyme from Rhodococcus rhodochrous ATCC 53968, Bacillus sphaericus ATCC 53969 or a mutant thereof for cleavage of organic C-S bonds. 1996; US patent number 5,516,677.
59. Kilbane II J.J., and Jackowski K. Biodesulfurization of water-soluble coal-derived material by Rhodococcus rhodochrous IGTS8. Biotechnol Bioeng (1992) 1107-1114
60. Kilbane II JJ. Mutant microorganisms useful for cleavage of organic C-S bonds. 1992b; US patent number 5,104,801.
61. Kilbane II J.J. Microbial biocatalyst developments to upgrade fossil fuels. Curr Opin Biotechnol 17 (2006) 305-314
62. Kilbane J.J., and Bielaga B.A. Toward sulfur-free fuels. Chem Tech 20 (1990) 747-751
63. Kilbane J.J. Sulfur specific microbial metabolism of organic compounds. Resour Conserv Recycl 3 (1990) 69-79
64. Kilbane J.J. Desulfurization of coal: the microbial solution. Trends Biotechnol 7 (1989) 97-101
65. Kim H.Y., Kim T.S., and Kim B.H. Degradation of organic compounds and the reduction of dibenzothiophene to biphenyl and hydrogen sulfide by Desulfovibrio desulfuricans M6. Biotechnol Lett 12 (1990) 761-764
66. Kirimura K., Harada K., Iwasawa H., Tanaka T., Iwasaki Y., Furuya T., Ishii Y., and Kino K. Identification and functional analysis of the genes encoding dibenzothiophene-desulfurizing enzymes from thermophilic bacteria. Appl Microbiol Biotechnol 65 (2004) 703-713
67. Kirshenbaum I. Bacteriological desulfurization of petroleum. 1961; US patent number 2,975,103.
68. Knudsen K.G., Cooper B.H., and TopsØe H. Catalyst and process technologies for ultra low sulfur diesel. Appl Catal A-Gen 198 (1999) 205-215
69. Kobayashi M., Horiuchi K., Yoshikawa O., Hirasawa K., Ishii Y., Fujino K., et al. Desulfurization of alkylated forms of both dibenzothiophene and benzothiophene by single bacterial strain. FEMS Microb Lett 187 (2000) 123-126
70. Kodama K., Nakatani S., Umehara K., Shimizu K., Minoda Y., and Yamada K. Stoichiometry. Part III. Isolation and identification of products from dibenzothiophene. Agric Biol Chem 34 (1970) 1320-1324
71. Kodama K., Umehara K., Shimuza K., Nakatani S., Minoda Y., and Yamada K. Identification bacterial growth on substituted thiophenes of microbial products from dibenzothiophene and its proposed oxidation pathway. Agric Biol Chem 37 (1973) 45-50
72. König A., Herding G., Hupfeld B., Richter T., and Weidmann K. Current tasks and challenges for exhaust after treatment research, a viewpoint from the automotive industry. Top Catal 16/17 (2001) 23-31
73. Konishi J., Ishii Y., Onaka T., Okumura K., and Suzuki M. Thermophilic carbon-sulfur-targeted biodesulfurization. Appl Environ Microbiol 63 (1997) 3164-3169
74. Konishi M., Kishimoto M., Omasa T., Katakura Y., Shioya S., and Ohtake H. Effect of sulfur sources in specific desulfurization of Rhodococcus erythropolis KA2-5-1 in exponential fed-batch culture. J Biosci Bioeng 99 (2005) 259-263
75. Kopacz EP. Biodesulfurization of carbonaceous materials. 1986; US patent number 4,632,906.
76. Kropp K.G., Anderson J.T., and Fedorak P.M. Biotransformations of three dimethyl dibenzothiophenes by pure and mixed bacterial cultures. Environ Sci Technol 31 (1997) 1547-1554
77. Kropp K.G., and Fedorak P.M. A review of the occurrence, toxicity, and biodegradation of condensed thiophenes found in petroleum. Can J Microbiol 44 (1998) 605-622
78. Laborde A.L., and Gibson D.T. Metabolism of dibenzothiophene by a Beijerinkia species. Appl Environ Microbiol 24 (1977) 783-790
79. Larkin M.J., De Mot R., Kulaklv L.A., and Nagy I. Applied aspects of Rhodococcus genetics. A Van Leeuw 74 (1998) 133-153
80. Lee I.S., Bae H., Rye H.W., Cho K.S., and Chang Y.K. Biocatalytic desulfurization of diesel oil in an air-lift reactor with immobilized Gordonia nitida CYKS1 cells. Biotechnol Prog 21 (2005) 781-785
81. Lee W.C., Ohshiro T., Matsubara T., Izumi Y., and Tanokura M. Crystal structure and desulfurization mechanism of 2′-hydroxybiphenyl-2-sulfinic acid desulfinase. J Boil Chem 281 (2005) 32534-32539
82. Lee M.K., Senius J.D., and Grossman M.J. Sulfur-specific microbial desulfurization of sterically hindered analogs of dibenzothiophene. Appl Environ Microbiol 61 (1995) 4362-4366
83. Lei B., and Tu S. Gene overexpression, purification and identification of a desulfurization enzyme from Rhodococcus sp. strain IGTS8 as a sulfide/sulfoxide monooxygenase. J Bacteriol 178 (1996) 5699-5705
84. Li W., Zhang Y., Wang M.D., and Shi Y. Biodesulfurization of dibenzothiophene and other organic sulfur compounds by a newly isolated Microbacterium strain ZD-M2. FEMS Microbiol Lett 247 (2005) 45-50
85. Li Z.M., Squires C.H., Monticello D.J., and Childs J.D. Genetic analysis of the dsz promoter and associated regulatory region of Rhodococcus erythropolis IGTS8. J Bacteriol 178 (1996) 6409-6418
86. Ma X., Sakanishi K., and Mochida I. Hydrodesulfurization reactivities of various sulfur compounds in diesel fuel. Ind Eng Chem Res 33 (1994) 218-222
87. Malik K.A. Microbial removal of organic sulfur from crude oil and the environment: some new prospectives. Process Biochem 13 (1980) 10-12
88. Matsubara T., Ohshiro T., Nishina Y., and Izumi Y. Purification, characterization, and overexpression of flavin reduced involved in dibenzothiophene desulfurization by Rhodococcus erythropolis D-1. Appl Environ Microbiol 67 (2001) 1179-1184
89. Matsui T., Onaka T., Tanaka Y., Tezuka T., Suzuki M., and Kurane R. Alkylated benzothiophene desulfurization by Rhodococcus sp. strain T09. Biosci Biotechnol Biochem 64 (2000) 596-599
90. McFarland B.L., Boron D.J., Deever W., Meyer J.A., Johnson A.R., and Atlas R.M. Biocatalytic sulfur removal from fuels: applicability for producing low sulfur gasoline. Crit Rev Microbiol 24 (1998) 99-147
91. McFarland B.L. Biodesulfurization. Curr Opin Microbiol 2 (1999) 257-264
92. McHale WD. Process for removing sulfur from petroleum oils.1981; US patent number 4,283,270.
93. Mingfang L., Zhongxuan G., Jianmin Z., Huizhou L., and Jiayong C. Microbial desulfurization of model and straight-run diesel oils. J Chem Technol Biotechnol 78 (2003) 873-876
94. Monticello D.J., Bakker D., and Finnerty W.R. Plasmid-mediated degradation of dibenzothiophene by Pseudomonas species. Appl Environ Microbiol 49 (1985) 756-760
95. Monticello DJ, Kilbane JJ. Microemulsion process for direct biocatalytic desulfurization of organosulfur molecules. 1994; US patent number 5,358,870.
96. Monticello D.J. Riding the fossil fuel biodesulfurization wave. Chem Tech. 28 (1998) 38-45
97. Naito M., Kawamoto T., Fujino K., Kobayashi M., Maruhashi K., and Tanaka A. Long-term repeated desulfurization by immobilized Rhodococcus erythropolis KA2-5-1 cells. Appl Microbiol Biotechnol 55 (2001) 374-378
98. Nakayama N., Matsubara T., Ohshiro T., Moroto Y., Kawata Y., Koizumi K., et al. A novel enzyme, 2′-hydroxybiphenyl-2-sulfinate desulfinase (DszB), from a dibenzothiophene-desulfurizing bacterium Rhodococcus erythropolis KA2-5-1: gene overexpression and enzyme characterization. Biochim Biophys Acta 1598 (2002) 122-130
99. NCBI-National Center for Biotechnology Information. 2007; http://www.ncbi.nlm.nih.gov.
100. Neu T.R. Significance of bacterial surface-active compounds in interaction of bacteria with interfaces. Microbiol Rev 60 (1996) 151-166
101. Nojiri H., Habe H., and Omori T. Bacterial degradation of aromatic compounds via angular dioxygenation. J Gen Appl Microbiol (2001) 279-305
102. Ohshiro T., and Izumi Y. Microbial desulfurization of organic sulfur compounds in petroleum. Biosci Biotech Bioch. 63 (1999) 1-9
103. Ohshiro T., Hine Y., and Izumi Y. Enzymatic desulfurization of dibenzothiophene by a cell-free system of Rhodococcus erythropolis D-1. FEMS Microbiol Lett 118 (1994) 341-344
104. Ohshiro T., Hirata T., and Izumi Y. Microbial desulfurization of dibenzothiophene in the presence of hydrocarbons. Applied Microbiol Biotechnol. 44 (1995) 249-252
105. Ohshiro T., Kanbayashi Y., Hine Y., and Izumi Y. Involvement of flavin coenzyme in dibenzothiophene degrading enzyme system from Rhodococcus erythropolis D-1. Biosci Biotechnol Biochem. 59 (1995) 1349-1351
106. Oshiro T., Suzuki K., and Izumi Y. Regulation of dibenzothiophene degrading enzyme activity of Rhodococcus erythropolis D-1. J Ferment Bioeng. 81 (1996) 121-124
107. Ohshiro T., Hirata T., Hashimoto I., and Izumi Y. Characterization of dibenzothiophene desulfurization reaction by whole cell of Rhodococcus erythropolis H-2 in the presence of hydrocarbons. J Ferment Bioeng 82 (1996) 610-612
108. Ohshiro T., Hirata T., and Izumi Y. Desulfurization of dibenzothiophene derivatives by whole cells of Rhodococcus erythropolis H-2. FEMS Microbiol Lett 142 (1996) 65-70
109. Ohshiro T., Suzuki K., and Izumi Y. Dibenzothiophene (DBT) degrading enzyme responsible for the first step of DBT desulfurization by Rhodococcus erythropolis D-1: purification and characterization. J Ferment Bioeng 83 (1997) 233-237
110. Ohshiro T., Kojima T., Torii K., Kawasoe H., and Izumi Y. Purification and characterization of dibenzothiophene (DBT) sulfone monooxygenase, an enzyme involved in DBT desulfurization, from Rhodococcus erythropolis D-1. J Biosci Bioengin 88 (1999) 610-616
111. Oldfield C., Pogrebinsky O., Simmonds J., Olson E.S., and Kulpa C.F. Elucidation of the metabolic pathway for dibenzothiophene desulfurization by Rhodococcus sp. IGTS8 (ATCC 53968). Microbiology 143 (1997) 2961-2973
112. Oldfield C., Wood N.T., Gilbert S.C., Murray F.D., and Faure F.R. Desulfurization of benzothiophene by actinomycete organisms belonging to the genus Rhodococcus, and related taxa (1998), Anton Leeuw 119-132
113. Olson E.S., Stanely D.C., and Gallagher J.R. Characterization of intermediates of dibenzothiophene. Energy Fuels 7 (1993) 159-164
114. Omori T., Saiki Y., Kasuga K., and Kodama T. Desulfurization of alkyl and aromatic sulfides and sulfonates by dibenzothiophene desulfurizing Rhodococcus sp. strain SY1. Biosci Biotech Biochem 59 (1995) 1195-1198
115. Piddington C.S., Kovacevich B.R., and Rambosek J. Sequence and molecular characterization of a DNA region encoding the dibenzothiophene desulfurization operon of Rhodococcus sp. strain IGTS8. Appl Environ Microbiol 61 (1995) 468-475
116. Reichmuth DS. Metabolic engineering of a dibenzothiophene biodesulfurization operon (PhD thesis). University of California, Berkeley, 2002; 81 pages.
117. Reichmuth D.S., Hittle J.L., Blanch H.W., and Keasling J.D. Biodesulfurization of dibenzothiophene in Escherichia coli is enhanced by expression of Vibrio harveyi oxidoreductase gene. Biotechnol Bioeng 67 (1999) 72-79
118. Richardson FJ. Enzyme oxidation of sulfides in minerals 1981; US patent number 4,256,485.
119. Saftić S., Fedorak P.M., and Andersson J.T. Transformation of methyl dibenzothiophene by three Psedomonas isolates. Environ Sci Technol 27 (1993) 2577-2584
120. Sagardia F., Rigau J.J., Martinez-Lahoz A., Fuentes C.L., and Flores W. Degradation of benzothiophene and related compounds by a soil Pseudomonas in an oil-aqueous environment. Appl Microbiol 29 (1975) 722-725
121. Sandip B.P., Kilbane J.J., and Webster D.A. Biodesulfurization of dibenzothiophene in hydrophobic media by Rhodococcus sp. strain IGTS8. J Chem Technol Biotechnol 69 (1997) 100-106
122. Schilling B.M., Alvarez L.M., Wang D.I.C., and Cooney C.L. Continuous desulfurization of dibenzothiophene with R. rhodochrous IGTS8 (ATCC 53968). Biotechnol Prog 18 (2002) 1207-1213
123. Schulz H., Böhringer W., Waller P., and Ousmanov F. Gas oil deep hydrodesulfurization, refractory compounds and retarded kinetics. Catal Today 49 (1999) 87-97
124. Scott T.C., and Wham R.M. An electrically driven multistage countercurrent solvent extraction device: the emulsion-phase contactor. Ind Eng Chem Res 28 (1989) 94-97
125. Setti L., Pifferi P.G., and Lanzarini G. Diffusion as a rate controlling step in heavy oil biodesulfurization process. Fuel Process Technol 40 (1994) 311-317
126. Setti L., Lanzarini G., and Pifferi P.G. Whole cell biocatalysis for and oil desulfurization process. Fuel Process Technol 52 (1997) 145-153
127. Seymour D.T., Verbeek A.G., Hrudey S.E., and Fedorak P.M. Acute toxicity and aqueous solubility of some condensed thiophenes and their microbial metabolites. Environ Toxicol Chem 16 (1997) 658-665
128. Shennan J.L. Microbial attack on sulfur-containing hydrocarbons, implications for the biodesulphurization of oils and coals. J Chem Technol Biotechnol 67 (1996) 109-123
129. Song C., Hsu C.S., and Mochida I. Chemistry of diesel fuels (2000), Taylor and Francis, New York
130. Stevens Jr SE, Burgess WD. Biological desulfurization of coal. 1987; US patent number 4,659,670.
131. Stevens Jr SE, Burgess WD. Microbial desulfurization of coal. 1989; US patent number 4,851,350.
132. Stoner D.L., Wey J.E., Barrett K.B., and Jolley J.G. Modification of water-soluble coal-derived products by dibenzothiophene-degrading microorganisms. Appl Environ Microbiol 56 (1990) 2667-2676
133. Tanaka Y., Matsui T., Konishi J., Maruhashi K., and Kurane R. Biodesulfurization of benzothiophene and dibenzothiophene by a newly isolated Rhodococcus strain. Appl Microbiol Biotechnol 59 (2002) 325-328
134. Tanner J.J., Lei B., Tu S., and Krause K.L. Flavin reductase P: structure of a dimeric enzyme that reduced flavin. Biochemistry 35 (1996) 13531-13539
135. Tao F., Yu B., Xu P., and Ma. Biodesulfurization in biophasic systems containing organic solvents. Appl Environ Microbiol 72 (2006) 4604-4609
136. Vazquez-Duhalt R., Torres E., Valderrama B., and Le Borgne S. Will biochemical catalysis impact the petroleum refining industry?. Energy Fuels 16 (2002) 1239-1250
137. Vetrova E.V., Kudryasheva N.S., and Kratasyuk. Redox components influence on the NAD(P)H:FMN-oxidoreductase-lucifrase bioluminescent system. Photochem Photobiol Sci 6 (2007) 35-40
138. Wang P., Humphrey A.E., and Krawiec S. Kinetic analyses of dibenzothiophene by Rhodococcus erythropolis in continuous culture. Appl Environ Microbiol 62 (1996) 3066-3068
139. Wang P., and Krawiec S. Kinetics analyses of desulfurization of dibenzothiophene by Rhodococcus erythropolis in batch and fed-batch cultures. Appl Environ Microbiol 62 (1996) 1670-1675
140. Watkins L.M., Rodriguez R., Schneider D., Broderick R., Cruz M., Chambers R., et al. Purification and characterization of the aromatic desulfinase, 2-(2′-hydroxyphenyl) benzenesulfinate desulfinase. Arch Biochem Biophys 415 (2003) 14-23
141. World Bank Group. Pollution prevention and abatement handbook 1998: towards cleaner production (1999), World Bank Group Publishers, Washington DC
142. Xi L., Squires C.H., Monticello D.J., and Childs J.D. A flavin reductase stimulates DszA and DszC proteins of Rhodococcus erythropolis IGTS8 in vitro. Biochem Biophys Res Commun 230 (1997) 73-75
143. Yamada K., Minoda Y., Kodama K., Nakatani S., and Aasaki T. Microbial conversion of petro-sulfur compounds. Part I. Isolation and identification of dibenzothiophene-utilizing bacteria. Agric Biol Chem 32 (1968) 840-845
144. Yamada K.O., Morimoto M., and Tani Y. Degradation of dibenzothiophene by sulfate-reducing bacteria cultured in the presence of only nitrogen gas. J Biosci Bioeng 91 (2001) 91-93
145. Yan H., Kishimoto M., Omasa T., Katakura Y., Suga K., Okumura K., et al. Increase in desulfurization activity of Rhodococcus erythropolis KA2-5-1 using ethanol feeding. J Biosci Bioeng 89 (2000) 361-366
146. Yang J., and Marison I.W. Two-stage process designed for the biodesulfurization of a model diesel by a newly isolated Rhodococcus globerulus DAQ3. Biochem Eng J 27 (2005) 77-82
147. Yu B., Xu P., Shi Q., and Ma C. Deep desulfurization of diesel oil and crude oil by a newly isolated Rhodococcus erythropolis strain. Appl Environ Microbiol 72 (2006) 54-58
148. Yu LQ, Meyer TA, Folsom BR. Oil/water/biocatalyst three phase separation process. 1998; US patent number 5,772,901.