Biological transformation of cyanide in water and soil

Cyanide in Water and Soil: Chemistry, Risk, and Management

Volumn , Issue , 2005, Pages 93-122

  Ebbs, Stephen D ^a   Wong Chong, George M ^b   Bond, Brice S ^a   Bushey, Joseph T ^c   Neuhauser, Edward F ^d  

^a SOUTHERN ILLINOIS UNIVERSITY   (United States)

^b Vivendi Water/USFilter Corporation   (United States)

^c SYRACUSE UNIVERSITY   (United States)

^d NATIONAL GRID   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33750106627     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter

References (140)

1. Solomonson, L.P., Cyanide as a metabolic inhibitor, in Cyanide in Biology, Vennesland, B., Conn, E., Knowles, C., Westley, J., and Wissing, F., Eds., Academic Press, London, 1981, p 11
2. Pettet, A.E.J. and Mills, E.V., Biological treatment of cyanides with and without sewage, J. Appl. Chem., 4, 434, 1954.
3. Ware, G.C. and Painter, H.A., Bacterial utilization of cyanide, Nature, 175, 900, 1955.
4. Knowles, C.J., Cyanide utilization and degradation by microorganisms, in Cyanide Compounds in Biology, Evered, D. and Harnett, S., Eds., John Wiley & Sons, Chichester, 1988, p 3
5. Knowles, C.J. and Bunch, A.W., Microbial cyanide metabolism, Adv. Microb. Physiol., 27, 73, 1986.
6. Raybuck, S.A., Microbes and microbial enzymes for cyanide degradation, Biodegradation, 3, 3, 1992.
7. Dubey, S.K. and Holmes, D.S., Biological cyanide destruction mediated by microorganisms, World J. Microbiol. Biotech., 11, 257, 1995.
8. Adjei, M.D. and Ohta, Y., Factors affecting the biodegradation of cyanide by Burkholderia cepacia strain C-3, J. Biosci. Bioeng., 89, 274, 2000.
9. Sorokin, D.Y., Tourova, T.P., Lysenko, A.M., and Keunen, J.G., Microbial thiocyanate utilization under highly alkaline conditions, Appl. Biochem. Microbiol., 67, 528, 2001.
10. Barclay, M., Tett, V.A., and Knowles, C., Metabolism and enzymology of cyanide/metallocyanide biodegradation by Fusarium solani under neutral and acidic conditions, Enz. Microbiol. Technol., 23, 321, 1998.
11. Barclay, M., Hart, A., Knowles, C., Meussen, J.L., and Tett, V.A., Biodegradation of metal cyanides by mixed and pure cultures of fungi, Enz. Microbiol. Technol., 22, 223, 1998.
12. Annachhatre, A.P and Amornkaew, A., Toxicity and degradation of cyanide in batch methanogenesis, Environ. Technol., 21, 135, 2000.
13. Annachhatre, A.P and Amornkaew, A., Upflowanaerobic sludge blanket treatment of starchwastewater containing cyanide, Water Environ. Res., 73, 622, 2001.
14. Gijzen Huub, J., Bernal, E., and Ferrer, H., Cyanide toxicity and cyanide degradation in anaerobic wastewater treatment, Water Res., 34, 2447, 2000.
15. Fedorak, P.M. and Hrudey, S.E., Cyanide transformation in anaerobic phenol-degrading methanogenic cultures, Water Sci. Technol., 21, 67, 1989.
16. Patil, Y.B. and Paknikar, K.M., Biodetoxification of silver-cyanide from electroplating industry wastewater, Lett. Appl. Microbiol., 30, 33, 2000.
17. Wong-Chong, G.M. and Caruso, S.C., Biological treatment of by-product coke plant wastewaters for the control of BAT parameters, in Proceedings of the Symposium on Iron and Steel Pollution Abatement Technology for 1981, EPA-600/9-82-021, U.S. Environmental Protection Agency and American Iron and Steel Institute, Washington, D.C., 1982.
18. Wong-Chong, G.M., Biological degradation of cyanide in complex industrial wastewaters, in Proceedings of the 15th International Symposium on Biohydrometallurgy, BIOMINET, CANMET Mining and Mineral Sciences Laboratories, Natural Resources Canada, Jackson Hole, WY, 1989, p 289
19. Chen, J.-L. and Kunz, D.A., Cyanide utilization in Pseudomonas fluorescens NCIMB 11764 involves a putative siderophore, FEMS Microbiol. Lett., 156, 61, 1997.
20. Adjei, M.D. and Ohta, Y., Isolation and characterization of a cyanide-utilizing Burkholderia cepacia strain, World J. Microbiol. Biotechnol., 15, 699, 1999.
21. Kwon, H.K., Woo, S.H., and Park, J.M., Degradation of tetracyanonickelate (II) by Cryptococcus humicolus MCN2, FEMS Microbiol. Lett., 214, 211, 2002.
22. Karavaiko, G.I., Kondrat’eva, T.F., Savari, E.E., and Grigor’eva, N.V., Microbial degradation of cyanide and thiocyanate, Mikrobiologiya, 69, 209, 2000.
23. Meyers, P.R., Gokool, P., Rawlings, D.E., and Woods, D.R., An efficient cyanide-degrading Bacillus pumilus strain, J. Gen. Microbiol., 137, 1397, 1991.
24. Aronstein, B.N., Maka, A., and Srivastava, V.J., Chemical and biological removal of cyanides from aqueous and soil-containing systems, Appl. Biochem. Microbiol., 41, 700, 1994.
25. Harris, R. and Knowles, C.J., Isolation and growth of a Pseudomonas species that utilizes cyanide as a source of nitrogen, J. Gen. Microbiol., 129, 1005, 1983.
26. Harris, R.E. and Knowles, C.J., The conversion of cyanide to ammonia by extracts of a strain of Pseudomonas fluorescens that utilize cyanide as a source of nitrogen for growth, FEMS Microbiol. Lett., 20, 337, 1983.
27. Wang, C.-S., Kunz, D.A., and Venables, B.J., Incorporation of molecular oxygen and water during enzymatic oxidation of cyanide by Pseudomonas fluorescens NCIMB 11764, Appl. Biochem. Microbiol., 62, 2195, 1996.
28. Dorr, P.K. and Knowles, C.J., Cyanide oxygenase and cyanase activities of Pseudomonas fluorescens NCIMB 11764, FEMS Microbiol. Lett., 60, 289, 1989.
29. Guilloton, M., Espie, G.S., and Anderson, P.M., What is the role of cyanase in plants?, Rev. Plant Biochem. Biotechnol., 1, 57, 2002.
30. Kunz, D.A., Fernandez, R.F., and Parab, P., Evidence that bacterial cyanide oxygenase is a pterindependent hydroxylase, Biochem. Biophys. Res. Comm., 287, 514, 2001.
31. Kunz, D.A., Chen, J.K., and Pan, G., Accumulation of α-keto acids as essential components in cyanide assimilation by Pseudomonas fluorescens NCIMB 11764, Appl. Biochem. Microbiol., 64, 4452, 1998.
32. Figueira, M.M., Cinimnelli, V.S.T., de Andrade, M.C., and Linardi, V.R., Cyanide degradation by an Escherichia coli strain, Can. J. Microbiol., 42, 519, 1996.
33. Kunz, D.A., Wang, C.S., and Chen, J.L., Alternative routes of enzymic cyanide metabolism in Pseudomonas fluorescens NCIMB 11764, Microbiology, 140, 1705, 1994.
34. Fallon, R.D., Evidence of a hydrolytic route for anaerobic cyanide degradation, Appl. Biochem. Microbiol., 58, 3163, 1992.
35. Kunz, D.A., Nagappan, O., Silva-Avalos, J., and Delong, G.T., Utilization of cyanide as a nitrogenous substrate by Pseudomonas fluorescens NCIMB 11764: evidence for multiple pathways of metabolic conversion, Appl. Biochem. Microbiol., 58, 2022, 1992.
36. Li, J., Burgess, B.K., and Corbin, J.L., Nitrogenase reactivity: cyanide as a substrate and inhibitor, Biochemistry, 21, 4393, 1982.
37. Kao, C.M., Liu, J.K., Lou, H.R., Lin, C.S., and Chen, S.C., Biotransformation of cyanide to methane and ammonia by Klebsiella oxytoca, Chemosphere, 50, 1055, 2003.
38. Paixao, M.A., Tavares, C.R.G., Bergamasco, R., Bonifacio, A.L.E., and Costa, R.T., Anaerobic digestion from residue of industrial cassava industrialization with acidogenic and methanogenic physical separation phases, Appl. Biochem. Biotech., 84-86, 809, 2000.
39. O’Reilly, C. and Turner, P.D., The nitrilase family of CN hydrolysing enzymes—a comparative study, J. Appl. Microbiol., 95, 1161, 2003.
40. Wyatt, J.M. and Linton, E.A., The industrial potential of microbial nitrile biochemistry, in Cyanide Compounds in Biology, Evered, D. and Harnett, S. Eds., John Wiley & Sons, Chichester, 1988, p 16
41. Ingvorsen, K., Microbial hydrolysis of organic nitriles and amides, in Cyanide Compounds in Biology, Evered, D. and Harnett, S., Eds., John Wiley & Sons, Chichester, 1988, p 16
42. Collins, P and Knowles, C.J., The utilization of nitriles and amides by Nocardia rhodochrous, J. Gen. Microbiol., 129, 711, 1983.
43. Nauter, G.C.C., Figueira, M.M., and Linardi, V.R., Degradation of cyano-metal complexes and nitriles by an Escherichia coli strain, Rev. Microbiol., 29, 12, 1998.
44. Finnegan, I., Toerien, S., Abbot, L., Smit, F., and Raubenheimer, H.G., Identification and characterisation of an Acinetobacter sp capable of assimilation of a range of cyano-metal complexes, free cyanide ions and simple organic nitriles, Appl. Microbiol. Biotech., 36, 142, 1991.
45. Cherryholmes, K.L., Cornils, W. J., McDonald, B., and Splinter, R., Biological degradation on complex iron cyanides in natural aquatic systems, in Proceedings of 7th Symposium on Aquatic Toxicology and Hazard Assessment, R.D. Cardwell, R. Purdy and R.C. Bahner, Eds., Milwaukee, WI, 1983, p 502
46. Dursun, A.Y., Calik, A., and Aksu, Z., Degradation of ferrous(II) cyanide complex ions by Pseudomonas fluorescens, Proc. Biochem., 34, 901, 1999.
47. Laha, S. and Luthy, R.G., Investigation of microbial degradation of fixed cyanide, report to the Aluminum Association by Carnegie Mellon University, Pittsburgh, PA, 1991.
48. James, J. and Boegli, L., Degradation of cyanide and metal–cyanide complexes by bacterial consortia, in Cyanide: Social, Industrial and Economic Aspects, Young, C.A., Twidwell, L.G., and Anderson, C.G., Eds., The Minerals, Metals and Materials Society, Warrendale, PA, 2001, p 223
49. Silva-Avalos, J., Richmond, M.G., Nagappan, O., and Kunz, D.A., Degradation of the metal–cyano complex tetracyanonickelate(II) by cyanide-utilizing bacterial isolated, Appl. Biochem. Microbiol., 56, 3664, 1990.
50. Rollinson, G., Jones, R., Meadows, M.P., Harris, R.E., and Knowles, C., The growth of cyanideutilizing strain of Pseudomonas fluorescens in liquid culture on nickel cyanide as a source of nitrogen, FEMS Microbiol. Lett., 40, 199, 1987.
51. Boucabeille, C., Bories, A., Olliver, P., and Michel, G., Microbial degradation of metal complexed cyanides and thiocyanate from mining wastewaters, Environ. Poll., 84, 59, 1994.
52. Patil, Y.B. and Paknikar, K.M., Development of a process for biodetoxification of metal cyanides from waste waters, Process Biochem., 35, 1139, 2000.
53. Meeussen, J.C.L., Keizer, M.G., and de Haan, F.A.M., Chemical stability and decomposition rate of iron cyanide complexes in soil solutions, Environ. Sci. Tech., 26, 511, 1992.
54. Whitlock, J.L., Performance of the Homestake Mining Company biological cyanide degradation wastewater treatment plant August 1984–August 1987, in Proceedings of the SME AIME Annual Conference, Denver, CO, 1987.
55. Kwon, H.K., Woo, S.H., and Park, J.M., Thiocyanate degradation by Acremonium strictum and inhibition by secondary toxicants, Biotech. Lett., 24, 1347, 2002.
56. Happold, F.C., Isolation and characterization of an organism oxidizing thiocyanate, J. Gen. Microbiol., 10, 261, 1954.
57. Chien-Ho, H. and Pavlostathis, S.G., Aerobic biodegradation of thiocyanate, Water Res., 31, 2761, 1997.
58. Betts, P.M., Rinder, D.F., and Fleeker, J.R., Thiocyanate utilization by an Arthrobacter, Can. J. Microbiol., 25, 1277, 1979.
59. du Plessis, C.A., Barnard, P., Muhlbauer, R.M., and Naldrett, K., Empirical model for the autotrophic biodegradation of thiocyanate in an activated sludge reactor, Lett. Appl. Microbiol., 32, 103, 2001.
60. Yamasaki, M., Matsushita, Y., Namura, M., Nyunoya, H., and Katayama, Y., Genetic and immunochemical characterization of thiocyanate-degrading bacteria in lake water, Appl. Biochem. Microbiol., 68, 942, 2002.
61. Fry, W. E. and Evans, P.H., Association of formamide hydrolase with fungal pathogenicity to cyanogenic plants, Phytopathology, 67, 1001, 1977.
62. Dumestre, A., Chone, T., Portal, J.M., Gerard, M., and Berthelin, J., Cyanide degradation under alkaline conditions by a strain of Fusarium solani isolated from contaminated soil, Appl. Biochem. Microbiol., 63, 2729, 1997.
63. Cluness, M.J., Turner, P.D., Clements, E., Brown, D.T., and O’Reilly, C.O., Purification and properties of cyanide hydratase from Fusarium lateritium and analysis of the corresponding chy1 gene, J. Gen. Microbiol., 139, 1807, 1993.
64. Ezzi-Mufaddal, I. and Lynch, J.M., Cyanide catabolizing enzymes in Trichoderma spp, Enz. Microbiol. Technol., 31, 1042, 2002.
65. Rezende, R.P., Dias, J.C.T., Ferraz, V., and Linardi, V.R., Metabolism of benzonitrile by Cryptococcus sp UFMG-Y28, J. Basic Microbiol., 40, 389, 2000.
66. Shah, M.M. and Aust, S.D., Degradation of cyanides by the white rot fungus Phanerochaete chryosporium, in Emerging Techonologies for Hazardous Waste Management III, Tedder, D.W. and Pohland, F.W., Eds., American Chemical Society, Washington, DC, 1993, p 191
67. Dias, J.C.T., Rezende, R.P., and Linardi, V.R., Bioconversion of nitriles by Candida guilliermondii CCT 7207 cells immobilized in barium alginate, Appl. Microbiol. Biotech., 56, 757, 2001.
68. Yanese, H., Sakamoto, A., Okamoto, K., Kita, K., and Sato, Y., Degradation of the metal–cyano complex tetracyanonickelate (II) by Fusarium oxysporum N-10, Appl. Biochem. Microbiol., 53, 328, 2000.
69. Ghosh, R.S., Dzombak, D.A., and Luthy, R.G., Equilibrium precipitation and dissolution of iron cyanide solids in water, Environ. Eng. Sci., 16, 293, 1999.
70. Macadam, A.M. and Knowles Christopher, J., Purification and properties of a β-cyano-L-alanine synthase from the cyanide-producing bacterium, Chromobacterium violaceum, Biochim. Biophys. Acta, 786, 123, 1984.
71. Rodgers, P.B., Cyanide degradation by Chromobacterium violaceum, in Cyanide in Biology, Vennesland, B., Conn, E.E., Knowles, C.J., Westley, J., and Wissing, F., Eds., Academic Press, London, 1981, p 301
72. Rodgers, P.B. and Knowles Christopher, J., Cyanide production and degradation during growth of Chromobacterium violaceum, J. Gen. Microbiol., 108, 261, 1978.
73. Brysk, M.M., Corpe, W.A., and Hankes, L.V., β-Cyanoalanine formation by Chromobacterium violaceum, J. Bacteriol., 97, 322, 1969.
74. Brysk, M.M. and Ressler, C., γ-Cyano-α-aminobutyric acid. A new product of cyanide fixation in Chromobacterium violaceum, J. Biol. Chem., 245, 1156, 1970.
75. Porter, N. and Knowles Christopher, J., Cyanide resistant growth in Citrobacter freundii and other Enterobacteriaceae, FEMS Microbiol. Lett., 5, 323, 1979.
76. Sakai, T., Yanese, H., Sawada, H., and Tonomura, K., Formation of β-cyanoalanine by cyanide resistant strain Enterobacter sp 10-1, Agric. Biol. Chem., 45, 2053, 1981.
77. Castric, P.A. and Conn, E.E., Formation of β-cyanoalanine by O-acetylserine sulfhydrylase, J. Bacteriol., 108, 132, 1971.
78. Yanese, H., Sakai, T., and Tonomura, K., Purification and crystallization of a β-cyanoalanine-forming enzyme from Enterobacter 10-1, Agric. Biol. Chem., 46, 355, 1982.
79. Yanese, H., Sakai, T., and Tonomura, K., Some properties of a β-cyanoalanine-forming enzyme of Enterobacter 10-1, Agric. Biol. Chem., 46, 363, 1982.
80. Castric, P.A., Farnden, J.F., and Conn, E.E., Cyanide metabolism in higher plants. V. The formation of asparagine from beta-cyanoalanine, Arch. Biochem. Biophys., 152, 62, 1972.
81. Dunnill, P.M. and Fowden, L., Enzymatic formation of β-cyanoalanine from cyanide by Escherichia coli extracts, Nature, 208, 1206, 1965.
82. Lauinger, C. and Ressler, C., β-Cyanoalanine as a substrate for asparaginase. Stoichiometry, kinetics, and inhibition, Biochim. Biophys. Acta., 198, 316, 1970.
83. Yanese, H., Sakai, T., and Tonomura, K., Microbial utilization of β-cyano-L-alanine by Pseudomonas sp 13, Agric. Biol. Chem., 46, 2925, 1982.
84. Yanese, H., Sakai, T., and Tonomura, K., Purification, crystallization, and some properties of β-cyano-L-alanine degrading enzyme in Pseudomonas sp 13, Agric. Biol. Chem., 47, 473, 1983.
85. Ressler, C., Abe, O., Kondo, Y., Cottrell, B., and Abe, K., Purification and characterization from Chromobacterium violaceum of an enzyme catalyzing synthesis of γ-cyano-α-aminobutyric acid and thiocyanate, Biochemistry, 12, 5369, 1973.
86. Strobel, G.A., Hydrocyanic acid assimilation by a psychrophilic basidiomycete, Can. J. Biochem., 42, 1637, 1964.
87. Bunch, A.W. and Knowles Christopher, J., The effect of growth conditions on cyanogenesis by the snow mould fungus, in Cyanide in Biology, Vennesland, B., Conn, E.E., Knowles, C.J., Westley, J., and Wissing, F., Eds., Academic Press, London, 1981, p 311
88. Padmaja, G. and Balalgopal, C., Cyanide degradation by Rhizopus oryzae, Can. J. Microbiol., 31, 663, 1985.
89. Mundy, B.P., Liu, F.H.S., and Strobel, G.A., α-Aminobutyronitrile as an intermediate in cyanide fixation by Rhizoctonia solani, Can. J. Biochem., 51, 1440, 1973.
90. Allen, J. and Strobel, G.A., The assimilation of H14CN by a variety of fungi, Can. J. Microbiol., 12, 414, 1966.
91. Strobel, G.A., The fixation of hydrocyanic acid by a psychrophilic basidiomycete, J. Biol. Chem., 241, 2618, 1966.
92. Strobel, G.A., 4-Amino-4-cyanobutyric acid as an intermediate in glutamate biosynthesis, J. Biol. Chem., 242, 3265, 1967.
93. Fry, W.E. and Myers, D.F., Hydrogen cyanide metabolism by fungal pathogens of cyanogenic plants, in Cyanide in Biology, Vennesland, B., Conn, E.E., Knowles, C.J., Westley, J., and Wissing, F., Eds., Academic Press, London, 1981, p 321
94. Quinn, R.M. and Strobel, G.A., α-Ketobutyrate decarboxylase activity in Rhizoctonia solani, Can. J. Bot., 49, 1059, 1970.
95. Yip, W.K. and Yang, S.F., Ethylene biosynthesis in relation to cyanide metabolism, Bot. Bull. Acad. Sin. Taipei, 39, 1, 1998.
96. Urbanska, A., Leszczynski, B., Matok, H., and Dixon, A.F.G., Cyanide detoxifying enzymes of bird cherry oat aphid, Elec. J. Polish Agric. Univ., http://www.ejpau.media.pl/series/volume5/issue2/biology/art, 5, 2002.
97. Siedow, J.N. and Umbach, A.L., Plant mitochondrial electron transfer and molecular biology, Plant Cell, 7, 821, 1995.
98. Wagner, A.M. and Krab, K., The alternative respiration pathway in plants: role and regulation, Phys. Plant, 95, 318, 1995.
99. Warrilow, A.G.S. and Hawkesford, M.J., Separation, subcellular location and influence of sulphur nutrition on isoforms of cysteine synthase in spinach, J. Exp Bot., 49, 1625, 1998.
100. Akopyan, T.N., Braunstein, A.E., and Goryachenkova, E.V., β-Cyanoalanine synthase: purification and characterization, Proc. Natl Acad. Sci. USA, 72, 1617, 1975.
101. Siefert, F., Kwiatkowski, J., Sarkar, S., and Grossman, K., Changes in endogenous cyanide and 1-aminocyclopropane-1-carboxylic acid levels during the hypersensitive response of tobacco mosaic virus-infected tobacco leaves, Plant Growth Reg., 17, 109, 1995.
102. Hatzfeld, Y., Maruyama, A., Schmidt, A., Bnoji, M., Ishizawa, K., and Saito, K., β-Cyanoalanine synthase is a mitochondrial cysteine synthase-like protein in spinach and Arabidopsis, Plant Physiol., 123, 1163, 2000.
103. Goudey, J.S., Tittle, F.L., and Spencer, M.S., A role for ethylene in the metabolism of cyanide by higher plants, Plant Physiol., 89, 1306, 1989.
104. Hasegawa, R., Tomoko, T., Yuchiro, T., and Yohji, E., Presence of β-cyanoalanine synthase in unimbibed dry seeds and its activation by ethylene during pregermination, Physiol. Plant, 91, 141, 1994.
105. Hasegawa, R., Maruyama, A., Nakaya, M., Tsuda, S., and Esashi, Y., The presence of two types of beta-cyanoalanine synthase in germinating seeds and their responses to ethylene, Physiol. Plant, 93, 713, 1995.
106. Maruyama, A., Yoshiyama, M., Adachi, Y., Tani, A., Hasegawa, R., and Esashi, Y., Promotion of cocklebur seed germination by allyl, sulfur and cyanogenic compounds, Plant Cell Phys., 37, 1054, 1996.
107. Maruyama, A., Yoshiyama, M., Adachi, Y., Nanba, H., Hasegawa, R., and Esashi, Y., Possible participation of beta-cyanoalanine synthase in increasing the amino acid pool of cocklebur seeds in response to ethylene during the pre-germination period, Aust. J. Plant Phys., 24, 751, 1997.
108. Matilla, A.J., Ethylene in seed formation and germination, Seed Sci. Res., 10, 111, 2000.
109. Wen, J.Q., Huang, F., Liang, W.S., and Liang, H.G., Increase of HCN and beta-cyanoalanine synthase activity during ageing of potato tuber slices, Plant Sci., 125, 147, 1997.
110. Grossmann, K. and Kwiatkowski, J., Evidence for a causative role of cyanide, derived from ethylene biosynthesis, in the herbicidal mode of action of quinclorac in barnyard grass, Pestic. Biochem. Physiol., 51, 150, 1995.
111. Piotrowski, M., Schonfelder, S., and Weiler, E.W., The Arabidopsis thaliana isogene NIT4 and its orthologs in tobacco encode beta-cyano-L-alanine hydratase/nitrilase, J. Biol. Chem., 276, 2616, 2001.
112. Yang, S.F. and Hofman, N.E., Ethylene biosynthesis and its regulation in higher plants, Ann. Rev. Plant Phys., 35, 155, 1984.
113. Tittle, F.L., Goudey, J.S., and Spencer, M.S., Effect of 2,4-dichlorophenoxyacetic acid on endogenous cyanide, beta-cyanoalanine synthase activity, and ethylene evolution in seedlings of soybean and barley, Plant Physiol., 94, 1143, 1990.
114. Grossmann, K. and Kwiatkowski, J., The mechanism of quinclorac selectivity in grasses, Pestic. Biochem. Physiol., 66, 83, 2000.
115. Trapp, S., Larsen, M., and Christiansen, H., Experimente zum Verbleib von Cyanid nach Aufnahme in Pflanzen, Umwelt Schad Forsch, 13, 29, 2001.
116. Trapp, S., Koch, I., and Christiansen, H., Aufnahme von Cyanid in Pflanzen: Risiko oder Chance fuer die Phytoremediation?, Umwelt Schad Forsch, 13, 20, 2001.
117. Ebbs, S.D., Bushey, J.T., Poston, S., Kosma, D., Samiotakis, M., and Dzombak, D.A., Transport and metabolism of free cyanide and iron cyanide complexes by willow, Plant Cell Environ., 26, 1467, 2003.
118. Ebbs, S.D., unpublished data, 2002.
119. Prieto, J.L., Perez, C.J.R. and Vega, J.M. Thiosulfate reductase from Chlamydomonas, J. Plant Phys., 151, 385, 1997.
120. Hatzfeld, Y. and Saito, K., Evidence for the existence of rhodanese (thiosulfate:cyanide sulfurtransferase) in plants: preliminary characterization of two rhodanese cDNAs from Arabidopsis thaliana, FEBS Lett., 470, 147, 2000.
121. Papenbrock, J. and Schmidt, A., Characterization of a sulfurtransferase from Arabidopsis thaliana, Eur. J. Biochem., 267, 145, 2000.
122. Papenbrock, J. and Schmidt, A., Characterization of two sulfurtransferase isozymes from Arabidopsis thaliana, Eur. J. Biochem., 267, 5571, 2000.
123. Nakamura, T., Yamaguchi, Y., and Sano, H., Plant mercaptopyruvate sulfurtransferases: molecular cloning, subcellular localization and enzymatic activities, Eur. J. Biochem., 267, 5621, 2000.
124. Guilloton, M., Espie, G.S., and Anderson, P.M., What is the role of cyanase in plants?, in Reviews in Plant Biochemistry and Biotechnology, Goyal, A., et al., Eds., Society of Plant Biochemistry & Biotechnology, Division of Plant Biochemistry, Indian Agricultural Research Institute, New Delhi, India, 2002, p 57.
125. Langley, D.B., Templeton, M.D., Fields, B.A., Mitchell, R.E., and Collyer, C.A., Mechanism of inactivation of ornithine transcarbamoylase by Ndelta-(N-Sulfodiaminophosphinyl)-L-ornithine, a true transition state analogue? Crystal structure and implications for catalytic mechanism, J. Biol. Chem., 275, 20012, 2000.
126. Koshiishi, I., Mamura, Y., and Imanari, T., Cyanate causes depletion of ascorbate in organisms, Biochim. Biophys. Acta, 1336, 566, 1997.
127. Koshiishi, I., Takayama, H., Aimi, N., Yamaguchi, K., Toyoda, H., and Imanari, T., A novel reaction of cyanate with dehydroascorbate, Chem. Pharm. Bull., 45, 344, 1997.
128. Wunsch, A. and Amberger, A., Formation of arginine from ornithine and cyanamide in bush beans (Phaseolus vulgaris) and rape (Brassica napus), J. Plant Nutr., 12, 1, 1989.
129. Maier, G.U.H., Herbicide resistance in transgenic plants through degradation of the phytotoxin urea, Angew. Chem., 30, 1314, 1991.
130. Federico, R. and Giartosio, C.E., A transplasmamembrane electron transport system in maize, Plant Physiol., 73, 182, 1983.
131. Kjeldsen, P., Behaviour of cyanides in soil and groundwater, Water, Air, Soil Pollut., 115, 279, 1999.
132. Schecher, W.D. and McAvoy, D.C., Eds., MINEQL+ Version 4: Chemical Equilibrium Modeling System, Environmental Research Software, Hallowell, ME, 1998.
133. Sehmel, G.A., Cyanide and Antimony Thermodynamic Database for the Aqueous Species and Solids for the EPA-MINTEQ Geochemical Code, Pacific Northwest Laboratory, PNL-6835, Richland, WA, 1989.
134. Bushey, J.T., Modeling cyanide uptake by willow for phytoremediation, Ph.D. thesis, Carnegie Mellon University, Pittsburgh, PA, 2003.
135. Beavis, A.D. andVercesi, A.E., Anion uniport in plant mitochondria is mediated by aMg2+-insensitive inner membrane anion channel, J. Biol. Chem., 267, 3079, 1992.
136. APHA/AWWA/WEF, Standard Methods for the Examination of Water and Wastewater, 20th ed., Clesceri, L.S., Greenberg, A.E., and Eaton, A.D., Eds., American Public Health Association, American Water Works Association, and Water Environment Federation, Washington, DC, 1998.
137. Reeves, M., Treatment of fluoride and iron cyanides using willow: a greenhouse feasibility study, Masters thesis, Cornell University, Ithaca, NY, 2000.
138. Ebbs, S.D., unpublished data, 2001.
139. Jacobs, K.A., Santamour, F.S., Johnson, J., and Dirr, M.A., Differential resistance to Entomosporium leafspot disease and hydrogen cyanide potential in Photinia, J. Environ. Hort., 142, 154, 1996.
140. Thatcher, R.C. and Weaver, T.L., Carbon–nitrogen cycling through microbial formamide metabolism, Science, 192, 1234, 1976.