(21) Schanke, C. A.; Wackett, L. P. Environ. Sci. Technol. 1992, 26,
830-833.
(22) Assaf-Anid, N.; Nies, L.; Vogel, T. M. Appl. Environ. Microbiol.
1992, 58, 1057-1060.
(23) Jablonski, P. E.; Ferry, J. G. FEMS Microbiol. Lett. 1992, 96, 55-
60.
(24) McCarty, P. L.; Wilson, J. T. Natural Anaerobic Treatment of a
TCE Plume, St. Joseph, Michigan, NPL Site. In Bioremediation
of Hazardous Wastes; U.S. EPA Center for Environmental
Research Information: Cincinnati, 1992; EPA/ 600/ R-92/ 126.
(25) Castro, C. E.; Yokoyama, W.; Belser, N. O. Environ. Toxicol. Chem.
1989, 8, 13-18.
(26) Cleland, W. W. Biochemistry 1964, 3, 480-482.
(27) Chiu, P.-C.; Reinhard, M. Environ. Sci. Technol. 1995, 29, 595-
603.
(28) Assaf-Anid, N.; Hayes, K. F.; Vogel, T. M. Environ. Sci. Technol.
1994, 28, 246-252.
(29) Curtis, G. P.; Reinhard, M. Environ. Sci. Technol. 1994, 28, 2393-
2401.
(30) Glass, B. L. J. Agric. Food Chem. 1972, 20, 324-327.
(31) Schwarzenbach, R. P.; Stierli, R.; Lanz, K.; Zeyer, J. Environ. Sci.
Technol. 1990, 24, 1566-1574.
(32) Nome, F.; Fendler, J. H. J. Chem. Soc., Dalton Trans. 1976, 13,
1212-1219.
(33) Jacobsen, D. W.; Troxell, L. S.; Brown, K. L. Biochemistry 1984,
23, 2017-2025.
(34) Jacobsen, D. W.; Pezacka, E. H.; Brown, K. L. J. Inorg. Biochem.
1993, 50, 47-63.
(35) Merck Index, 10th ed.; Windholz, M., Ed.; Merck & Co., Inc.:
Rahway, NJ, 1983.
(36) Pratt, J. M. Metal Ions Biol. Syst. 1993, 29, 229-286.
(37) Tikhonova, L. P.; Yatsimirskii, K. B. Russ. J. Inorg. Chem. 1966,
11, 1211-1214.
(38) Schrauzer, G. N.; Stadlbauer, E. A. Bioinorg. Chem. 1974, 3, 353-
366.
(39) Frick, T.; Francia, M. D.; Wood, J. M. Biochim. Biophys. Acta
1976, 428, 808-818.
effective catalysts than most other metal tetrapyrroles (53)
and have been proposed to treat industrial wastes contain-
ing halogenated compounds (54); however, the disposition
of corrinoids to form stable Co-C bonds, an essential
feature characteristic to all biological functions of B12
enzymes (36), may limit the effectiveness of corrinoids as
catalysts in nonbiological treatment processes. During
reductive dechlorination reactions, B12 is alkylated not only
by saturated aliphatics such as CCl4 but also by unsaturated
chlorinated ethylenes (20). The cleavage of the Co-C bond
limits the dechlorination kinetics in both reductant systems
studied: in titanium(III) citrate solution, Co-C cleavage
rate controls the overall CCl4 transformation rate; in the
cysteine system, formation of the Co-C bond results in the
inactivation of the coenzyme.
Acknowledgments
Funding for this study was provided by the Office of
Research and Development, U.S. Environmental Protection
Agency under Agreement R-815738-01 through the Western
Region Hazardous Substance Research Center. The content
of this study does not necessarily represent the views of the
agencies.
Literature Cited
(1) Casarett and Doull’s Toxicology: The Basic Science of Poisons,
4th ed.; Amdur, M. O., Doull, J., Klaassen, C. D., Eds.; McGraw-
Hill, Inc.: New York, 1993; 1033 pp.
(40) Lexa, D.; Saveant, J.-M. Acc. Chem. Res. 1983, 16, 235-243.
(41) Chiu, P.-C. Ph.D. Thesis, Stanford, 1996.
(42) Datta, D.; Sharma, G. T. Inorg. Chem. 1987, 26, 329-332.
(43) Schrauzer, G. N.; Deutsch, E. J. Am. Chem. Soc. 1969, 91, 3341-
3350.
(2) Vogel, T. M.; Criddle, C. S.; McCarty, P. L. Environ. Sci. Technol.
1987, 21, 722-736.
(3) Wackett, L. P.; Logan, M. S. P.; Blocki, F. A.; Cai, B.-L.
Biodegradation 1992, 3, 19-36.
(4) Mohn, W. W.; Tiedje, J. M. Microbiol. Rev. 1992, 56, 482-507.
(5) McCarty, P. L. Curr. Opin. Biotechnol. 1993, 4, 323-330.
(6) Mohn, W. W.; Tiedje, J. M. Arch. Microbiol. 1990, 153, 267-271.
(7) Neumann, A.;Scholz-Muramatsu, H.;Diekert, G. Arch. Microbiol.
1994, 162, 295-301.
(8) Scholz-Muramatsu, H.; Neumann, A.; Messmer, M.; Moore, E.;
Diekert, G. Arch. Microbiol. 1995, 163, 48-56.
(9) Cole, J. R.; Cascarelli, A. L.; Mohn, W. W.; Tiedje, J. M. Appl.
Environ. Microbiol. 1994, 60, 3536-3542.
(10) Holliger, C.; Schraa, G.; Stams, A. J. M.; Zehnder, A. J. B. Appl.
Environ. Microbiol. 1993, 59, 2991-2997.
(11) Vogels, G. D.; Keltjens, J. T.; van der Drift, C. In Biology of
Anaerobic Microorganisms; Zehnder, A. J. B., Ed.; John Wiley &
Sons, Inc.: New York, 1988; pp 707-770.
(12) Dangel, W.; Schulz, H.; Diekert, G.; Konig, H.; Fuchs, G. Arch.
Microbiol. 1987, 148, 52-56.
(13) Ljungdahl, L. G. Annu. Rev. Microbiol. 1986, 40, 415-450.
(14) Krone, U. E.; Laufer, K.; Thauer, R. K.; Hogenkamp, H. P. C.
Biochemistry 1989, 28, 10061-10065.
(15) Krone, U. E.; Thauer, R. K. FEMS Microbiol. Lett. 1992, 90, 201-
204.
(16) Stromeyer, S. A.; Stumpf, K.; Cook, A. M.; Leisinger, T. Biodeg-
radation 1992, 3, 113-123.
(17) Holliger, C.; Schraa, G.; Stupperich, E.; Stams, A. J. M.; Zehnder,
A. J. B. J. Bacteriol. 1992, 174, 4427-4434.
(44) Blaser, H.-U.; Halpern, J. J. Am. Chem. Soc. 1980, 102, 1684-
1689.
(45) Endicott, J. F.; Ferraudi, G. J. J. Am. Chem. Soc. 1977, 99, 243-
245.
(46) Wood, J. M.; Kennedy, F. S.; Wolfe, R. S. Biochemistry 1968, 7,
1707-1713.
(47) Toscano, P. J.; Marzilli, L. G. Prog. Inorg. Chem. 1983, 32, 105-
204.
(48) Agnes, G.; Hill, H. A. O.; Pratt, J. M.; Ridsdale, S. C.; Kennedy,
F. S.; Williams, R. J. P. Biochim. Biophys. Acta 1971, 252, 207-
211.
(49) Kloosterziel, H.; van der Ven, S. Rec. Trav. Chim. Pays-Bas 1970,
89, 1017-1019.
(50) Astanina, A. N.; Karpov, V. V.; Trusov, P. Y.; Rudenko, A. P. Zh.
Fiz. Khim. 1985, 59, 1641-1643.
(51) Swetik, P. G.; Brown, D. G. Electroanal. Chem. Interface Elec-
trochem. 1974, 51, 433-439.
(52) Rusling, J. F.; Miaw, C. L.; Couture, E. C. Inorg. Chem. 1990, 29,
2025-2027.
(53) Marks, T. S.; Allpress, J. D.; Maule, A. Appl. Environ. Microbiol.
1989, 55, 1258-1261.
(54) Marks, T. S.; Maule, A. International Patent WO 89/ 10772, Nov
1989.
(18) Krone, U. E.; Thauer, R. K.; Hogenkamp, H. P. C. Biochemistry
1989, 28, 4908-4914.
(19) Krone, U. E.; Thauer, R. K.; Hogenkamp, H. P. C.; Steinbach, K.
Biochemistry 1991, 30, 2713-2719.
(20) Gantzer, C. J.; Wackett, L. P. Environ. Sci. Technol. 1991, 25,
715-722.
Received for review July 7, 1995. Revised manuscript received
January 2, 1996. Accepted January 29, 1996.X
ES950477O
X Abstract published in Advance ACS Abstracts, April 1, 1996.
9
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