Food-derived heterocyclic amines potentiate the mutagenicity of a drinking water mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX)

Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis

Volumn 377, Issue 2, 1997, Pages 225-229

  Watanabe Akanuma, Mie ^a   Shimoi, Kayoko ^b   Kinae, Naohide ^b   Ohta, Toshihiro ^c  

^a INSTITUTE OF ENVIRONMENTAL TOXICOLOGY   (Japan)

^b UNIVERSITY OF SHIZUOKA   (Japan)

^c TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

Escherichia coli; Heterocyclic amine; MeIQ; Mutation potentiation; MX; Trp P 1

Indexed keywords

DRINKING WATER; HETEROCYCLIC AMINE; MUTAGENIC AGENT;

ARTICLE; CHLORINATION; DRUG POTENTIATION; ESCHERICHIA COLI; EXCISION REPAIR; FOOD POISONING; MUTAGENICITY; MUTANT; PRIORITY JOURNAL; RISK ASSESSMENT; WATER MANAGEMENT;

ADENOSINE TRIPHOSPHATASES; BACTERIAL PROTEINS; CARBOLINES; DNA REPAIR; DNA-BINDING PROTEINS; DOSE-RESPONSE RELATIONSHIP, DRUG; ESCHERICHIA COLI; ESCHERICHIA COLI PROTEINS; FURANS; MUTAGENICITY TESTS; MUTAGENS; MUTATION; QUINOLINES;

ESCHERICHIA COLI;

EID: 0030760787     PISSN: 00275107     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0027-5107(97)00077-8     Document Type: Article

References (27)

1. J. Hemming, B. Holmbom, M. Reunanen, L. Kronberg, Determination of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in chlorinated drinking and humic waters, Chemosphere 15 (1986) 549-556.
2. J.R. Meier, R.B. Knohl, W.E. Coleman, H.P. Ringhand, J.W. Munch, W.H. Kaylor, R.P. Streicher, F.C. Kopfler, Studies on the potent bacterial mutagen, 3-chloro-4- (dichloromethyl)-5-hydroxy-2(5H)-furanone: aqueous stability, XAD recovery and analytical determination in drinking water and in chlorinated humic acid solutions, Mutation Res. 189 (1987) 363-373.
3. R.T. LaLonde, G.P. Cook, H. Perakyla, C.W. Dence, J.G. Babish, Salmonella typhimurium (TA100) mutagenicity of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone and its open- and closed-ring analogs, Environ. Mol. Mutagen. 17 (1991) 40-48.
4. N. Kinae, C. Sugiyama, M.Y. Nasuda, K. Goto, K. Tokumoto, M. Furugori, K. Shimoi, Seasonal variation and stability of chlorinated organic mutagens in drinking water, Water Sci. Technol. 25 (1992) 333-340.
5. B. Holmbom, R.H. Voss, R.D. Mortimer, A. Wong, Fractionation, isolation, and characterization of Ames mutagenic compounds in kraft chlorination effluents, Environ. Sci. Technol. 18 (1984) 333-337.
6. L. Kronberg, T. Vartiainen, Ames mutagenicity and concentration of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone and of its geometric isomer E-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid in chlorine-treated tap waters, Mutation Res. 206 (1988) 177-182.
7. L. Kronberg, B. Holmbom, M. Reunanen, L. Tikkanen, Identification and quantification of the Ames mutagenic compound 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)- furanone and of its geometric isomer (E)-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid in chlorine-treated humic water and drinking water extracts, Environ. Sci. Technol. 22 (1988) 1097-1103.
8. J.R. Meier, W.F. Blazak, R.B. Knohl, Mutagenic and clastogenic properties of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone: a potent bacterial mutagen in drinking water, Environ. Mol. Mutagen. 10 (1987) 411-424.
9. K. Jansson, J. Maki-Paakkanen, S. Vaittinen, T. Vartiainen, H. Komulainen, J. Tuomisto, Cytogenetic effects of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in rat peripheral lymphocytes in vitro and in vivo, Mutation Res. 229 (1993) 25-28.
10. G. Brunborg, J.A. Holme, E.J. Soderlund, J.K. Hongslo, T. Vartiainen, S. Lotjonen, G. Becher, Genotoxic effects of the drinking water mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in mammalian cells in vitro and in rats in vivo, Mutation Res. 260 (1991) 55-64.
11. H. Matsumura, M. Watanabe, K. Matsumoto, T. Ohta, 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) induces gene mutations and inhibits metabolic cooperation in cultured Chinese hamster cells, J. Toxicol. Environ. Health 43 (1994) 65-72.
12. K. Jansson, J.M.T. Hyttinen, Induction of gene mutation in mammalian cells by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX), a chlorine disinfection by-product in drinking water, Mutation Res. 322 (1994) 129-132.
13. C. Furihata, Y. Yamashita, N. Kinae, T. Matsushima, Genotoxicity and cell proliferative activity of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in rat glandular stomach, Water Sci. Technol. 25 (1992) 341-345.
14. M. Watanabe, H. Kobayashi, T. Ohta, Rapid inactivation of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX), a potent mutagen in chlorinated drinking water, by sulfhydryl compounds, Mutation Res. 312 (1994) 131-138.
15. K. Shimoi, H. Kawabata, I. Tomita, Enhancing effect of heterocyclic amines and β-carbolines on UV or chemically induced mutagenesis in E. coli, Mutation Res. 268 (1992) 287-295.
16. Y.F. Sasaki, H. Yamada, K. Shimoi, N. Kinae, I. Tomita, H. Matsumura, T. Ohta, Y. Shirasu, Enhancing effects of heterocyclic amines and β-carbolines on the induction of chromosome aberrations in cultured mammalian cells, Mutation Res. 269 (1992) 79-95.
17. T. Mori, K. Shimoi, Y.F. Sasaki, K. Wakabayashi, M. Nagao, N. Kinae, 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) inhibits the removal of both cyclobutane dimers and (6-4)photoproducts from the DNA of ultraviolet-irradiated E. coli, Carcinogenesis 14 (1993) 1475-1478.
18. E.M. Witkin, D.L. George, Ultraviolet mutagenesis in polA and uvrA derivatives of E. coli B/r: evidence for an inducible error-prone repair system, Genetics 73 (1973) 91-108.
19. M. Watanabe-Akanuma, T. Ohta, Effects of DNA repair deficiency on the mutational specificity in the lacZ gene of Escherichia coli, Mutation Res. 311 (1994) 295-304.
20. D.M. Maron, B.N. Ames, Revised methods for the Salmonella mutagenicity test, Mutation Res. 113 (1983) 173-215.
21. A.A. Padmapriya, G. Just, N.G. Lewis, Synthesis of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone, a potent mutagen, Can. J. Chem. 63 (1985) 828-832.
22. K. Wakabayashi, M. Nagao, H. Esumi, T. Sugimura, Food-derived mutagens and carcinogens, Cancer Res. 52 (1992) 2092-2098.
23. M. Watanabe, T. Ohta, Analysis of mutational specificity induced by heterocyclic amines in the lacZ gene of Escherichia coli, Carcinogenesis 14 (1993) 1149-1153.
24. - by reversion or suppression of a chain termination codon, Mutation Res. 4 (1967) 502-504.
25. M. Osborn, S. Person, Characterization of revertants of E. coli WU36-10 and WP2 using amber mutants and an ochre mutant of bacteriophage T4, Mutation Res. 4 (1967) 504-507.
26. H. Ohgaki, S. Takayama, T. Sugimura, Carcinogenicities of heterocyclic amines in cooked food, Mutation Res. 259 (1991) 399-410.
27. L. Haataja, T. Vertiainen, S. Lampelo, S. Lotjonen, J. Tuomisto, Binding of the strong bacterial mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) to bovine serum albumin, Toxicol. Lett. 59 (1991) 187-195.