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Volumn 11, Issue 1, 1998, Pages 64-69

The major mitomycin C-DNA monoadduct is cytotoxic but not mutagenic in Escherichia coli

Author keywords

[No Author keywords available]

Indexed keywords

MITOMYCIN C; NUCLEOTIDE;

EID: 0031884662     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx970163+     Document Type: Article
Times cited : (23)

References (40)
  • 3
    • 0002548343 scopus 로고
    • Mitomycins and porfiromycin: Chemical mechanism of activation and cross-linking of DNA
    • Iyer, V. N., and Szybalski, W. (1964) Mitomycins and porfiromycin: Chemical mechanism of activation and cross-linking of DNA. Science (Washington, D.C.) 145, 55-58.
    • (1964) Science (Washington, D.C.) , vol.145 , pp. 55-58
    • Iyer, V.N.1    Szybalski, W.2
  • 4
    • 0022514628 scopus 로고
    • Reassignment of the guanine-binding mode of reduced mitomycin C
    • Tomasz, M., Lipman, R., Verdine, G. L., and Nakanishi, K. (1986) Reassignment of the guanine-binding mode of reduced mitomycin C. Biochemistry 25, 4337-4344.
    • (1986) Biochemistry , vol.25 , pp. 4337-4344
    • Tomasz, M.1    Lipman, R.2    Verdine, G.L.3    Nakanishi, K.4
  • 5
    • 0001333113 scopus 로고
    • Reaction of DNA with chemically or enzymatically activated mitomycin C: Isolation and structure of the major covalent adduct
    • Tomasz, M., Chowdary, D., Lipman, R., Shimotakahara, S., Veiro, D., Walker, V., and Verdine, G. L. (1986) Reaction of DNA with chemically or enzymatically activated mitomycin C: Isolation and structure of the major covalent adduct. Proc. Natl. Acad. Sci. U.S.A. 83, 6702-6706.
    • (1986) Proc. Natl. Acad. Sci. U.S.A. , vol.83 , pp. 6702-6706
    • Tomasz, M.1    Chowdary, D.2    Lipman, R.3    Shimotakahara, S.4    Veiro, D.5    Walker, V.6    Verdine, G.L.7
  • 6
    • 0023123806 scopus 로고
    • Isolation and structure of a covalent cross-link adduct between mitomycin C and DNA
    • Tomasz, M., Lipman, R., Chowdary, D., Pawlak, J., Verdine, G. L., and Nakanishi, K. (1987) Isolation and structure of a covalent cross-link adduct between mitomycin C and DNA. Science 235, 1204-1208.
    • (1987) Science , vol.235 , pp. 1204-1208
    • Tomasz, M.1    Lipman, R.2    Chowdary, D.3    Pawlak, J.4    Verdine, G.L.5    Nakanishi, K.6
  • 7
    • 0023899026 scopus 로고
    • Mechanism of monofuctional and bifunctional alkylation of DNA by mitomycin C
    • Tomasz, M., Chawla, A. K., and Lipman, R. (1988) Mechanism of monofuctional and bifunctional alkylation of DNA by mitomycin C. Biochemistry 27, 3182-3187.
    • (1988) Biochemistry , vol.27 , pp. 3182-3187
    • Tomasz, M.1    Chawla, A.K.2    Lipman, R.3
  • 8
    • 0026631642 scopus 로고
    • Isolation and structure of an intrastrand cross-link adduct of mitomycin C and DNA
    • Bizanek, R., McGuinness, B. F., Nakanishi, K., and Tomasz, M. (1992) Isolation and structure of an intrastrand cross-link adduct of mitomycin C and DNA. Biochemistry 31, 3084-3091.
    • (1992) Biochemistry , vol.31 , pp. 3084-3091
    • Bizanek, R.1    McGuinness, B.F.2    Nakanishi, K.3    Tomasz, M.4
  • 9
    • 0029360580 scopus 로고
    • Mitomycin C: Small, fast and deadly (but very selective)
    • Tomasz, M. (1995) Mitomycin C: small, fast and deadly (but very selective). Chem. Biol. 2, 575-579.
    • (1995) Chem. Biol. , vol.2 , pp. 575-579
    • Tomasz, M.1
  • 11
    • 0027428318 scopus 로고
    • Adducts of mitomycin C and DNA in EMT6 mouse mammary tumor cells: Effects of hypoxia and dicumarol on adduct patterns
    • Bizanek, R., Chowdary, D., Arai, H., Kasai, M., Hughes, C. S., Sartorelli, A. C., Rockwell, S., and Tomasz, M. (1993) Adducts of mitomycin C and DNA in EMT6 mouse mammary tumor cells: Effects of hypoxia and dicumarol on adduct patterns. Cancer Res. 53, 5127-5134.
    • (1993) Cancer Res. , vol.53 , pp. 5127-5134
    • Bizanek, R.1    Chowdary, D.2    Arai, H.3    Kasai, M.4    Hughes, C.S.5    Sartorelli, A.C.6    Rockwell, S.7    Tomasz, M.8
  • 12
    • 0001229584 scopus 로고    scopus 로고
    • 2,7-Diaminomitosene, a monofunctional mitomycin derivative, alkylates DNA in the major groove. Structure and base-sequence specificity of the DNA adduct and mechanism of the alkylation
    • Suresh Kumar, G., Musser, S. M., Cummings, J., and Tomasz, M. (1996) 2,7-Diaminomitosene, a monofunctional mitomycin derivative, alkylates DNA in the major groove. Structure and base-sequence specificity of the DNA adduct and mechanism of the alkylation. J. Am. Chem. Soc. 118, 9209-9217.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 9209-9217
    • Suresh Kumar, G.1    Musser, S.M.2    Cummings, J.3    Tomasz, M.4
  • 13
    • 0344938472 scopus 로고
    • DNA cross-linking and cytotoxicity in normal and transformed human cells treated with antitumor nitrosoureas
    • Erickson, C. C., Bradley, M. O., and Ducore, M. J. (1980) DNA cross-linking and cytotoxicity in normal and transformed human cells treated with antitumor nitrosoureas. Proc. Natl. Acad. Sci. U.S.A. 77, 467-472.
    • (1980) Proc. Natl. Acad. Sci. U.S.A. , vol.77 , pp. 467-472
    • Erickson, C.C.1    Bradley, M.O.2    Ducore, M.J.3
  • 14
    • 0015292003 scopus 로고
    • Deoxyribonucleic acid damage by monofunctional mitomycins and its repair in Escherichia coli
    • Otsuji, N., and Murayama, I. (1972) Deoxyribonucleic acid damage by monofunctional mitomycins and its repair in Escherichia coli. J. Bacteriol. 109, 475-483.
    • (1972) . J. Bacteriol. , vol.109 , pp. 475-483
    • Otsuji, N.1    Murayama, I.2
  • 15
    • 0017652299 scopus 로고
    • Cross-link repair in human cells and its possible defects in Fanconi's anemia cells
    • Fujiwara, Y., Tatsumi, M., and Sasaki, M. S. (1977) Cross-link repair in human cells and its possible defects in Fanconi's anemia cells. J. Mol. Biol. 113, 635-649.
    • (1977) J. Mol. Biol. , vol.113 , pp. 635-649
    • Fujiwara, Y.1    Tatsumi, M.2    Sasaki, M.S.3
  • 17
    • 0025352024 scopus 로고
    • Decreased NADPH: Cytochrome P-450 reductase activity and impaired drug activation in a mammalian cell line resistant to mitomycin C under aerobic but not hypoxic condition
    • Hoban, P. R., Walton, M. I., Robson, C. N., Godden, J., Stratford, I. J., Workman, P., Harris, A. L., and Hickson, I. D. (1990) Decreased NADPH: Cytochrome P-450 reductase activity and impaired drug activation in a mammalian cell line resistant to mitomycin C under aerobic but not hypoxic condition. Cancer Res. 50, 4692-4697.
    • (1990) Cancer Res. , vol.50 , pp. 4692-4697
    • Hoban, P.R.1    Walton, M.I.2    Robson, C.N.3    Godden, J.4    Stratford, I.J.5    Workman, P.6    Harris, A.L.7    Hickson, I.D.8
  • 18
    • 0029086720 scopus 로고
    • Cytotoxic potential of monoalkylation products between mitomycins and DNA: Studies of decarbamoyl mitomycin C in wild-type and repair-deficient cell lines
    • Kim, S. Y., and Rockwell, S. (1995) Cytotoxic potential of monoalkylation products between mitomycins and DNA: Studies of decarbamoyl mitomycin C in wild-type and repair-deficient cell lines. Oncol. Res. 7, 39-47.
    • (1995) Oncol. Res. , vol.7 , pp. 39-47
    • Kim, S.Y.1    Rockwell, S.2
  • 19
    • 0023772270 scopus 로고
    • Isolation and characterization of a major adduct between mitomycin C and DNA
    • Tomasz, M., Lipman, R., McGuinness, B. F., and Nakanishi, K. (1988) Isolation and characterization of a major adduct between mitomycin C and DNA. J. Am. Chem. Soc. 110, 5892-5896.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 5892-5896
    • Tomasz, M.1    Lipman, R.2    McGuinness, B.F.3    Nakanishi, K.4
  • 20
    • 0024408797 scopus 로고
    • UvrABC incision of N-methylmitomycin A-DNA monoadducts and cross-links
    • Pu, W. T., Kahn, R., Munn, M. M., and Rupp, W. D. (1989) UvrABC incision of N-methylmitomycin A-DNA monoadducts and cross-links. J. Biol. Chem. 264, 20697-20704.
    • (1989) J. Biol. Chem. , vol.264 , pp. 20697-20704
    • Pu, W.T.1    Kahn, R.2    Munn, M.M.3    Rupp, W.D.4
  • 21
    • 1542723673 scopus 로고
    • Detection of carcinogens as mutagens: Bacterial tester strains with R factor plasmids
    • McCann, J., Spingarn, N. E., Kobori, J., and Ames, B. N. (1975) Detection of carcinogens as mutagens: Bacterial tester strains with R factor plasmids. Proc. Natl. Acad. Sci. U.S.A. 72, 979-983.
    • (1975) Proc. Natl. Acad. Sci. U.S.A. , vol.72 , pp. 979-983
    • McCann, J.1    Spingarn, N.E.2    Kobori, J.3    Ames, B.N.4
  • 22
    • 0019965761 scopus 로고
    • A new Salmonella tester strain, TA97, for the detection of frameshift mutagens
    • Levin, D. E., Yamasaki, E., and Ames, B. N. (1982) A new Salmonella tester strain, TA97, for the detection of frameshift mutagens. Mutat. Res. 94, 315-330.
    • (1982) Mutat. Res. , vol.94 , pp. 315-330
    • Levin, D.E.1    Yamasaki, E.2    Ames, B.N.3
  • 23
    • 0021810339 scopus 로고
    • The SOS chromotest, a colorimetric bacterial assay for genotoxins: Validation study with 83 compounds
    • Quillardet, P., de Bellecombe, C., and Hofnung, M. (1985) The SOS chromotest, a colorimetric bacterial assay for genotoxins: validation study with 83 compounds. Mutat. Res. 147, 79-95.
    • (1985) Mutat. Res. , vol.147 , pp. 79-95
    • Quillardet, P.1    De Bellecombe, C.2    Hofnung, M.3
  • 24
    • 0014865809 scopus 로고
    • Base change mutagenesis and prophage induction in strains of Escherichia coli with different DNA repair capabilities
    • Kondo, S., Ishikawa, H., Iwo, K., and Kato, T. (1970) Base change mutagenesis and prophage induction in strains of Escherichia coli with different DNA repair capabilities. Genetics 66, 187-217.
    • (1970) Genetics , vol.66 , pp. 187-217
    • Kondo, S.1    Ishikawa, H.2    Iwo, K.3    Kato, T.4
  • 25
    • 0030990896 scopus 로고    scopus 로고
    • Mutations induced in a shuttle-vector exposed to monofunctionally activated mitomycin C
    • Maccubbin, A. E., Mudipalli, A., Nadadur, S. S., Ersing, N., and Gurtoo, H. L. (1997) Mutations induced in a shuttle-vector exposed to monofunctionally activated mitomycin C. Environ. Mol. Mutagen. 29, 143-151.
    • (1997) Environ. Mol. Mutagen. , vol.29 , pp. 143-151
    • Maccubbin, A.E.1    Mudipalli, A.2    Nadadur, S.S.3    Ersing, N.4    Gurtoo, H.L.5
  • 26
    • 0027271948 scopus 로고
    • Effect of site-specifically located mitomycin C-dNA monoadducts on in vitro DNA synthesis by DNA polymerases
    • Basu, A. K., Hanrahan, C. J., Malia, S. A., Kumar, S., Bizanek, R., and Tomasz, M. (1993) Effect of site-specifically located mitomycin C-dNA monoadducts on in vitro DNA synthesis by DNA polymerases. Biochemistry 32, 4708-4718.
    • (1993) Biochemistry , vol.32 , pp. 4708-4718
    • Basu, A.K.1    Hanrahan, C.J.2    Malia, S.A.3    Kumar, S.4    Bizanek, R.5    Tomasz, M.6
  • 27
    • 0025360932 scopus 로고
    • Recognition between mitomycin C and specific DNA sequences for cross-link formation
    • Borowy-Borowski, H., Lipman, R., and Tomasz, M. (1990) Recognition between mitomycin C and specific DNA sequences for cross-link formation. Biochemistry 29, 2999-3004.
    • (1990) Biochemistry , vol.29 , pp. 2999-3004
    • Borowy-Borowski, H.1    Lipman, R.2    Tomasz, M.3
  • 28
    • 0026550727 scopus 로고
    • Recognition of specific DNA sequences by mitomycin C for alkylation
    • Kumar, S., Lipman, R., and Tomasz, M. (1992) Recognition of specific DNA sequences by mitomycin C for alkylation. Biochemistry 31, 1399-1407.
    • (1992) Biochemistry , vol.31 , pp. 1399-1407
    • Kumar, S.1    Lipman, R.2    Tomasz, M.3
  • 29
    • 0028988834 scopus 로고
    • 5CpG dinucleotide sequence in DNA by mitomycin C for alkylation and cross-linking
    • 5CpG dinucleotide sequence in DNA by mitomycin C for alkylation and cross-linking. Bioorg. Med. Chem. 5, 851-860.
    • (1995) Bioorg. Med. Chem. , vol.5 , pp. 851-860
    • Johnson, W.S.1    He, Q.-Y.2    Tomasz, M.3
  • 30
    • 0038573011 scopus 로고
    • Frequency and spectrum of mutations produced by a single cis-syn thymine-thymine cyclobutane dimer in a single-stranded vector
    • Banerjee, S. K., Christensen, R. B., Lawrence, C. W., and LeClerc, J. E. (1988) Frequency and spectrum of mutations produced by a single cis-syn thymine-thymine cyclobutane dimer in a single-stranded vector. Proc. Natl. Acad. Sci. U.S.A. 85, 8141-8145.
    • (1988) Proc. Natl. Acad. Sci. U.S.A. , vol.85 , pp. 8141-8145
    • Banerjee, S.K.1    Christensen, R.B.2    Lawrence, C.W.3    Leclerc, J.E.4
  • 31
    • 0025375829 scopus 로고
    • Mutation frequency and spectrum resulting from a single abasic site in a single-stranded vector
    • Lawrence, C. W., Borden, A., Banerjee, S. K., and LeClerc, J. E. (1990) Mutation frequency and spectrum resulting from a single abasic site in a single-stranded vector. Nucleic Acids Res. 18, 2153-2157.
    • (1990) Nucleic Acids Res. , vol.18 , pp. 2153-2157
    • Lawrence, C.W.1    Borden, A.2    Banerjee, S.K.3    Leclerc, J.E.4
  • 33
    • 0027215203 scopus 로고
    • Mutations in the mutY gene of Escherichia coli enhance the frequency of targeted G:C→T:A transversions induced by a single 8-oxoguanine in single-stranded DNA
    • Moriya, M., and Grollman, A. P. (1993) Mutations in the mutY gene of Escherichia coli enhance the frequency of targeted G:C→T:A transversions induced by a single 8-oxoguanine in single-stranded DNA. Mol. Gen. Genet. 239, 72-76.
    • (1993) Mol. Gen. Genet. , vol.239 , pp. 72-76
    • Moriya, M.1    Grollman, A.P.2
  • 34
    • 0004228157 scopus 로고
    • Mutagenesis in prokaryotes
    • Chapter 11, ASM Press, Washington, DC
    • Friedberg, E., Walker, G. C., and Siede, W. (1995) Mutagenesis in prokaryotes. DNA Repair and Mutagenesis, Chapter 11, pp 465-522, ASM Press, Washington, DC.
    • (1995) DNA Repair and Mutagenesis , pp. 465-522
    • Friedberg, E.1    Walker, G.C.2    Siede, W.3
  • 35
    • 0026347496 scopus 로고
    • Cytotoxicity and DNA cross-links produced by mitomycin analogues in aerobic and hypoxic EMTσ cells
    • Keyes, S. R., Loomis, R., DiGiovanna, M. P., Pritsos, C. A., Rockwell, S., and Sartorelli, A. C. (1991) Cytotoxicity and DNA cross-links produced by mitomycin analogues in aerobic and hypoxic EMTσ cells. Cancer Commun. 3, 351-356.
    • (1991) Cancer Commun. , vol.3 , pp. 351-356
    • Keyes, S.R.1    Loomis, R.2    Digiovanna, M.P.3    Pritsos, C.A.4    Rockwell, S.5    Sartorelli, A.C.6
  • 36
    • 0025039622 scopus 로고
    • Determination of the DNA cross-linking sequence specificity of reductively activated mitomycin C at single-nucleotide resolution: Deoxyguanosine residues at CpG are cross-linked preferentially
    • Millard, J. T., Weidner, M. F., Raucher, S., and Hopkins, P. B. (1990) Determination of the DNA cross-linking sequence specificity of reductively activated mitomycin C at single-nucleotide resolution: Deoxyguanosine residues at CpG are cross-linked preferentially. J. Am. Chem. Soc. 112, 3637-3641.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 3637-3641
    • Millard, J.T.1    Weidner, M.F.2    Raucher, S.3    Hopkins, P.B.4
  • 37
    • 0025194418 scopus 로고
    • Structural, conformational and theoretical binding studies of antitumor antibiotic porfiromycin, a covalent binder of DNA, by X-ray, NMR, and molecular mechanics
    • Arora, S. K., Cox, M. B., and Arjunan, P. (1990) Structural, conformational and theoretical binding studies of antitumor antibiotic porfiromycin, a covalent binder of DNA, by X-ray, NMR, and molecular mechanics. J. Med. Chem. 33, 3000-3008.
    • (1990) J. Med. Chem. , vol.33 , pp. 3000-3008
    • Arora, S.K.1    Cox, M.B.2    Arjunan, P.3
  • 38
    • 0023809576 scopus 로고
    • Conformations of complexes between mitomycins and decanucleotides. 3. Sequence specificity, binding at CIO, and mitomycin analogues
    • Remers, W. A., Rao, S. N., Wunz, T. P., and Kollman, P. A. (1988) Conformations of complexes between mitomycins and decanucleotides. 3. Sequence specificity, binding at CIO, and mitomycin analogues. J. Med. Chem. 31, 1612-1620.
    • (1988) J. Med. Chem. , vol.31 , pp. 1612-1620
    • Remers, W.A.1    Rao, S.N.2    Wunz, T.P.3    Kollman, P.A.4
  • 39
    • 0028906293 scopus 로고
    • Solution structure of the monoalkylated mitomycin C-dNA complex
    • Sastry, M., Fiala, R., Lipman, R., Tomasz, M., and Patel, D. J. (1995) Solution structure of the monoalkylated mitomycin C-dNA complex. J. Mol. Biol. 247, 338-359.
    • (1995) J. Mol. Biol. , vol.247 , pp. 338-359
    • Sastry, M.1    Fiala, R.2    Lipman, R.3    Tomasz, M.4    Patel, D.J.5
  • 40
    • 0027281808 scopus 로고
    • U-U and T-T cyclobutane dimers have different mutational properties
    • Gibbs, P. E. M., and Lawrence, C. W. (1993) U-U and T-T cyclobutane dimers have different mutational properties. Nucleic Acids Res. 21, 4059-4065.
    • (1993) Nucleic Acids Res. , vol.21 , pp. 4059-4065
    • Gibbs, P.E.M.1    Lawrence, C.W.2


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