Relative contribution of cytosine deamination and error-prone replication to the induction of propanodeoxyguanosine → deoxyadenosine mutations in Escherichia coli

Chemical Research in Toxicology

Volumn 9, Issue 1, 1996, Pages 277-283

  Fink, Stephen P ^a   Reddy, G Ramachandra ^a   Marnett, Lawrence J ^a,b  

^a VANDERBILT INGRAM CANCER CENTER   (United States)

^b VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIOPHAGE DNA; CYTOSINE; DEOXYADENOSINE; DEOXYGUANOSINE DERIVATIVE; DOUBLE STRANDED DNA; OLIGODEOXYNUCLEOTIDE; SINGLE STRANDED DNA; THYMINE; URACIL;

ARTICLE; BASE MISPAIRING; CONTROLLED STUDY; DEAMINATION; DNA MODIFICATION; ESCHERICHIA COLI; EXCISION REPAIR; GENE REPLICATION; GENETIC TRANSFORMATION; IN SITU HYBRIDIZATION; MUTATION RATE; NONHUMAN; NUCLEIC ACID BASE SUBSTITUTION; SITE DIRECTED MUTAGENESIS;

BACTERIOPHAGE M13; BASE SEQUENCE; CYTOSINE; DEAMINATION; DEOXYADENOSINES; DEOXYGUANOSINE; DNA REPAIR; DNA REPLICATION; ESCHERICHIA COLI; MOLECULAR SEQUENCE DATA; MUTAGENESIS, SITE-DIRECTED; PROBABILITY; TRANSFORMATION, GENETIC;

EID: 0030071766     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx950060w     Document Type: Article

References (34)

1. Marnett, L. J., and Burcham, P. C. (1993) Endogenous DNA adducts: potential and paradox. Chem. Res. Toxicol. 6, 771-785.
2. Lindahl, T. (1993) Instability and decay of the primary structure of DNA. Nature 362, 709-715.
3. Ames, B. N., and Gold, L. S. (1991) Endogenous mutagens and the causes of aging and cancer. Mutat. Res. 250, 3-16.
4. Basu, A. K. and Marnett, L. J. (1983) Unequivocal demonstration that malondialdehyde is a mutagen Carcinogenesis 4, 331-333.
5. Yau, T. M. (1979) Mutagenicity and cytotoxicity of malondialdehyde in mammalian cells. Mech. Ageing Dev. 11, 137-144.
6. Spalding, J. W. (1988) Toxicology and carcinogenesis studies of malondialdehyde sodium salt (3-hydroxy-2-propenal, sodium salt) in F344/N rats and B6C3F1 mice. NTP Technical Report 331, 5-13.
7. Benamira, M., Johnson, K., Chaudhary, A., Bruner, K., Tibbetts, C., and Marnett, L. J. (1994) Induction of mutations by replication of malondialdehyde-modified M13 DNA in Escherichia coli: Determination of the extent of DNA modification, genetic requirements for mutatenesis, and types of mutations induced. Carcinogenesis 16, 93-99.
8. Seto, H., Okuda, T., Takesue, T., and Ikemura, T. (1983) Reaction of malondialdehyde with nucleic acid. I. Formation of fluorescent pyrimido[1,2-α]purin-10(3H)-one nucleosides. Bull. Chem. Soc. Jpn. 56, 1799-1802.
9. Basu, A. K., O'Hara, S. M., Valladier, P., Stone, K., Mois, O., and Marnett, L. J. (1988) Identification of adducts formed by reaction of guanine nucleosides with malondialdehyde and structurally related aldehydes. Chem. Res. Toxicol. 1, 53-59.
10. Chaudhary, A. K., Nokubo, M., Marnett, L. J., and Blair, I A. (1994) Analysis of the malondialdehyde-2′-deoxyguanosine adduct in rat liver DNA by gas chromatography/electron capture negative chemical ionization mass spectrometry. Biol. Mass Spectrom. 23, 457-464.
11. Chaudhary, A. K., Nokubo, M., Reddy, G. R., Yeola, S. N., Morrow, J. D., Blair, I. A., and Marnett, L. J. (1994) Detection of endogenous malondialdehyde-deoxyguanosine adducts in human liver. Science 265, 1580-1582.
12. Reddy, G. R., and Marnett, L. J. (1995) Synthesis of an oligodeoxynucleotide containing the alkaline labile malondialdehydedeoxyguanosine adduct pyrimido[1,2-α]purin-10(3H)-one. J. Am. Chem. Soc. 267, 5007-5008.
13. 4 hot-spot of Salmonella typhimurium hisD3052 carried on an M13 vector. J. Biol. Chem. 267, 22392-22400.
14. Burcham, P. C., and Marnett, L. J. (1994) Site-specific mutagenesis by a propanodeoxyguanosine adduct carried on an M13 genome. J. Biol. Chem. 269, 28844-28850.
15. Moriya, M., Zhang, W., Johnson, F., and Grollman, A. P. (1994) Mutagenic potency of exocyclic DNA adducts: Marked differences between Escherichia coli and simian kidney cells. Proc. Natl. Acad. Sci. U.S.A. 91, 11899-11903.
16. Strauss, B. S. (1991) The 'A rule' of mutagen specificity: A consequence of DNA polymerase bypass of non-instructional lesions? BioEssays 13, 79-84
17. 3 frameshift hotspot of Salmonella iyphimurium hisD3052: Hoogsteen base-pairing at pH 5.8. Chem. Res. Toxicol. 6, 825-836.
18. Shapiro, R., and Klein, R. S. (1966) The deamination of cytidine and cytosine by acidic buffer solutions. Mutagenic implications. Biochemistry 5, 2358-2361.
19. Frederico, L. A., Kunkel, T. A., and Shaw, B. R. (1993) Cytosine deamination in mismatched base pairs. Biochemistry 32, 6523-6530.
20. Falson, P. (1992) Improved phenol-based method for the isolation of DNA fragments from low melting agarose gels. BioTechniques 13, 24-26.
21. Maniatis, T., Frisch, E. F., and Sambrook, J. (1989) Molecular Cloning, A Laboratory Manual, Cold Spring Harbor Laboratory, Cold Spring Harbor, NY.
22. Chen, H., and Shaw, B. R. (1994) Bisulfite induces tandem double CC-TT mutations in double-stranded DNA. 2. Kinetics of cytosine deamination. Biochemistry 33, 4121-4129.
23. Murli, S., and Walker, G. C. (1993) SOS mutagenesis. Curr. Opin. Genet. Dev. 3, 719-725.
24. Kato, T., and Shinoura, Y. (1977) Isolation and characterization of mutants of Escherichia coli deficient in induction of mutations by ultraviolet light. Mol. Gen. Genet. 156, 121-131.
25. Steinborn, G. (1978) Uvm mutants of Escherichia coli K12 deficient in UV mutagenesis. I. Isolation of uvm mutants and their phenotypical characterization in DNA repair and mutagenesis. Mol. Gen. Genet. 165, 87-93,
26. Dutreix, M., Moreau, P. L., Bailone, A., Galibert, F., Battista, J. R., Walker, G. C., and Devoret, R. (1989) New recA mutations that dissociate the various RecA protein activities in Escherichia coli provide evidence for an additional role for RecA protein in UV mutagenesis. J. Bacteriol. 171, 2415-2423.
27. Sassanfar, M., and Roberts, J. W. (1990) Nature of the SOS-inducing signal in Escherichia coli. The involvement of DNA replication. J. Mol. Biol. 212, 79-96.
28. Shinagawa, H., Iwasaki, H., Kato, T., and Nakata, A. (1988) RecA protein-dependent cleavage of UmuD protein and SOS mutagenesis. Proc. Natl. Acad. Sci. U.S.A. 85, 1806-1810.
29. Burckhardt, S. E., Woodgate, R., Scheuermann, R. H., and Echols, H. (1988) UmuD mutagenesis protein of Escherichia coli: Overproduction, purification, and cleavage by RecA. Proc. Natl. Acad. Sci. U.S.A. 85, 1811-1815.
30. Woodgate, R., Rajagopalan, M., Lu, C., and Echols, H. (1989) UmuC mutagenesis protein of Escherichia coli: Purification and interaction with UmuD and UmuD'. Proc. Natl. Acad. Sci. U.S.A. 86, 7301-7305.
31. Frank, E. G., Hauser, J., Levine, A. S., and Woodgate, R. (1993) Targeting of the UmuD, UmuD', and MucA' mutagenesis proteins to DNA by RecA protein. Proc. Natl. Acad. Sci. U.S.A. 90, 8169-8173.
32. Rajagopalan, M., Lu, C., Woodgate, R., O'Donnell, M., Goodman, M. F., and Echols, H. (1992) Activity of the purified mutagenesis proteins UmuC, UmuD', and RecA in replicative bypass of an abasic DNA lesion by DNA polymerase III. Proc. Natl. Acad. Sci. U.S.A. 89, 10777-10781.
33. Shibutani, S., and Grollman, A. P. (1993) On the mechanism of frameshift (deletion) mutagenesis in vitro. J. Biol. Chem. 268, 11703-11710.
34. Shapiro, R. (1972) Damage to DNA caused by hydrolysis. In Chromosome Damage and Repair (Seeberg, E., and Kleppe, K., Eds.) pp 3-18, Plenum Press, New York.