Ambiguous coding is required for the lethal interaction between methylated DNA bases and DNA mismatch repair

DNA Repair

Volumn 1, Issue 4, 2002, Pages 275-286

  Massey, Andrew ^a   Xu, Yao Zhong ^b   Karran, Peter ^a  

^a IMPERIAL CANCER RESEARCH FUND   (United Kingdom)

^b OPEN UNIVERSITY   (United Kingdom)

Author keywords

Chemotherapy; Mismatch repair; Thiobases; Thioguanine; Thiothymidine

Indexed keywords

CELL DNA; CYTOSINE; GUANINE; THIOMETHYLTHYMINE; THIOPYRIMIDINE NUCLEOSIDE 4 THIOTHYMIDINE; THYMIDINE DERIVATIVE; THYMINE DERIVATIVE; UNCLASSIFIED DRUG; 4 THIOTHYMIDINE; 4-THIOTHYMIDINE; DNA; DRUG DERIVATIVE; PRIMER DNA; THYMIDINE; THYMINE;

ARTICLE; BASE PAIRING; BINDING AFFINITY; CELL DEATH; CELL GROWTH; CONTROLLED STUDY; DNA METHYLATION; FEMALE; GENETIC CODE; HUMAN; HUMAN CELL; LETHALITY; MISMATCH REPAIR; MOLECULAR INTERACTION; PRIORITY JOURNAL; BASE MISPAIRING; CELL CULTURE; CELL LINE; CELL SURVIVAL; CHEMISTRY; DNA REPAIR; DRUG EFFECT; GENETICS; METABOLISM; OPEN READING FRAME; PHYSIOLOGY; VIRUS CELL TRANSFORMATION;

BASE PAIR MISMATCH; CELL LINE, TRANSFORMED; CELL SURVIVAL; CELL TRANSFORMATION, VIRAL; DNA; DNA METHYLATION; DNA PRIMERS; DNA REPAIR; HUMANS; OPEN READING FRAMES; THYMIDINE; THYMINE; TUMOR CELLS, CULTURED;

EID: 0037193543     PISSN: 15687864     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1568-7864(02)00004-6     Document Type: Article

References (25)

1. Elion G.B. The purine path to chemotherapy. Science. 244:1989;41-47.
2. Swann P.F., Waters T.R., Moulton D.C., Xu Y.-Z., Edwards M., Mace R. Role of post-replicative DNA mismatch repair in the cytotoxic action of thioguanine. Science. 273:1996;1109-1111.
3. 6-methylthioguanine. Biochemistry. 36:1997;2501-2506.
4. Karran P., Bignami M. Drug-related killings: a case of mistaken identity. Chem. Biol. 3:1996;875-879.
5. Beranek D.T., Weiss C.C., Swenson D.H. A comprehensive quantitative analysis of methylated and ethylated DNA using high pressure liquid chromatography. Carcinogenesis. 1:1980;595-606.
6. Denny B.J., Wheelhouse R.T., Stevens M.F.G., Tsang L.L.H., Slack J.A. NMR and molecular modelling investigation of the mechanism of activation of the antitumour drug temozolomide and its interaction with DNA. Biochemistry. 33:1994;9045-9051.
7. 6-methyguanine and the cytotoxicity of methylating agents. Mutat. Res. 462:2000;71-82.
8. 4T:A base pairs at a unique site by use of Escherichia coli DNA polymerase 1 (Klenow fragment) and Drosophila melanogaster polymerase a primase complex. Biochemistry. 29:1990;4698-4703.
9. 4-methylthymine in Escherichia coli. Biochemistry. 30:1991;7027-7033.
10. O'Driscoll M., Martinelli S., Ciotta C., Karran P. Combined mismatch and nucleotide excision repair defects in a human cell line: mismatch repair processes methylation but not UV-or ionizing-radiation-induced DNA damage. Carcinogenesis. 20:1999;799-804.
11. Aquilina G., Ceccotti S., Martinelli S., Soddu S., Crescenzi M., Branch P., Karran P., Bignami M. Mismatch repair and p53 independently affect sensitivity to N-(2-chloroethyl)-N′-cyclohexyl-N-nitrosourea. Clin. Cancer Res. 6:2000;671-680.
12. Aquilina G., Hess P., Fiumicino S., Ceccotti S., Bignami M. A mutator phenotype characterizes one of two complementation groups in human cells tolerant to methylation damage. Cancer Res. 55:1995;2569-2575.
13. Xu Y.-Z., Zheng Q., Swann P.F. Simple synthesis of 4-thiothymidine, 4-thiouridine and 6-thio-2′-deoxyguanosine. Tetrahedron Lett. 32:1991;2817-2820.
14. O'Regan N.E., Branch P., Macpherson P., Karran P. hMSH2-independent DNA mismatch recognition by human proteins. J. Biol. Chem. 271:1996;1789-1796.
15. 6-methylguanine paired with cytosine or thymine in defined oligonucleotide sequences. Biochemistry. 30:1991;11595-11599.
16. Massey A., Xu Y.-Z., Karran P. Photoactivation of DNA thiobases as a potential novel therapeutic option. Curr. Biol. 11:2001;1142-1146.
17. Domi A., Siromachkova M., Fourrey J.-L., Favre A., Beaud G. Photoinactivation (365 nm) of vaccinia and herpes simplex viruses induced by a new built-in DNA photosensitizer: 4-thiothymidine. Photochem. Photobiol. 61:1995;463-470.
18. Rydberg B., Lindahl T. Non-enzymatic methylation of DNA by the intracellular methyl group donor S-adenosyl-L-methionine is a potentially mutagenic reaction. EMBO J. 1:1982;211-216.
19. Xu Y.-Z. Post-synthetic introduction of labile functionalities onto purine residues via 6-methylthiopurines in oligodeoxyribonucleotides. Tetrahedron. 52:1996;10737-10750.
20. 6-methylguanine and A:C and G:T mismatches cause asymmetric structural defects in DNA that are affected by DNA sequence. Biochemistry. 29:1990;5012-5018.
21. 4-alkylthymine and the mutagenic properties of these bases. Mutat. Res. 233:1990;81-94.
22. Griffin S., Branch P., Xu Y.-Z., Karran P. DNA mismatch binding and incision at modified guanine bases by extracts of mammalian cells: implications for tolerance to DNA damage. Biochemistry. 33:1994;4787-4793.
23. 4-methylthymine, or the cisplatin-d(GpG) adduct. Proc. Natl. Acad. Sci. U.S.A. 93:1996;6443-6447.
24. 4-ethylthymine preferentially form alkyl T:G pairs that do not block in vitro replication in a defined sequence. Carcinogenesis. 14:1993;1915-1919.
25. 4-methylthymidine into their DNA. Carcinogenesis. 3:1982;219-222.