The critical active-site amine of the human 8-oxoguanine DNA glycosylase, hOgg1: Direct identification, ablation and chemical reconstitution

Chemistry and Biology

Volumn 4, Issue 9, 1997, Pages 693-702

  Nash, Huw M ^a   Lu, Rongzhen ^a   Lane, William S ^b   Verdine, Gregory L ^a  

^a HARVARD UNIVERSITY   (United States)

^b HARVARD UNIVERSITY   (United States)

Author keywords

8 oxoguanine; Borohydride trapping; DNA repair; Edman sequencing; hOgg1

Indexed keywords

THIA; ZIZIPHUS MAURITIANA;

EID: 0031239573     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1074-5521(97)90225-8     Document Type: Article

References (45)

1. Friedberg, E.G., Walker, G.C. & Siede, W. (1995). DNA Repair and Mutagenesis. ASM Press, Washington, D.C.
2. Seeberg, E., Eide, L. & Bjoras, M. (1995). The base excision repair pathway. Trends Biochem. Sci. 20, 391-397.
3. Au, K.G., Cabrera, M., Miller, J.H. & Modrich, P. (1988). The Escherichia coli mutY gene product is required for specific A-G to C-G mismatch correction. Proc. Natl Acad. Sci. USA 85, 9163-9166.
4. Cabrera, M., Ngniem, Y. & Miller, J.H. (1988). mutM, a second mutator locus in Escherichia coli that generates G.C-T.A transversions. J. Bacteriol. 170, 5405-5407.
5. Nghiem, Y., Cabrera, M., Cupples, C.G. & Miller, J.H. (1988). The mutY gene: a mutator locus in Escherichia coli that generates G.C-T.A transversions. Proc. Natl Acad. Sci. USA 85, 2709-2713.
6. Thomas, D., Scot, A.D., Barbey, R., Padula, M. & Boiteux, S. (1997). Inactivation of OGG1 increases the incidence of G:C to T:A transversions in Saccharomyces cerevisiae - evidence for endogenous oxidative damage to DNA in eukaryotic cells. Mol. Gen. Genet. 254, 171-178.
7. Eide, L, Bjorås, M., Pirovano, M., Alseth, I., Berdal, K.G. & Seeberg, E. (1996). Base excision of oxidative purine and pyrimidine DNA damage in Saccharomyces cerevisiae by a DNA glycosylase with sequence similarity to endonuclease III from Escherichia coli. Proc. Natl Acad. Sci. USA 93, 10735-10740.
8. Sawa, R., McAuley-Hecht, K., Brown, T. & Pearl, L. (1995). The structural basis of specific base-excision repair by uracil-DNA glycosylase. Nature 373, 487-493.
9. Mol, C.D., et al., & Tainer, J.A. (1995). Crystal structure and mutational analysis of human uracil-DNA glycosylase: structural basis for specificity and catalysis. Cell 80, 869-878.
10. Slupphaug, G., Mol, C.D., Kavli, B., Arvai, A.S., Krokan, H.E. & Tainer, J.A. (1996). A nucleotide-flipping mechanism from the structure of human uracil DNA glycosylase bound to DNA. Nature 384, 87-92.
11. Labahn, J., Scharer, O.D., Long, A., Ezaz-Nikpay, K., Verdine, G.L. & Ellenberger, T.E. (1996). Structural basis for the excision repair of alkylation-damaged DNA. Cell 86, 321-329.
12. Yamagata, Y., et al., & Fujii, S. (1996). Three-dimensional structure of a DNA repair enzyme, 3-methyladenine DNA glycosylase II, from Escherichia coli. Cell 86, 311-319.
13. Morikawa, K., et al., & Ohtsuka, E. (1992). X-ray structure of T4 endonuclease V: an excision repair enzyme specific for a pyrimidine dimer. Science 256, 523-526.
14. Vassylyev, D.G., et al., & Morikawa, K. (1995). Atomic model of a pyrimidine dimer excision repair enzyme complexed with a DNA substrate: structural basis for damaged DNA recognition. Cell 83, 773-782.
15. Kuo, C.-F., McRee, D.E., Fisher, C.L., O'Handley, S.F., Cunningham, R.P. & Tainer, J.A. (1992). Atomic structure of the DNA repair [4Fe-4S] enzyme endonuclease III. Science 258, 434-440.
16. Thayer, M.M., Ahern, H., Xing, D.X., Cunningham, R.P. & Tainer, J.A. (1995). Novel DNA binding motifs in the DNA repair enzyme endonuclease III crystal structure. EMBO J. 14, 4108-4120.
17. Dodson, M.L., Schrock, R.D. III & Lloyd, R.S. (1993). Evidence for an imino intermediate in the T4 endonuclease V reaction. Biochemistry 32, 8284-8290.
18. Dodson, M.L., Michaels, M.L. & Lloyd, R.S. (1994). Unified catalytic mechanism for DNA glycosylases. J. Biol. Chem. 269, 32709-32712.
19. Kow, Y.W. & Wallace, S.S. (1987). Mechanism of action of Escherichia coli endonuclease III. Biochemistry 26, 8200-8206.
20. 13C labeling. J. Am. Chem. Soc. 110, 2690-2691.
21. Mazumder, A., Gerlt, J.A., Rabow, L, Absalon, M.J., Stubbe, J. & Bolton, P.H. (1989). UV endonuclease V from bacteriophage T4 catalyzes DNA strand cleavage at aldehydic abasic sites sites by a syn β-elimination reaction. J. Am. Chem. Soc. 111, 8029-8030.
22. Sun, B., Latham, K.A., Dodson, M.L. & Lloyd, R.S. (1995). Studies on the catalytic mechanism of five DNA glycosylases. Probing for enzyme-DNA imino intermediates. J. Biol. Chem. 270, 19501-19508.
23. 2-terminal proline acts as a nucleophile in the glycosylase/AP-lyase reaction catalyzed by Escherichia coli formamidopyrimidine-DNA glycosylase (Fpg) protein. J. Biol. Chem. 272, 5335-5341.
24. Hilbert, T.P., et al., & Teebor, G.W. (1996). Purification of a mammalian homolog of Escherichia coli endonuclease III: identification of a bovine pyrimidine hydrate-thymine glycol DNA-glycosylase/AP lyase by irreversible cross linking to a thymine glycol-containing oligodeoxynucleotide. Biochemistry 35, 2505-2511.
25. Nash, H.M., et al., & Verdine, G.L. (1996). Cloning of a yeast 8-oxoguanine DNA glycosylase reveals the existence of a base-excision DNA-repair protein superfamily. Curr. Biol. 6, 968-980.
26. Lu, R., Nash, H.M. & Verdine, G.L. (1997). A mammalian DNA repair enzyme that excises oxidatively damaged guanines maps to a locus frequently lost in lung cancer. Curr. Biol. 7, 397-407.
27. Cunningham, R.P. (1996). DNA repair: how yeast repairs radical damage. Curr. Biol. 6, 1230-1233.
28. Rosenquist, T.A., Zharkov, D.O. & Grollman, A.P. (1997). Cloning and characterization of a mammalian 8-oxoguanine DNA glycosylase. Proc. Natl Acad. Sci. USA 94, 7429-7434.
29. Aspinwall, R., et al., & Hickson, I.D. (1997). Cloning and characterization of a functional human homolog of Escherichia coli endonuclease III. Proc. Natl Acad. Sci. USA 94, 109-114.
30. Hilbert, T.P., Chaung, W., Boorstein, R.J., Cunningham, R.P. & Teebor, G.W. (1997). Cloning and expression of the cDNA encoding the human homologue of the DNA repair enzyme, Escherichia coli endonuclease III. J. Biol. Chem. 272, 6733-6740.
31. van der Kemp, P.A., Thomas, D., Barbey, R., de Oliveira, R. & Boiteux, S. (1996). Cloning and expression in Escherichia coli of the OGG1 gene of Saccharomyces cerevisiae, which codes for a DNA glycosylase that excises 7,8-dihydro-8-oxoguanine and 2,6-diamino-4-hydroxy-5-N-methylformamidopyramidine. Proc. Natl Acad. Sci. USA 93, 5197-5202.
32. Doherty, A.J., Serpell, L.C. & Ponting, C.P. (1996). The helix-hairpin-helix DMA-binding motif: a structural basis for non-sequence-specific recognition of DNA. Nucleic Acids Res. 24, 2488-2497.
33. Arai, K., et al., & Yokota, J. (1997). Cloning of a human homolog of the yeast OGG1 gene that is involved in the repair of oxidative DNA damage. Oncogene 14, 2857-2861.
34. Aburatani, H., et al., & Nishimura, S. (1997). Cloning and characterization of mammalian 8-hydroxyguanine-specific DNA glycosylase/apurinic apyrimidinic lyase, a functional MutM homologue. Cancer Res. 57, 2151-2156.
35. Augeri, L., Lee, Y.-M., Barton, A.B. & Doetsch, P.W. (1997). Purification, characterization, gene cloning, and expression of Saccharomyces cerevisiae redoxyendonuclease, a homolog of Escherichia coli endonuclease III. Biochemistry 36, 721-729.
36. Slupska, M.M., Baikalov, C., Luther, W.M., Chiang, J.H., Wei, Y.F. & Miller, J.H. (1996). Cloning and sequencing a human homolog (hMYH) of the Escherichia coli mutY gene whose function is required for the repair of oxidative DNA damage. J. Bacteriol. 178, 3885-3892.
37. Smith, H.B. & Hartman, F.C. (1988). Restoration of activity to catalytically deficient mutants of ribulosebisphosphate carboxylase/ oxygenase by aminoethylation. J. Biol. Chem. 263, 4921-4925.
38. Planas, A. & Kirsch, J.F. (1991). Reengineering the catalytic lysine of aspartate aminotransferase by chemical elaboration of a genetically introduced cysteine. Biochemistry 30, 8268-8276.
39. Smiley, J.A. & Jones, M.E. (1992). A unique catalytic and inhibitor-binding role for Lys93 of yeast orotidylate decarboxylase. Biochemistry 31, 12162-12168.
40. Messmore, J.M., Fuchs, D.N. & Raines, R.T. (1995). Ribonuclease A: revealing structure-function relationships with semisynthesis. J. Am. Chem. Soc. 117, 8057-8060.
41. Raftery, M.A. & Cole, R.D. (1966). On the aminoethylation of proteins. J. Biol. Chem. 241, 3457-3461.
42. Hermann, V.P. & Lemke, K. (1968). Ionisationskonstanten und stabilitatskonstanten der kupfer(II)-komplexe einiger aminosauren und ihrer schwefelhaltigen analoga. (Translation: Ionization constants and stability constants of copper (II) complexes of some amino acids and their sulfur-containing analogs.) Hoppe-Seyler Z. Physiol. Chem. 349, 390-394.
43. Pelletier, H., Sawaya, M.R., Wolfle, W, Wilson, S.H. & Kraut, J. (1996). Crystal structures of human DNA polymerase β complexed with DNA: implications for catalytic mechanism, processivity, and fidelity. Biochemistry 35, 12742-12761.
44. Lu, A.L., Yuen, D.S. & Cillo, J. (1996). Catalytic mechanism and DNA substrate recognition of Escherichia coli MutY protein. J. Biol. Chem. 271, 24138-24143.
45. Pierre, J. & Lavai, J. (1981). Specific nicking of DNA at apurinic sites by peptides containing aromatic residues. J. Biol. Chem. 256, 10217-10220.