메뉴 건너뛰기




Volumn 48, Issue 30, 2009, Pages 7079-7088

Structural and functional analysis of Sulfolobus solfataricus Y-family DNA polymerase Dpo4-catalyzed bypass of the malondialdehyde-deoxyguanosine adduct

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVE SITE; DNA POLYMERASE; DUPLEX DNA; ELECTROPHILES; FRAMESHIFT; LIPID PEROXIDATION; LIQUID CHROMATOGRAPHY-TANDEM MASS SPECTROMETRY; MALONDIALDEHYDE; MAMMALIAN CELLS; MINOR GROOVES; MUTAGENICITY; PEROXIDATION; PHYSIOLOGICAL PH; PROPENALS; RING OPENING; SOS RESPONSE; STRUCTURAL STUDIES; SULFOLOBUS SOLFATARICUS; TRANSLESION; TYPE II;

EID: 70350714934     PISSN: 00062960     EISSN: 15204995     Source Type: Journal    
DOI: 10.1021/bi9003588     Document Type: Article
Times cited : (26)

References (51)
  • 2
    • 0023925368 scopus 로고
    • Identification of adducts formed by reaction of guanine nucleosides with malondialdehyde and structurally related aldehydes
    • Basu, A. K., O'Hara, S. M., Valladier, P., Stone, K., Mols, 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.
    • (1988) Chem. Res. Toxicol. , vol.1 , pp. 53-59
    • Basu, A.K.1    O'Hara, S.M.2    Valladier, P.3    Stone, K.4    Mols, O.5    Marnett, L.J.6
  • 4
    • 0001525324 scopus 로고
    • Reaction of malonaldehyde with nucleic acid. I. Formation of fluorescent pyrimido[ 1,2a]purin-10(3H)-one nucleosides
    • Seto, H., Okuda, T., Takesue, T., and Ikemura, T. (1983) Reaction of malonaldehyde with nucleic acid. I. Formation of fluorescent pyrimido[ 1,2a]purin-10(3H)-one nucleosides. Bull. Chem. Soc. Jpn. 56, 1799-1802.
    • (1983) Bull. Chem. Soc. Jpn. , vol.56 , pp. 1799-1802
    • Seto, H.1    Okuda, T.2    Takesue, T.3    Ikemura, T.4
  • 5
    • 0027941187 scopus 로고
    • Detection of endogenous malondialdehyde-deoxyguanosine adducts in human liver
    • 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. (Pubitemid 24308972)
    • (1994) Science , vol.265 , Issue.5178 , pp. 1580-1582
    • Chaudhary, A.K.1    Nokubo, M.2    Reddy, G.R.3    Yeola, S.N.4    Morrow, J.D.5    Blair, I.A.6    Marnett, L.J.7
  • 6
    • 48649084094 scopus 로고    scopus 로고
    • Accumulation of M1dG DNA adducts after chronic exposure to PCBs, but not from acute exposure to polychlorinated aromatic hydrocarbons
    • Jeong, Y. C., Walker, N. J., Burgin, D. E., Kissling, G., Gupta, M., Kupper, L., Birnbaum, L. S., and Swenberg, J. A. (2008) Accumulation of M1dG DNA adducts after chronic exposure to PCBs, but not from acute exposure to polychlorinated aromatic hydrocarbons. Free Radical Biol. Med. 45, 585-591.
    • (2008) Free Radical Biol. Med. , vol.45 , pp. 585-591
    • Jeong, Y.C.1    Walker, N.J.2    Burgin, D.E.3    Kissling, G.4    Gupta, M.5    Kupper, L.6    Birnbaum, L.S.7    Swenberg, J.A.8
  • 9
    • 1142275175 scopus 로고    scopus 로고
    • Measurement of the malondialdehyde-2′-deoxy-guanosine adduct in human urine by immuno-extraction and liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry
    • DOI 10.1002/jms.547
    • Hoberg, A. M., Otteneder, M., Marnett, L. J., and Poulsen, H. E. (2004) Measurement of the malondialdehyde-2′-deoxyguanosine adduct in human urine by immuno-extraction and liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry. J. Mass Spectrom. 39, 38-42. (Pubitemid 38208529)
    • (2004) Journal of Mass Spectrometry , vol.39 , Issue.1 , pp. 38-42
    • Hoberg, A.-M.1    Otteneder, M.2    Marnett, L.J.3    Poulsen, H.E.4
  • 10
    • 0017290002 scopus 로고
    • Mutagenicity of malonaldehyde, a decomposition product of peroxidized polyunsaturated fatty acids
    • Mukai, F. H., and Goldstein, B. D. (1976) Mutagenicity of malonaldehyde, a decomposition product of peroxidized polyunsaturated fatty acids. Science 191, 868-869.
    • (1976) Science , vol.191 , pp. 868-869
    • Mukai, F.H.1    Goldstein, B.D.2
  • 11
    • 0028821342 scopus 로고
    • Induction of mutations by replication of malondialdehyde-modified M13 DNA in Escherichia coli: Determination of the extent of DNA modification, genetic requirements for mutagenesis, and types of mutations induced
    • Benamira, M., Johnson, K., Chaudhary, A., Bruner, K., Tibbetts, C., and Marnett, L. J. (1995) Induction of mutations by replication of malondialdehyde-modified M13 DNA in Escherichia coli: Determination of the extent of DNA modification, genetic requirements for mutagenesis, and types of mutations induced. Carcinogenesis 16, 93-99.
    • (1995) Carcinogenesis , vol.16 , pp. 93-99
    • Benamira, M.1    Johnson, K.2    Chaudhary, A.3    Bruner, K.4    Tibbetts, C.5    Marnett, L.J.6
  • 14
    • 0033588043 scopus 로고    scopus 로고
    • Novel DNA polymerases offer clues to the molecular basis of mutagenesis
    • DOI 10.1016/S0092-8674(00)81970-4
    • Friedberg, E. C., and Gerlach, V. L. (1999) Novel DNA polymerases offer clues to the molecular basis of mutagenesis. Cell 98, 413-416. (Pubitemid 29402479)
    • (1999) Cell , vol.98 , Issue.4 , pp. 413-416
    • Friedberg, E.C.1    Gerlach, V.L.2
  • 16
    • 0037310493 scopus 로고    scopus 로고
    • Damage repair DNA polymerases Y
    • Yang, W. (2003) Damage repair DNA polymerases Y. Curr. Opin. Struct. Biol. 13, 23-30.
    • (2003) Curr. Opin. Struct. Biol. , vol.13 , pp. 23-30
    • Yang, W.1
  • 19
    • 23944449018 scopus 로고    scopus 로고
    • 2-guanine DNA lesions by human DNA polymerase η
    • 2-guanine DNA lesions by human DNA polymerase η. J. Mol. Biol. 352, 72-90.
    • (2005) J. Mol. Biol. , vol.352 , pp. 72-90
    • Choi, J.Y.1    Guengerich, F.P.2
  • 20
    • 34547136494 scopus 로고    scopus 로고
    • Hydrogen bonding of 7,8-dihydro-8-oxodeoxyguanosine with a charged residue in the little finger domain determines miscoding events in sulfolobus solfataricus DNA polymerase Dpo4
    • DOI 10.1074/jbc.M702290200
    • Eoff, R. L., Irimia, A., Angel, K. C., Egli, M., and Guengerich, F. P. (2007) Hydrogen bonding of 7,8-dihydro-8-oxodeoxyguanosine with a charged residue in the little finger domain determines miscoding events in Sulfolobus solfataricus DNA polymerase Dpo4. J. Biol. Chem. 282, 19831-19843. (Pubitemid 47100053)
    • (2007) Journal of Biological Chemistry , vol.282 , Issue.27 , pp. 19831-19843
    • Eoff, R.L.1    Irimia, A.2    Angel, K.C.3    Egli, M.4    Guengerich, F.P.5
  • 23
    • 0035794165 scopus 로고    scopus 로고
    • Inefficient bypass of an abasic site by DNA polymerase η
    • Haracska, L., Washington, M. T., Prakash, S., and Prakash, L. (2001) Inefficient bypass of an abasic site by DNA polymerase η. J. Biol. Chem. 276, 6861-6866.
    • (2001) J. Biol. Chem. , vol.276 , pp. 6861-6866
    • Haracska, L.1    Washington, M.T.2    Prakash, S.3    Prakash, L.4
  • 24
    • 0034425754 scopus 로고    scopus 로고
    • Efficient and accurate replication in the presence of 7,8-dihydro-8-oxoguanine by DNA polymerase η
    • DOI 10.1038/78169
    • Haracska, L., Yu, S. L., Johnson, R. E., Prakash, L., and Prakash, S. (2000) Efficient and accurate replication in the presence of 7,8-dihydro-8-oxoguanine by DNA polymerase η. Nat. Genet. 25, 458-461. (Pubitemid 32983443)
    • (2000) Nature Genetics , vol.25 , Issue.4 , pp. 458-461
    • Haracska, L.1    Yu, S.-L.2    Johnson, R.E.3    Prakash, L.4    Prakash, S.5
  • 28
    • 33644866040 scopus 로고    scopus 로고
    • Efficient and high fidelity incorporation of dCTP opposite 7,8-dihydro-8-oxodeoxyguanosine by Sulfolobus solfataricus DNA polymerase Dpo4
    • DOI 10.1074/jbc.M510889200
    • Zang, H., Irimia, A., Choi, J. Y., Angel, K. C., Loukachevitch, L. V., Egli, M., and Guengerich, F. P. (2006) Efficient and high fidelity incorporation of dCTP opposite 7,8-dihydro-8-oxodeoxyguanosine by Sulfolobus solfataricusDNApolymerase Dpo4. J. Biol. Chem. 281, 2358-2372. (Pubitemid 43845827)
    • (2006) Journal of Biological Chemistry , vol.281 , Issue.4 , pp. 2358-2372
    • Zang, H.1    Irimia, A.2    Choi, J.-Y.3    Angel, K.C.4    Loukachevitch, L.V.5    Egli, M.6    Guengerich, F.P.7
  • 30
    • 0035951024 scopus 로고    scopus 로고
    • 2-deoxyguanosine pyrimidopurinone M1G is a chemically stable DNA adduct when placed opposite a two-base deletion in the (CpG)3 frameshift hotspot of the Salmonella typhimurium hisD3052 gene
    • 2-deoxyguanosine pyrimidopurinone M1G is a chemically stable DNA adduct when placed opposite a two-base deletion in the (CpG)3 frameshift hotspot of the Salmonella typhimurium hisD3052 gene. Biochemistry 40, 15638-15649.
    • (2001) Biochemistry , vol.40 , pp. 15638-15649
    • Schnetz-Boutaud, N.C.1    Saleh, S.2    Marnett, L.J.3    Stone, M.P.4
  • 31
    • 33845255036 scopus 로고    scopus 로고
    • Site-specific synthesis of oligonucleotides containing malondialdehyde adducts of deoxyguanosine and deoxyadenosine via a postsynthetic modification strategy
    • DOI 10.1021/tx060137o
    • Wang, H., Kozekov, I. D., Kozekova, A., Tamura, P. J., Marnett, L. J., Harris, T. M., and Rizzo, C. J. (2006) Site-specific synthesis of oligonucleotides containing malondialdehyde adducts of deoxyguanosine and deoxyadenosine via a postsynthetic modification strategy. Chem. Res. Toxicol. 19, 1467-1474. (Pubitemid 44863489)
    • (2006) Chemical Research in Toxicology , vol.19 , Issue.11 , pp. 1467-1474
    • Wang, H.1    Kozekov, I.D.2    Kozekova, A.3    Tamura, P.J.4    Marnett, L.J.5    Harris, T.M.6    Rizzo, C.J.7
  • 33
    • 0035561176 scopus 로고    scopus 로고
    • Elucidation of the initial step of oligonucleotide fragmentation in matrix-assisted laser desorption/ionization using modified nucleic acids
    • DOI 10.1016/S1044-0305(01)00228-8, PII S1044030501002288
    • Christian, N. P., Reilly, J. P., Mokler, V. R., Wincott, F. E., and Ellington, A. D. (2001) Elucidation of the initial step of oligonucleotide fragmentation in matrix-assisted laser desorption/ionization using modified nucleic acids. J. Am. Soc. Mass Spectrom. 12, 744-753. (Pubitemid 34546589)
    • (2001) Journal of the American Society for Mass Spectrometry , vol.12 , Issue.6 , pp. 744-753
    • Christian, N.P.1    Reilly, J.P.2    Mokler, V.R.3    Wincott, F.E.4    Ellington, A.D.5
  • 34
    • 85046526624 scopus 로고
    • Evaluation of Single Crystal X-Ray Diffraction Data from a Position Sensitive Detector
    • Kabsch, W. (1988) Evaluation of Single Crystal X-Ray Diffraction Data from a Position Sensitive Detector. J. Appl. Crystallogr. 21, 916-924.
    • (1988) J. Appl. Crystallogr. , vol.21 , pp. 916-924
    • Kabsch, W.1
  • 35
    • 0000952473 scopus 로고
    • On the Treatment of Negative Intensity Observations
    • French, G. S., and Wilson, K. S. (1978) On the Treatment of Negative Intensity Observations. Acta Crystallogr. A34, 517-525.
    • (1978) Acta Crystallogr. , vol.A34 , pp. 517-525
    • French, G.S.1    Wilson, K.S.2
  • 36
    • 0001408294 scopus 로고    scopus 로고
    • Computation of Bhat's OMIT maps with different coefficients
    • Vellieux, F. M. D., and Dijkstra, B. W. (1997) Computation of Bhat's OMIT maps with different coefficients. J. Appl. Crystallogr. 30, 396-399. (Pubitemid 127478550)
    • (1997) Journal of Applied Crystallography , vol.30 , Issue.3 , pp. 396-399
    • Vellieux, F.M.D.1    Dijkstra, B.W.2
  • 38
    • 4644293823 scopus 로고    scopus 로고
    • In vitro bypass of malondialdehyde-deoxyguanosine adducts: Differential base selection during extension by the Klenow fragment of DNA polymerase I is the critical determinant of replication outcome
    • DOI 10.1021/bi049360f
    • Hashim, M. F., Riggins, J. N., Schnetz-Boutaud, N., Voehler, M., Stone, M. P., and Marnett, L. J. (2004) In vitro bypass of malondialdehyde- deoxyguanosine adducts: Differential base selection during extension by the Klenow fragment ofDNApolymerase I is the critical determinant of replication outcome. Biochemistry 43, 11828-11835. (Pubitemid 39277629)
    • (2004) Biochemistry , vol.43 , Issue.37 , pp. 11828-11835
    • Hashim, M.F.1    Riggins, J.N.2    Schnetz-Boutaud, N.3    Voehler, M.4    Stone, M.P.5    Marnett, L.J.6
  • 39
    • 0035812849 scopus 로고    scopus 로고
    • Crystal structure of a Y-family DNA polymerase in action: A mechanism for error-prone and lesion-bypass replication
    • DOI 10.1016/S0092-8674(01)00515-3
    • Ling, H., Boudsocq, F., Woodgate, R., and Yang, W. (2001) Crystal structure of a Y-family DNA polymerase in action: A mechanism for error-prone and lesion-bypass replication. Cell 107, 91-102. (Pubitemid 32972040)
    • (2001) Cell , vol.107 , Issue.1 , pp. 91-102
    • Ling, H.1    Boudsocq, F.2    Woodgate, R.3    Yang, W.4
  • 40
    • 3042856777 scopus 로고    scopus 로고
    • Kinetic and thermodynamic analysis of the hydrolytic ring-opening of the malondialdehyde-deoxyguanosine adduct, 3-(2′-deoxy-β-D-erythro- pentofuranosyl)-pyrimido[1,2-alpha]purin-10(3H)-one
    • DOI 10.1021/ja040009r
    • Riggins, J. N., Daniels, J. S., Rouzer, C. A., and Marnett, L. J. (2004) Kinetic and thermodynamic analysis of the hydrolytic ring-opening of the malondialdehyde-deoxyguanosine adduct, 3-(2′-deoxy-β-D-erythro- pentofuranosyl)- pyrimido[1,2-alpha]purin-10(3H)-one. J. Am. Chem. Soc. 126, 8237-8243. (Pubitemid 38878968)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.26 , pp. 8237-8243
    • Riggins, J.N.1    Daniels, J.S.2    Rouzer, C.A.3    Marnett, L.J.4
  • 41
    • 3042822784 scopus 로고    scopus 로고
    • 1dG)
    • DOI 10.1021/ja040010q
    • Riggins, J. N., Pratt, D. A., Voehler, M., Daniels, J. S., and Marnett, L. J. (2004) Kinetics and mechanism of the general-acid-catalyzed ring-closure of the malondialdehyde-DNA adduct, N2-(3-oxo- 1-propenyl)deoxyguanosine (N2OPdG-), to 3-(2′-deoxy-β-D-erythro-pentofuranosyl)pyrimido[1,2- α]purin-10(3H)-one (M1dG). J. Am. Chem. Soc. 126, 10571-10581. (Pubitemid 39129156)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.34 , pp. 10571-10581
    • Riggins, J.N.1    Pratt, D.A.2    Voehler, M.3    Daniels, J.S.4    Marnett, L.J.5
  • 42
    • 34250359064 scopus 로고    scopus 로고
    • 6-benzylguanine by Sulfolobus solfataricus DNA polymerase Dpo4: Steady-state and pre-steady-state kinetics and X-ray crystallography of correct and incorrect pairing
    • 6-benzylguanine by Sulfolobus solfataricus DNA polymerase Dpo4: Steady-state and pre-steady-state kinetics and X-ray crystallography of correct and incorrect pairing. J. Biol. Chem. 282, 13573-13584.
    • (2007) J. Biol. Chem. , vol.282 , pp. 13573-13584
    • Eoff, R.L.1    Angel, K.C.2    Egli, M.3    Guengerich, F.P.4
  • 43
    • 0025198540 scopus 로고
    • 2-(1,3-propano)-2′-deoxyguanosine and incorporation into oligodeoxynucleotides:Amodel for exocyclic acrolein-DNA adducts
    • 2-(1,3-propano)-2′-deoxyguanosine and incorporation into oligodeoxynucleotides:Amodel for exocyclic acrolein-DNA adducts. Chem. Res. Toxicol. 3, 49-58.
    • (1990) Chem. Res. Toxicol. , vol.3 , pp. 49-58
    • Marinelli, E.R.1    Johnson, F.2    Iden, C.R.3    Yu, P.L.4
  • 44
    • 0027330117 scopus 로고
    • 1H NMR of an oligodeoxynucleotide containing a propanodeoxyguanosine adduct positioned in a (CG)3 frameshift hotspot of Salmonella typhimurium hisD3052: Hoogsteen base-pairing at pH 5.8
    • 1H NMR of an oligodeoxynucleotide containing a propanodeoxyguanosine adduct positioned in a (CG)3 frameshift hotspot of Salmonella typhimurium hisD3052: Hoogsteen base-pairing at pH 5.8. Chem. Res. Toxicol. 6, 825-836.
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 825-836
    • Singh, U.S.1    Moe, J.G.2    Reddy, G.R.3    Weisenseel, J.P.4    Marnett, L.J.5    Stone, M.P.6
  • 46
    • 25444516751 scopus 로고    scopus 로고
    • Human DNA polymerase ι promotes replication through a ring-closed minor-groove adduct that adopts a syn conformation in DNA
    • DOI 10.1128/MCB.25.19.8748-8754.2005
    • Wolfle, W. T., Johnson, R. E., Minko, I. G., Lloyd, R. S., Prakash, S., and Prakash, L. (2005) Human DNA polymerase ι promotes replication through a ring-closed minor-groove adduct that adopts a syn conformation in DNA. Mol. Cell. Biol. 25, 8748-8754. (Pubitemid 41369191)
    • (2005) Molecular and Cellular Biology , vol.25 , Issue.19 , pp. 8748-8754
    • Wolfle, W.T.1    Johnson, R.E.2    Minko, I.G.3    Lloyd, R.S.4    Prakash, S.5    Prakash, L.6
  • 48
    • 59849129660 scopus 로고    scopus 로고
    • Translesion DNA Synthesis by Human DNA Polymerase η on Templates Containing a Pyrimidopurinone Deoxyguanosine Adduct, 3-(2′-Deoxy-β-D- erythro-pentofuranosyl) pyrimido-[1,2-a]purin-10(3H)-one
    • Stafford, J. B., Eoff, R. L., Kozekova, A., Rizzo, C. J., Guengerich, F. P., and Marnett, L. J. (2009) Translesion DNA Synthesis by Human DNA Polymerase η on Templates Containing a Pyrimidopurinone Deoxyguanosine Adduct, 3-(2′-Deoxy-β-D-erythro-pentofuranosyl) pyrimido-[1,2-a]purin-10(3H)- one. Biochemistry 48, 471-480.
    • (2009) Biochemistry , vol.48 , pp. 471-480
    • Stafford, J.B.1    Eoff, R.L.2    Kozekova, A.3    Rizzo, C.J.4    Guengerich, F.P.5    Marnett, L.J.6
  • 49
    • 0037428474 scopus 로고    scopus 로고
    • Translesion synthesis past acrolein-derived DNA adduct, γ-hydroxypropanodeoxyguanosine, by yeast and human DNA polymerase η
    • DOI 10.1074/jbc.M207774200
    • Minko, I. G., Washington, M. T., Kanuri, M., Prakash, L., Prakash, S., and Lloyd, R. S. (2003) Translesion synthesis past acrolein-derived DNA adduct, γ-hydroxypropanodeoxyguanosine, by yeast and human DNA polymerase η. J. Biol. Chem. 278, 784-790. (Pubitemid 36790750)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.2 , pp. 784-790
    • Minko, I.G.1    Washington, M.T.2    Kanuri, M.3    Prakash, L.4    Prakash, S.5    Lloyd, R.S.6
  • 50
    • 34249021158 scopus 로고    scopus 로고
    • Characterization of promoter regulatory elements involved in downexpression of the DNA polymerase κ in colorectal cancer
    • DOI 10.1038/sj.onc.1210116, PII 1210116
    • Lemée, F., Bavoux, C., Pillaire, M. J., Bieth, A., Machado, C. R., Pena, S. D., Guimbaud, R., Selves, J., Hoffmann, J. S., and Cazaux, C. (2007) Characterization of promoter regulatory elements involved in downexpression of the DNA polymerase κ in colorectal cancer. Oncogene 26, 3387-3394. (Pubitemid 46788878)
    • (2007) Oncogene , vol.26 , Issue.23 , pp. 3387-3394
    • Lemee, F.1    Bavoux, C.2    Pillaire, M.J.3    Bieth, A.4    Machado, C.R.5    Pena, S.D.6    Guimbaud, R.7    Selves, J.8    Hoffmann, J.S.9    Cazaux, C.10


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.