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Program Project Research Description
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Selected Publications

Reference
Christov, P.P., Brown, K.L., Kozekov, I.D., Stone, M.P., Harris, T.M., & Rizzo, C.J. (2008) Site-Specific Synthesis and Characterization of Oligonucleotides Containing anN6-(2-Deoxy-d-erythro-pentofuranosyl)-2,6-diamino-3,4-dihydro-4-oxo-5-N-methylformamidopyrimidine Lesion, the Ring-Opened Product from N7-Methylation of Deoxyguanosine." Chem. Res. Toxicol. 21, 2324-2333. PMID: 19053322
Huang, H., Wang, H., Qi, N., Lloyd, R.S., Harris, T.M., Rizzo, C.J., & Stone, M.P. (2008) "The Stereochemistry of trans-4-Hydroxynonenal-derived Exocyclic 1,N2-Deoxyguanosine Adducts Modulates Formation of Interstrand Cross-links in the 5'-CpG-3' Sequence." Biochemistry 47, 11457-11472. PMID: 18847226
Kumari, A., Minko, I.G., Harbut, M.B., Finkel, S.E., Goodman, M.F., & Lloyd, R.S. (2008) "Replication Bypass of Interstrand Cross-link Intermediates by Escherichia coli DNA Polymerase IV." J Biol Chem. 283, 27433-27437. PMID: 18697749
Minko, I.G., Yamanaka,K., Kozekov, I.D., Kozekova, A, Indiani, C., O'Donnell, M.E., Jiang, Q., Goodman, M.F., Rizzo, C.J., & Lloyd, R.S. (2008) "Replication Bypass of the Acrolein-mediated Deoxyguanine DNA-peptide Cross-links by DNA Polymerases of the DinB Family." Chem. Res. Toxicol. 21, 1983-1990. PMID: 18788757
Shanmugam, G., Goodenough, A.K., Kozekov, I.D., Harris, T.M., Guengerich, F.P., Rizzo, C.J., & Stone, M.P. (2008) "Structure of the 1,N2-Ethenodeoyguanosine Adduct Opposite Cytosine in Duplex DNA: Hoogsteen Base Pairing at pH 5.2." Chem Res. Toxicol. 21, 1795-1805. PMID: 18693701
Christov, P.P., Kozekov, I.D., Rizzo, C.J., & Harris, T.M. (2008) "The Formamidopyrimidine Derivative of 7-(2-Oxoethyl)-2'-deoxyguanosine." Chem. Res. Toxicol. 21, 1777-1786. PMID: 18690723
Huang, H., Wang, H., Qi, N., Lloyd, R.S., Harris, T.M., Rizzo, C.J., & Stone, M.P. (2008) "Rearrangement of the (6S,8R,11S) and (6R,8S,11R) Exocyclic 1,N2-Deoxyguanosine Adducts of trans-4-Hydroxynonenal to N2-Deoxyguanosine Cyclic Hemiacetals When Placed Complementary to Cytosine in Duplex DNA." J. Am. Chem. Soc. 130, 10898-10906. PMID: 18661996
Dexheimer, T.S., Rizzo, C.J., Stone, M.P., & Pommier, Y. (2008) "The Modulation of Topoisomerase I Cleavage and the Induction of DNA-Topoisomerase I Crosslinks by Crotonaldehyde-derived DNA Adducts." Nucleic Acids Res. 36, 4128-4136. PMID: 18550580
Wang, Y., Schnetz-Boutaud, N.C., Kroth, H., Yagi, H., Sayer, J.M., Kumar, S., Jerina, D.M., & Stone, M.P. (2008) "3'-Intercalation of an N2-dG 1R-trans-anti-Benzo[c]phenanthrene DNA Adduct in an Iterated (CG)3 Repeat." Chem. Res. Toxicol. 21, 1348-1358. PMID: 18549249
Minko, I.G., Kozekov, I.D., Kozekova, A., Harris, T.M., Rizzo, C.J., & Lloyd, R.S. (2008) "Mutagenic potential of DNA-Peptide Crosslinks Mediated by Acrolein-Derived DNA Adducts." Mutat. Res. 637, 161-172.
Szekely, J., Rizzo, C.J., & Marnett, L.J. (2008) "Chemical Properties of Oxopropenyl Adducts of Purine and Pyrimidine Nucleosides and Their Reactivity Toward Amino Acid Cross-link Formation." J. Am. Chem. Soc. 130, 2195-2201. PMID: 18225895
Wang, Y., Musser, S.K., Saleh, S., Marnett, L.J., Egli M., & Stone, M.P. (2008) "Insertion of dNTPs Opposite the 1,N2-Propanodeoxyguanosine Adduct by the Sulfolobus solfataricus P2 DNA Polymerase IV." Biochemistry 47, 7322-7334. PMID: 18563918
Szekely, J., Wang, H., Peplowski, I.D., Knutson, C.G., Marnett, L.J., & Rizzo, C.J. (2008) "One-pot" Syntheses of Malondialdehyde Adducts of Nucleosides." Nucleosides Nucleotides Nucleic Acids 27 103-109.
Irimia, A., Eoff, R. L., Pallan, P. S., Guengerich, F. P., & Egli, M. (2007) "Structure and Activity of Y-class DNA Polymerase Dpo4 from Sulfolobus solfataricus with Templates Containing the Hydrophobic Thymine Analog 2,4-Difluorotoluene." J. Biol. Chem. 282, 36421-36433.
Shanmugam, G., Goodenough, A.K., Kozekov, I.D., Harris, T.M., Guengerich, F.P., Rizzo, C.J., & Stone, M.P. (2007) "Structure of the 1,N2-Ethenodeoxyguanosine Adduct in Duplex DNA at pH 8.6." Chem Res. Toxicol. 20, 1601-1611.
Petrova, K.V., Jalluri, R.S., Kozekov, I.D., & Rizzo, C.J. (2007) "Mechanism of 1,N2-Etheno-2′-deoxyguanosine Formation from Epoxyaldehydes." Chem. Res. Toxicol. 20, 1685–1692.
Minko, I.G., Harbut, M.B., Kozekov, I.D., Kozekova, A., Jakobs, P.M., Olson, S.B., Moses, R.E., Harris, T.M., Rizzo, C.J., & Lloyd, R.S. (2008) "Role for DNA Polymerase k in the Processing of N2-N2-Guanine Interstrand Cross-links." J.Biol. Chem. 283, 17075-17082. PMID: 18434313
Fernandes, P.H., & Lloyd, R.S. (2007) "Mutagenic Bypass of the Butadiene-derived 2'-Deoxyuridine Adducts by Polymerases η and ζ." Mutat. Res. 625, 40-49.
Eoff, R. L., Irimia, A., Angel, K. C., Egli, M., & 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.
*Minko, I.G., Harbut, M.B., Kozekov, I.D., Kozekova, A., Jakobs, P.M., Olson, S.B., Moses, R.E., Harris, T.M., Rizzo, C.J., & Lloyd, R.S. (2008) "Role for DNA Polymerase k in the Processing of N2-N2-Guanine Interstrand Crosslinks." J. Biol. Chem. 283, 17075-17082. PMID: 18434313
*Stone, M.P., Cho, Y.-J., Huang, H., Kim, H.-Y., Kozekov, I.D., Kozekova, I., Wang, H., Minko, I.G., Lloyd, R.S., Harris, T.M., & Rizzo, C.J. (2008) "Interstrand DNA Cross-links Induced by a,b-Unsaturated Aldehydes Derived from Lipid Peroxidation and Environmental Sources." Acc. Chem. Res. 41, 793-804. PMID: 18500830
*Dexheimer, T.S., Rizzo, C.J., Stone, M.P., & Pommier, Y. (2008) "The Modulation of Topoisomerase I Cleavage and the Induction of DNA-Topoisomerase I Crosslinks by Crotonaldehyde-derived DNA Adducts." Nucleic Acids Res. 36, 4128-4136. PMID: 18550580
Wang, Y., Saleh, S., Marnett, L.J., Egli M., & Stone, M.P. (2008) "Insertion of dNTPs Opposite the 1,N2-Propanodeoxyguanosine Adduct by the Sulfolobus solfataricus P2 DNA Polymerase IV. Biochemistry 47, 7322-7334. PMID: 18563918
*Huang, H., Wang, H., Qi, N., Lloyd, R.S., Harris, T.M., Rizzo, C.J., & Stone, M.P. (2008) "Rearrangement of the (6S,8R,11S) and (6R,8S,11R) Diastereomeric 1,N2-g-Hydroxypropano-deoxyguanosine Adducts of trans-4-Hydroxynonenal to Cyclic Hemiacetals When Placed Complementary to Cytosine in Duplex DNA ." J. Am. Chem. Soc. 130, 10898-10906. PMID: 18661996
VanderVeen, L., Harris, T., Jen-Jacobsen, L., & Marnett, L.J. (2008) "Formation of DNA-Protein Cross-links Between g-Hydroxypropanodeoxyguanosine and EcoRI." Chem. Res. Toxicol. 21, 1733-1738. PMID: 18690724
Shanmugam, G., Goodenough, A.K., Kozekov, I.D., Harris, T.M., Guengerich, F.P., Rizzo, C.J., & Stone, M.P. (2008) "Structure of the 1,N2-Ethenodeoyguanosine Adduct Opposite Cytosine in Duplex DNA: Hoogsteen Base Pairing at pH 5.2." Chem Res. Toxicol. 21, 1795-1805. PMID: 18693701
Kumari, A., Minko, I.G., Harbut, M.B., Finkel, S.E., Goodman, M.F., & Lloyd, R.S. (2008) "Replication Bypass of Interstrand Cross-link Intermediates by Escherichia coli DNA Polymerase IV." (2008) J. Biol. Chem. 283, 27433-27437. PMID: 18697749
*Huang, H., Wang, H., Lloyd, R.S., Harris, T.M., Rizzo, C.J., & Stone, M.P. (2009) "Conformational Interconversion of the trans-4-Hydroxynonenal-Derived (6S,8R,11S) 1,N2-Deoxyguanosine Adduct When Mismatched with Deoxyadenosine in DNA." Chem. Res. Toxicol. 22, 187-200. PMID: 19053179
*Rizzo, C., Christov, P., Brown, K., Stone, M., Harris, T. & Kozekov, I. (2008) "Site-specific Synthesis and Characterization of Oligonucleotides Containing an N6-(2-Deoxy-D-erythro-pentofuranosyl)-2,6-diamino-3,4-dihydro-4-oxo-5-N-methylformamidopyrimidine Lesion, the Ring-Opened Product from N7-Methylation of Deoxyguanosine." Chem. Res. Toxicol. 21, 2324–2333. PMID: 19053322
*Zhang, H., Eoff, R.L., Kozekov, I.D., Rizzo, C.J., Egli, M., & Guengerich, F.P. (2008) Versatility of Y-family Sulfolobus solfataricus DNA Polymerase Dpo4 in Translesion Synthesis Past Bulky N2-Alkylguanine Adducts." (2009) J. Biol. Chem. 284, 3563-3576. PMID: 19059910
Stafford, J.B., Eoff, R.L., Kozekova, A., Rizzo, C.J., Guengerich, F.P., & 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. PMID: 19108641
Knutson, C.G., Rubinson, E.H., Akingbade, D., Anderson, C.S., Stec, D.F., Petrova, K.V., Kozekov, I.D., Guengerich, F.P., Rizzo, C.J., & Marnett, L.J. "Oxidation and Glycolytic Cleavage of Etheno and Propano DNA Base Adducts." (2009) Biochemistry 48, 800-809. PMID: 19132922
*Minko, I.G., Kozekov, I.D., Harris, T.M., Rizzo, C.J., Lloyd, R.S., & Stone, M.P. (2009) "Chemistry and Biology of DNA Containing 1,N2-Deoxyguanosine Adducts of the a,b-Unsaturated Aldehydes Acrolein, Crotonaldehyde, and 4-Hydroxynonenal " Chem. Res. Toxicol. 22, 759-778. 177 references. PMID: 19397281
Christov, P.P., Angel, K.C., Guengerich, F.P., & Rizzo, C.J. "Replication Past the N5-Methyl-Formamidopyrimidine Lesion of Deoxyguanosine by DNA Polymerases and an Improved Procedure for Sequence Analysis of in Vitro Bypass Products by Mass Spectrometry." Chem. Res. Toxicol. 22, in press. PMID: 19397282

 

 


DNA Adducts Program Project
Vanderbilt University Department of Chemistry
© 2006 Vanderbilt University