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Mutagenicity and tumorigenicity of the four enantiopure bay-region 3,4-diol-1,2-epoxide isomers of dibenz[a,h]anthracene.

Chang RL, Wood AW, Huang MT, Xie JG, Cui XX, Reuhl KR, Boyd DR, Lin Y, Shih WJ, Balani SK, Yagi H, Jerina DM, Conney AH.

Carcinogenesis. 2013 Sep;34(9):2184-91. doi: 10.1093/carcin/bgt164. Epub 2013 May 13.


Nuclear magnetic resonance solution structure of an N(2)-guanine DNA adduct derived from the potent tumorigen dibenzo[a,l]pyrene: intercalation from the minor groove with ruptured Watson-Crick base pairing.

Tang Y, Liu Z, Ding S, Lin CH, Cai Y, Rodriguez FA, Sayer JM, Jerina DM, Amin S, Broyde S, Geacintov NE.

Biochemistry. 2012 Dec 4;51(48):9751-62. doi: 10.1021/bi3013577. Epub 2012 Nov 15.


3'-Intercalation of a N2-dG 1R-trans-anti-benzo[c]phenanthrene DNA adduct in an iterated (CG)3 repeat.

Wang Y, Schnetz-Boutaud NC, Kroth H, Yagi H, Sayer JM, Kumar S, Jerina DM, Stone MP.

Chem Res Toxicol. 2008 Jul;21(7):1348-58. doi: 10.1021/tx7004103. Epub 2008 Jun 13.


A structural gap in Dpo4 supports mutagenic bypass of a major benzo[a]pyrene dG adduct in DNA through template misalignment.

Bauer J, Xing G, Yagi H, Sayer JM, Jerina DM, Ling H.

Proc Natl Acad Sci U S A. 2007 Sep 18;104(38):14905-10. Epub 2007 Sep 11. Erratum in: Proc Natl Acad Sci U S A. 2007 Oct 23;104(43):17240.


3'-H-phosphonate synthesis of chiral benzo[a]pyrene diol epoxide adducts at N(2) of deoxyguanosine in oligonucleotides.

Iyer PC, Yagi H, Sayer JM, Jerina DM.

Chem Res Toxicol. 2007 Feb;20(2):311-5.


Structure of DNA polymerase beta with a benzo[c]phenanthrene diol epoxide-adducted template exhibits mutagenic features.

Batra VK, Shock DD, Prasad R, Beard WA, Hou EW, Pedersen LC, Sayer JM, Yagi H, Kumar S, Jerina DM, Wilson SH.

Proc Natl Acad Sci U S A. 2006 Nov 14;103(46):17231-6. Epub 2006 Nov 1.


Effect of DNA modifications on DNA processing by HIV-1 integrase and inhibitor binding: role of DNA backbone flexibility and an open catalytic site.

Johnson AA, Sayer JM, Yagi H, Patil SS, Debart F, Maier MA, Corey DR, Vasseur JJ, Burke TR Jr, Marquez VE, Jerina DM, Pommier Y.

J Biol Chem. 2006 Oct 27;281(43):32428-38. Epub 2006 Aug 30.


Intercalating polycyclic aromatic hydrocarbon-DNA adducts poison DNA religation by Vaccinia topoisomerase and act as roadblocks to digestion by exonuclease III.

Yakovleva L, Handy CJ, Yagi H, Sayer JM, Jerina DM, Shuman S.

Biochemistry. 2006 Jun 20;45(24):7644-53.


Inhibition of Werner syndrome helicase activity by benzo[a]pyrene diol epoxide adducts can be overcome by replication protein A.

Choudhary S, Doherty KM, Handy CJ, Sayer JM, Yagi H, Jerina DM, Brosh RM Jr.

J Biol Chem. 2006 Mar 3;281(9):6000-9. Epub 2005 Dec 27.


Error-prone translesion synthesis by human DNA polymerase eta on DNA-containing deoxyadenosine adducts of 7,8-dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene.

Chiapperino D, Cai M, Sayer JM, Yagi H, Kroth H, Masutani C, Hanaoka F, Jerina DM, Cheh AM.

J Biol Chem. 2005 Dec 2;280(48):39684-92. Epub 2005 Sep 27.


Analysis of phenanthrols in human urine by gas chromatography-mass spectrometry: potential use in carcinogen metabolite phenotyping.

Carmella SG, Chen M, Yagi H, Jerina DM, Hecht SS.

Cancer Epidemiol Biomarkers Prev. 2004 Dec;13(12):2167-74.


Synthesis and hydrolysis of a cis-chlorohydrin derived from a benzo[a]pyrene 7,8-diol 9,10-epoxide.

Doan L, Yagi H, Jerina DM, Whalen DL.

J Org Chem. 2004 Nov 12;69(23):8012-7.


Analysis of human topoisomerase I inhibition and interaction with the cleavage site +1 deoxyguanosine, via in vitro experiments and molecular modeling studies.

Laco GS, Du W, Kohlhagen G, Sayer JM, Jerina DM, Burke TG, Curran DP, Pommier Y.

Bioorg Med Chem. 2004 Oct 1;12(19):5225-35.


Individual nucleotide bases, not base pairs, are critical for triggering site-specific DNA cleavage by vaccinia topoisomerase.

Tian L, Sayer JM, Jerina DM, Shuman S.

J Biol Chem. 2004 Sep 17;279(38):39718-26. Epub 2004 Jul 13.


Structures of HIV-1 RT-DNA complexes before and after incorporation of the anti-AIDS drug tenofovir.

Tuske S, Sarafianos SG, Clark AD Jr, Ding J, Naeger LK, White KL, Miller MD, Gibbs CS, Boyer PL, Clark P, Wang G, Gaffney BL, Jones RA, Jerina DM, Hughes SH, Arnold E.

Nat Struct Mol Biol. 2004 May;11(5):469-74. Epub 2004 Apr 25.


Benzo[c]phenanthrene adducts and nogalamycin inhibit DNA transesterification by vaccinia topoisomerase.

Yakovleva L, Handy CJ, Sayer JM, Pirrung M, Jerina DM, Shuman S.

J Biol Chem. 2004 May 28;279(22):23335-42. Epub 2004 Mar 23.


Crystal structure of a benzo[a]pyrene diol epoxide adduct in a ternary complex with a DNA polymerase.

Ling H, Sayer JM, Plosky BS, Yagi H, Boudsocq F, Woodgate R, Jerina DM, Yang W.

Proc Natl Acad Sci U S A. 2004 Feb 24;101(8):2265-9.


Crystal and molecular structure of a benzo[a]pyrene 7,8-diol 9,10-epoxide N2-deoxyguanosine adduct: absolute configuration and conformation.

Karle IL, Yagi H, Sayer JM, Jerina DM.

Proc Natl Acad Sci U S A. 2004 Feb 10;101(6):1433-8. Epub 2004 Feb 2.


Position-specific trapping of topoisomerase II by benzo[a]pyrene diol epoxide adducts: implications for interactions with intercalating anticancer agents.

Khan QA, Kohlhagen G, Marshall R, Austin CA, Kalena GP, Kroth H, Sayer JM, Jerina DM, Pommier Y.

Proc Natl Acad Sci U S A. 2003 Oct 14;100(21):12498-503. Epub 2003 Oct 1.


Site-specific DNA transesterification by vaccinia topoisomerase: effects of benzo[alpha]pyrene-dA, 8-oxoguanine, 8-oxoadenine and 2-aminopurine modifications.

Yakovleva L, Tian L, Sayer JM, Kalena GP, Kroth H, Jerina DM, Shuman S.

J Biol Chem. 2003 Oct 24;278(43):42170-7. Epub 2003 Aug 8.


Inhibition of Werner syndrome helicase activity by benzo[c]phenanthrene diol epoxide dA adducts in DNA is both strand-and stereoisomer-dependent.

Driscoll HC, Matson SW, Sayer JM, Kroth H, Jerina DM, Brosh RM Jr.

J Biol Chem. 2003 Oct 17;278(42):41126-35. Epub 2003 Jul 23.


Solution structure of a cis-opened (10R)-N6-deoxyadenosine adduct of (9S,10R)-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene in a DNA duplex.

Volk DE, Thiviyanathan V, Rice JS, Luxon BA, Shah JH, Yagi H, Sayer JM, Yeh HJ, Jerina DM, Gorenstein DG.

Biochemistry. 2003 Feb 18;42(6):1410-20.


Trapping HIV-1 reverse transcriptase before and after translocation on DNA.

Sarafianos SG, Clark AD Jr, Tuske S, Squire CJ, Das K, Sheng D, Ilankumaran P, Ramesha AR, Kroth H, Sayer JM, Jerina DM, Boyer PL, Hughes SH, Arnold E.

J Biol Chem. 2003 May 2;278(18):16280-8. Epub 2003 Jan 28.


Benzo[a]pyrene-dG adduct interference illuminates the interface of vaccinia topoisomerase with the DNA minor groove.

Tian L, Sayer JM, Kroth H, Kalena G, Jerina DM, Shuman S.

J Biol Chem. 2003 Mar 14;278(11):9905-11. Epub 2003 Jan 10.


Site-specific mutagenesis in Escherichia coli by N2-deoxyguanosine adducts derived from the highly carcinogenic fjord-region benzo[c]phenanthrene 3,4-diol 1,2-epoxides.

Ramos LA, Pontén I, Dipple A, Kumar S, Yagi H, Sayer JM, Kroth H, Kalena G, Jerina DM.

Chem Res Toxicol. 2002 Dec;15(12):1619-26.


Translesion replication of benzo[a]pyrene and benzo[c]phenanthrene diol epoxide adducts of deoxyadenosine and deoxyguanosine by human DNA polymerase iota.

Frank EG, Sayer JM, Kroth H, Ohashi E, Ohmori H, Jerina DM, Woodgate R.

Nucleic Acids Res. 2002 Dec 1;30(23):5284-92.


Structures of HIV-1 reverse transcriptase with pre- and post-translocation AZTMP-terminated DNA.

Sarafianos SG, Clark AD Jr, Das K, Tuske S, Birktoft JJ, Ilankumaran P, Ramesha AR, Sayer JM, Jerina DM, Boyer PL, Hughes SH, Arnold E.

EMBO J. 2002 Dec 2;21(23):6614-24.


Benzo[a]pyrene diol epoxide-deoxyguanosine adducts are accurately bypassed by yeast DNA polymerase zeta in vitro.

Simhadri S, Kramata P, Zajc B, Sayer JM, Jerina DM, Hinkle DC, Wei CS.

Mutat Res. 2002 Oct 31;508(1-2):137-45.


Preferential misincorporation of purine nucleotides by human DNA polymerase eta opposite benzo[a]pyrene 7,8-diol 9,10-epoxide deoxyguanosine adducts.

Chiapperino D, Kroth H, Kramarczuk IH, Sayer JM, Masutani C, Hanaoka F, Jerina DM, Cheh AM.

J Biol Chem. 2002 Apr 5;277(14):11765-71. Epub 2002 Jan 30.


Human topoisomerase I inhibition: docking camptothecin and derivatives into a structure-based active site model.

Laco GS, Collins JR, Luke BT, Kroth H, Sayer JM, Jerina DM, Pommier Y.

Biochemistry. 2002 Feb 5;41(5):1428-35.


Dose-dependent differences in the profile of mutations induced by carcinogenic (R,S,S,R) bay- and fjord-region diol epoxides of polycyclic aromatic hydrocarbons.

Conney AH, Chang RL, Cui XX, Schiltz M, Yagi H, Jerina DM, Wei SJ.

Adv Exp Med Biol. 2001;500:697-707. Review.


Efficiency and accuracy of SOS-induced DNA polymerases replicating benzo[a]pyrene-7,8-diol 9,10-epoxide A and G adducts.

Shen X, Sayer JM, Kroth H, Ponten I, O'Donnell M, Woodgate R, Jerina DM, Goodman MF.

J Biol Chem. 2002 Feb 15;277(7):5265-74. Epub 2001 Dec 4.


Patterns of resistance to exonuclease digestion of oligonucleotides containing polycyclic aromatic hydrocarbon diol epoxide adducts at N6 of deoxyadenosine.

Ilankumaran P, Pannell LK, Gebreselassie P, Pilcher AS, Yagi H, Sayer JM, Jerina DM.

Chem Res Toxicol. 2001 Sep;14(9):1330-8.


Cross-linking of the fingers subdomain of human immunodeficiency virus type 1 reverse transcriptase to template-primer.

Peletskaya EN, Boyer PL, Kogon AA, Clark P, Kroth H, Sayer JM, Jerina DM, Hughes SH.

J Virol. 2001 Oct;75(19):9435-45.


Effect of benzo-ring hydroxyl groups on site-specific mutagenesis by tetrahydrobenzo[a]pyrene adducts at N(6) of deoxyadenosine.

Ramos LA, Sayer JM, Yagi H, Shah JH, Dipple A, Jerina DM.

Chem Res Toxicol. 2001 Aug;14(8):1082-9.


New insights on the mechanisms of the pH-independent reactions of benzo[a]pyrenes 7,8-diol 9,10-epoxides.

Doan L, Lin B, Yagi H, Jerina DM, Whalen DL.

J Am Chem Soc. 2001 Jul 18;123(28):6785-91.


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