Ivan D. Kozekov

*** ****** ***** ***** **.

Nashville, TN 37221

Cell: 615-***-****

adw4er@r.postjobfree.com

adw4er@r.postjobfree.com

Objective

A research and development position taking advantage of my experience in analytical chemistry, organic synthesis and physical organic chemistry of natural products and biomacromolecules, chemical toxicology, modern analytical and spectroscopic methods for structure determination.

Profile

Twenty years experience in analytical method development and organic synthesis, including asymmetric synthesis, mechanistic and physical organic chemistry.

Firm background in structure-activity and structure-reactivity analysis, development of new products and reaction sequences, NMR, MS and other spectroscopic methods for structure determination.

Analytical method development, validation, optimization, method transfer, detection and quantitation of low level carcinogen adducts from in-vivo and in-vitro samples using stable-isotope labeled modified nucleosides.

Isolation, identification and characterization of nucleosides and oligodeoxynucleotides using HPLC, UPLC, CE, LC-ESI/MS/MS and MALDI-TOF MS methods.

Expertise in mass spectrometry techniques including: MS, LC/MS, MS/MS, HRMS, MSn.

Extensive experience in synthesis of modified nucleosides and oligodeoxynucleotides, including unique oligonucleotides containing crosslinks and adducts formed by mutagens and carcinogens.

Thermodynamic and kinetic characterization of biologically active compounds.

Education

1998 Ph.D. in Organic Chemistry with Prof. Mariana Palamareva. University of Sofia "St. Kliment Ohridski", Sofia, Bulgaria. Synthesis, Stereochemistry and Chromatographic Behaviors of Some Diastereoisomers.

1990 M.S. in Chemistry with Prof. Mariana Palamareva. University of Sofia "St. Kliment Ohridski", Sofia, Bulgaria. Steric effects and solvent selectivity effects in retentions on silica of esters of maleic and fumaric acids.

1989 B.S. in Chemistry. University of Sofia "St. Kliment Ohridski", Sofia, Bulgaria.

Professional Experience

2004 – 03/2011 Research Assistant Professor, Vanderbilt University, Department of Chemistry.

2006 – 03/2011 Director of the Oligonucleotide Synthesis Core Facility in the NIH Program-Project Grant: Chemistry & Biology of Carcinogen-DNA Adducts.

Investigations of the interactions of environmental genotoxicants with DNA with the goals of understanding (a) the relationship between the structures of the resulting DNA adducts and their biological activity and (b) the mechanisms of reaction of carcinogenic chemicals with DNA. The genotoxins have included species capable of acting as inter- or intrastrand DNA-DNA and DNA-protein crosslinking agents.

Trace analysis and quantitative measurements of analytes in biological samples by LC-ESI/MSn, with stable, isotopically labeled internal standards.

Skill in the operation and maintenance of various instrumentation including: quadrupole, ion trap, MALDI-TOF/TOF, FTMS, HPLC; UPLC (Thermo Scientific, Waters, Agilent, Shimadzu platforms).

Proficiency in other analytical and sample preparation techniques including: HPLC, UPLC, solid-phase extraction, liquid-liquid extraction, DNA digestions.

Development of key LC/MS/MS assays for the quantification of nucleoside biomarkers in support of Discovery Biology.

Establishment and validation of a sensitive and robust protocol (automated sample preparation and derivatization followed by LC/MS/MS analysis to measure multiple DNA adducts of dietary and tobacco-related carcinogens in human DNA from various tissues as biomarkers of internal exposure and genetic damage.

Management of the laboratory.

Participation in the preparation of federal grant applications.

Participation in preparation and peer-review of journal articles.

Training and supervision of junior laboratory members.

2000 – 2004 Postdoctoral Research Fellow with Prof. Thomas M. Harris, Vanderbilt University, Department of Chemistry.

Design of novel or improved syntheses of structurally modified nucleosides and oligonucleotides.

Carried out their reactions with mono- and bifunctional compounds leading to oligonucleotides containing structurally defined adducts of important mutagens.

Examination of the chemistry of these adducts on both nucleoside and oligonucleotide levels including studies of their structure, stability and ability to form crosslinks.

Isolation, model-synthesis and characterization of DNA adducts endogenously generated by lipid peroxidation.

Transcription studies of mutagen-modified DNAs using HPLC-MS.

Management and maintenance of laboratory equipment.

1994 – 2000 Assistant Professor, University of Sofia "St. Kliment Ohridski", Department of Chemistry, Bulgaria.

Taught general organic chemistry and physical organic chemistry.

1997 – 2000 Scientific collaboration with Johnson & Johnson Pharmaceutical Research and Development, Division of Janssen Pharmaceutica, Belgium.

Synthesized libraries of compounds for screening from milligrams to multigram scale.

1994 Visiting Scientist (as Postdoctoral Fellow) with Prof. Norbert De Kimpe, University of Ghent, Belgium.

Syntheses of natural product Laurencione, a labile dihydrofuranone derivative from the red alga Laurencia spectabilis.

1993 Visiting Scientist (as Graduate Research) with Prof. Norbert De Kimpe, University of Ghent, Belgium.

Experience in retrosynthetic analysis, low temperature and moisture sensitive techniques.

1990 – 1993 Graduate Student - Teaching Assistant, University of Sofia "St. Kliment Ohridski", Department of Chemistry, Sofia, Bulgaria.

Designed novel or improved syntheses of several different type of diastereoisomers, involving multiple protection/de-protection steps.

Purification of synthetic compounds by flash chromatography, TLC, liquid-liquid extraction, and HPLC.

Predicting absorbance of diastereoisomers based on mobile phases chosen with a newly developed computer program.

Characterization of analytes by NMR (1D and 2D), UV-Vis Spectroscopy, Elemental Analysis, FT-IR Spectroscopy.

Relevant Skills

Organic and Synthetic Chemistry

Multi-step synthesis, Handling air- and moisture-sensitive compounds, High-pressure reactions, Scale-up synthesis.

Oligonucleotide Synthesis

Operation, maintenance and repair of an ABI/Perseptive Expedite 8900 DNA Synthesizer.

Isolation, Purification and Chromatography

HPLC, UPLC, GC, FPLC, flash chromatography, affinity chromatography, ion-exchange and ligand-exchange chromatography, SPE, CZE, electrophoresis, PAGE, gel-filtration. Experience, maintenance and troubleshooting with Beckman, Waters, Agilent, Shimadzu and Biotage instruments, including the Waters ACQUITY UPLC.

Spectroscopy

NMR techniques including 1-D and 2-D techniques. Operation of 300, 400, 500 and 600 MHz Bruker NMR spectrometers - 1H-, 13C-, 31P-, 19F-spectra, homo- and heterodecoupling experiments, DEPT, NOE-measurements; 2D experiments COSY, NOESY, HMBC, HMQC.

Mass Spectrometry including GC-MS, LC/MS, UPLC/MS, LC/MS-MS, FTMS, ESI/MS, API/MS and MALDI-TOF. Operation of Waters SYNAPT HDMS System, Thermo Ion Trap and Triple Quadrupole Mass Spectrometers, Applied Biosystems Voyager MALDI workstation.

FT-IR, Fluorescence and UV Spectroscopy, Circular Dichroism.

Biochemistry

DNA solid-phase synthesis, Protein solid-phase synthesis, Radiolabeling.

Experience in handling and utilizing enzymes (oligonucleotide digestions and DNA polymerases).

Computer Skills

MS Office (Word, Excel, PowerPoint), Adobe Photoshop, Canvas, Reference Manager, EndNote, KaleidaGraph, ChemDraw, DynaFit, MestRe-C, Xcalibur, LCquan, MassLynx and modeling software, Beilstein, SciFinder, Science Direct.

Honors

2009 Cover page of Chemical Research in Toxicology, May 18, 2009, 22 (5)

2009 Cover page of Journal of Biological Chemistry, February 6, 2009, 284 (6)

2005 Cover page of Journal of Biological Chemistry, August 19, 2005, 280 (33)

1989 The Gold Medal of the Ministry of Education of the Republic of Bulgaria for Outstanding Academic Achievements.

References (Available upon request).

List of Publications / Presentations (54 publications and 37 presentations).

PUBLICATIONS – PEER-REVIEWED ARTICLES

1.G. Shanmugam, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, Chem. Res. Toxicol. 2011, 24(7), 1071-1079. 1,N2-Etheno-2'-deoxyguanosine adopts the syn conformation about the glycosyl bond when mismatched with deoxyadenosine.

2.I. D. Kozekov, R. J. Turesky, G. R. Alas, C. M. Harris, T. M. Harris, and C. J. Rizzo, Chem. Res. Toxicol. 2010, 23(11), 1701-1713. Formation of Deoxyguanosine Cross-links from Calf Thymus DNA Treated with Acrolein and 4-Hydroxy-2-nonenal.

3.M. P. Stone, H. Huang, Y.-J. Cho, H.-Y. Kim, I. D. Kozekov, Albena Kozekova, H. Wang, I. G. Minko, R. S. Lloyd, T. M. Harris, C. J.Rizzo. Book edited by Geacintov, Nicholas E.; Broyde, Suse. Chemical Biology of DNA Damage 2010, 203-216. Interstrand DNA cross-linking 1,N2-deoxyguanosine adducts derived from α,β-unsaturated aldehydes: structure-function relationships.

4.H. Huang, I. D. Kozekov, A. Kozekova, C. J. Rizzo, A. McCullough, R. S. Lloyd, and M. P. Stone, Biochemistry 2010, 49, 6155–6164. Minor Groove Orientation of the KWKK Peptide Tethered via the N-terminal Amine to the Acrolein-Derived 1,N2-γ-Hydroxy-propanodeoxyguanosine Lesion with a Trimethylene Linkage.

5.P. P. Christov, K. V. Petrova, G. Shanmugam, I. D. Kozekov, A. Kozekova, F. P. Guengerich, M. P. Stone, and C. J. Rizzo, Chem. Res. Toxicol. 2010, 23(8), 1330-1341. Comparison of the In Vitro Replication of the 7-(2-Oxoheptyl)-1,N2-etheno-2¢-deoxyguanosine and 1,N2-Etheno-2¢-deoxyguanosine Lesions by Sulfolobus solfataricus P2 DNA Polymerase IV (Dpo4).

6.H. Huang, I. D. Kozekov, A. Kozekova, H. Wang, I. G. Minko, R. S. Lloyd, C. J. Rizzo, and M. P. Stone, Environmental and Molecular Mutagenesis 2010, 51(6), 625-634. Review: DNA Cross-links Induced by trans-4-Hydroxynonenal.

7.G. Shanmugam, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, Biochemistry 2010, 49(12), 2615-2626. Structure of the 1,N2-Etheno-2'-deoxyguanosine Lesion in the 3'-G(εdG)T-5' Sequence Opposite a One-Base Deletion.

8.K. Yamanaka, I. G. Minko, K. Takata, A. Kolbanovskiy, I. D. Kozekov, R. D. Wood, C. J. Rizzo, and R. S. Lloyd, Chem. Res. Toxicol. 2010, 23(3), 689-695. Novel Enzymatic Function of DNA Polymerase ν in Translesion DNA Synthesis Past Major Groove DNA-Peptide and DNA-DNA Cross-links.

9.M. Ben-Yehoyada, L. C. Wang, I. D. Kozekov, C. J. Rizzo, M. E. Gottesman, and J. Gautier, Molecular Cell 2009, 35(5), 704-715. Checkpoint signaling from a single DNA interstrand crosslink.

10.H. Huang, H.-Y. Kim, I. D. Kozekov, Y.-J. Cho, H. Wang, A. Kozekova, T. M. Harris, C. J. Rizzo and M. P. Stone, J. Am. Chem. Soc. 2009, 131(24), 8416-8424. Stereospecific Formation of the (R)-γ-Hydroxytrimethylene Interstrand N2-dG:N2-dG Cross-Link Arising from the γ-OH-1,N2-Propano-2'-deoxyguanosine Adduct in the 5'-CpG-3' DNA Sequence.

11.I. G. Minko, I. D. Kozekov, T. M. Harris, C. J. Rizzo, R. S. Lloyd, and M. P. Stone, Chem. Res. Toxicol. 2009, 22(5), 759-778. Review: Chemistry and Biology of DNA containing 1,N2-Deoxyguanosine Adducts of the Unsaturated Aldehydes Acrolein, Crotonaldehyde, and 4-Hydroxynonenal.

12.H. Zhang, R. L. Eoff, I. D. Kozekov, C. J. Rizzo, M. Egli, and F. P. Guengerich, J. Biol. Chem. 2009, 284(26), 176**-*****. Structure-Function Relationships in Miscoding by Sulfolobus solfataricus DNA Polymerase Dpo4. Guanine N2,N2-Dimethyl Substitution Produces Inactive and Miscoding Polymerase Complexes.

13.H. Zhang, U. Bren, I. D. Kozekov, C. J. Rizzo, D. F. Stec, and F. P. Guengerich, J. Mol. Biol. 2009, 392, 251-269. Steric and Electrostatic Effects at the C2 Atom Substituent Influence Replication and Miscoding of the DNA Deamination Product Deoxyxanthosine and Analogs by DNA Polymerases.

14.E. E. Bessette, A. K. Goodenough, S. Langouët, I. Yasa, I. D. Kozekov, S. D. Spivack, and R. J. Turesky, Analytical Chemistry 2009, 81(2), 809-819. Screening for DNA Adducts by Data-Dependent Constant Neutral Loss - Triple Stage (MS3) Mass Spectrometry with a Linear Quadrupole Ion Trap Mass Spectrometer.

15.H. Zhang, R. L. Eoff, I. D. Kozekov, C. J. Rizzo, M. Egli, and F. P. Guengerich, J. Biol. Chem. 2009, 284(6), 3563-3576. Versatility of Y-family Sulfolobus solfataricus DNA Polymerase Dpo4 in Translesion Synthesis Past Bulky N2-Alkylguanine Adducts.

16.C. G. Knutson, E. H. Rubinson, D. Akingbade, C. S. Anderson, D. F. Stec, K. V. Petrova, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and L. J. Marnett. Biochemistry 2009, 48(4), 800-809. Oxidation and Glycolytic Cleavage of Etheno and Propano DNA Base Adducts.

17.P. P. Christov, K. L. Brown, I. D. Kozekov, M. P. Stone, T. M. Harris, and C. J. Rizzo, Chem. Res. Toxicol. 2008, 21(12), 2324-2333. 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.

18.I. G. Minko, K. Yamanaka, I. D. Kozekov, A. Kozekova, C. Indiani, M. E. O’Donnell, M. F. Goodman, C. J. Rizzo, and R. S. Lloyd, Chem. Res. Toxicol. 2008, 21(10), 1983-1990. Replication Bypass of the Acrolein-Mediated Deoxyguanine DNA-Peptide Cross-links by DNA polymerases of the DinB Family.

19.G. Shanmugam, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, Chem. Res. Toxicol. 2008, 21(9), 1795-1805. Structure of the 1,N2-Ethenodeoxyguanosine Adduct Opposite Cytosine in Duplex DNA: Hoogsteen Base Pairing at pH 5.2.

20.P. P. Christov, I. D. Kozekov, C. J. Rizzo, and T. M. Harris, Chem. Res. Toxicol. 2008, 21(9), 1777-1786. The Formamidopyrimidine Derivative of 7-(2-Oxoethyl)-2'-deoxyguanosine.

21.I. G. Minko, M. Harbut, I. D. Kozekov, A. Kozekova, O. M. Petra, S. B. Olson, R. E. Moses, T. M. Harris, C. J. Rizzo, and R. S. Lloyd, J. Biol. Chem. 2008, 283(25), 170**-*****. Role for DNA Polymerase in the Processing of N2-N2-Guanine Interstrand Cross-links.

22.M. P. Stone, Y.-J. Cho, H. Huang, H. Kim, I. D. Kozekov, A. Kozekova, H. Wang, I. G. Minko, R. S. Lloyd, T. M. Harris, and C. J. Rizzo, Accounts of Chemical Research, 2008, 41(7), 793-804. Review: Interstrand DNA Cross-Links Induced by Unsaturated Aldehydes Derived from Lipid Peroxidation and Environmental Sources.

23.I. G. Minko, I. D. Kozekov, A. Kozekova, C. J. Rizzo, and R. S. Lloyd, Mutation Research, Fundamental and Molecular Mechanisms of Mutagenesis 2008, 637(1-2), 161-172. Mutagenic potential of DNA−peptide crosslinks mediated by acrolein-derived DNA adducts.

24.G. Shanmugam, A. K. Goodenough, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, Chem. Res. Toxicol. 2007, 20(11), 1601-1611. Structure of the 1,N2-Etheno-2’-deoxyguanosine Adduct in Duplex DNA at pH 8.6.

25.K. Petrova, R. S. Jalluri, I. D. Kozekov, and C. J. Rizzo, Chem. Res. Toxicol. 2007, 20(11), 1685-1692. Machanism of 1,N2-Etheno-2’-deoxyguanosine Formation from Epoxyaldehydes.

26.Y.-J. Cho, I. D. Kozekov, T. M. Harris, C. J. Rizzo, and M. P. Stone, Biochemistry 2007, 46(10), 2608-2621. Stereochemistry Modulates the Stability of Reduced Interstrand Cross-Links Arising from R- and S- -CH3- -OH-1,N2-Propano-2'-deoxyguanosine in the 5'-CpG-3' DNA Sequence.

27.H. Wang, I. D. Kozekov, A. Kozekova, P. Tamura, L. J. Marnett, T. M. Harris, and C. J. Rizzo, Chem. Res. Toxicol. 2006, 19(11), 1467-1474. Site-specific synthesis of oligonucletides containing malondialdehyde adducts of deoxyguanosine and deoxyadenosine via a post-synthetic modification strategy.

28.Y.-J. Cho, H. Wang, I. D. Kozekov, A. Kozekova, A. J. Kurtz, J. Jacob, M. Voehler, J. Smith, T. M. Harris, C. J. Rizzo, R. S. Lloyd, and M. P. Stone, Chem. Res. Toxicol. 2006, 19(8), 1019-1029. Orientation of the Crotonaldehyde-Derived N2-[3-Oxo-1(S)-methyl-propyl]-dG DNA Adduct Hinders Interstrand Cross-Link Formation in the 5’-CpG-3’ Sequence.

29.P. H. Fernandes, L. C. Hackfeld, I. D. Kozekov, R. P. Hodge, and R. S. Lloyd, Chem. Res. Toxicol. 2006, 19(7) 968-976. Synthesis and Mutagenesis of the Butadiene-Derived N3 2'-Deoxyuridine Adducts.

30.J.-Y. Choi, H. Zang, K. C. Angel, I. D. Kozekov, A. K. Goodenough, C. J. Rizzo, and F. P. Guengerich, Chem. Res. Toxicol. 2006, 19(6), 879-886. Translesion Synthesis Across 1,N2-Ethenoguanine by Human DNA Polymerases.

31.P. P. Christov, I. D. Kozekov, and M. D. Palamareva, J. Heterocycl. Chem. 2006, 43(4), 1015-1019. New trans/cis Tetrahydroisoquinolines. 3. [1,3]-Oxazolo-[3,2-b]-tetrahydroisoquinolinones Having an Angular Aryl Substituent.

32.M. I. Kandinska, I. D. Kozekov, and M. D. Palamareva. Molecules 2006, 11(6), 403-414. Synthesis of New trans-2-Benzyl-3-(furan-2-yl)-4-substituted-1,2,3,4-tetrahydroisoquinolinones.

33.Y.-J. Cho, H. Wang, I. D. Kozekov, A. J. Kurtz, J. Jacob, M. Voehler, J. Smith, T. M. Harris, R. S. Lloyd, C. J. Rizzo, and M. P. Stone, Chem. Res. Toxicol. 2006, 19(2), 195-206. Stereospecific Formation of Interstrand Carbinolamine DNA Crosslinks by Crotonaldehyde- and Acetaldehyde-Derived -CH3-g-OH-1,N2-Propano-2’-deoxyguanosine Adducts in the 5'-CpG-3' Sequence.

34.Y.-J. Cho, H.-Y. Kim, H. Huang, A. Slutsky, I. G. Minko, H. Wang; L. V. Nechev, I. D. Kozekov, A. Kozekova, P. Tamura, J. Jacob, M. Voehler, T. M. Harris, R. S. Lloyd, C. J. Rizzo, and M. P. Stone, J. Am. Chem. Soc. 2005, 127(50), 176**-*****. Stereospecific Characterization of Interstrand Carbinolamine Crosslinks Formed in the 5'-CpG-3' Sequence by the Acrolein-Derived 1,N2-propano-2'-deoxyguanosine DNA adduct.

35.A. M. Sanchez, I. D. Kozekov, T. M. Harris, and R. S. Lloyd, Chem. Res. Toxicol. 2005, 18-11-168*-****. Formation of Inter- and Intrastrand DNA-DNA Crosslinks Through Secondary Reactions of Aldehydic Adducts.

36.A. K. Goodenough, I. D. Kozekov, H. Zang, J. Choi, F. P. Guengerich, T. M. Harris, and C. J. Rizzo, Chem. Res. Toxicol. 2005, 18-11-170*-****. Site-specific Synthesis and Polymerase Bypass of Oligonucleotides Containing a 6-Hydroxy-3,5,6,7-tetrahydro-9H-imidazo[1,2-a]purin-9-one Base, an Intermediate in the Formation of 1,N2-Etheno-2'-deoxyguanosine.

37.H. Zang, A. K. Goodenough, J.-Y. Choi, A. Irimia, L. V. Loukachevitch, I. D. Kozekov, K. C. Angel, C. J. Rizzo, M. Egli, and F. P. Guengerich, J. Biol. Chem. 2005, 280(33), 297**-*****. DNA Adduct Bypass Polymerization by Sulfolobus solfataricus DNA Polymerase Dpo4: Analysis and crystal structures of multiple base pair substitution and frameshift products with the adduct 1,N2-ethenoguanine.

38.A. K. Brock, I. D. Kozekov, C. J. Rizzo, and T. M. Harris, Chem. Res. Toxicol. 2004, 17(8), 1047-1056. Coupling products of nucleosides with the glyoxal adduct of deoxyguanosine.

39.M. P. Stoyanova, I. D. Kozekov, and M. D. Palamareva, J. Heterocyclic Chem. 2003, 40(5), 795-803. New trans/cis Tetrahydroisoquinolines. 2. trans- and cis-3-(1-Methyl-1H-pyrrol-2-yl)-1-(2H)-oxo-2-phenethyl-1,2,3,4-tetrahydroisoquinolin-4-carboxylic Acids and Subsequent Transformations.

40.M. D. Palamareva, M. P. Stoyanova, and I. D. Kozekov, J. Liquid Chromatogy & Related Technologies 2003, 26(8), 1255-1266. Automatic Selection of Mobile Phases. III. TLC on Silica of 2,3,4-Trisubstituted Tetrahydroisoquinolinones.

41.H. Wang, I. D. Kozekov, T. M. Harris, and C. J. Rizzo, J. Am. Chem. Soc. 2003, 125(19), 5687-5700. Site-specific Synthesis and Reactivity of Oligonucleotides Containing Stereochemically Defined 1,N2-Deoxyguanosine Adducts of the Lipid Peroxidation Product trans-4-Hydroxynonenal.

42.I. D. Kozekov, L. V. Nechev, M. S. Moseley, C. M. Harris, C. J. Rizzo, M. P. Stone, and T. M. Harris, J. Am. Chem. Soc. 2003, 125(1), 50-61. DNA Interchain Crosslinks Formed by Acrolein and Crotonaldehyde.

43.I. D. Kozekov, R. I. Koleva, and M. D. Palamareva, J. Heterocyclic Chem. 2002, 39, 229-236. New trans/cis Tetrahydroisoquinolines. 1. trans-2-Benzyl-3-(1-methyl-1H-pyrrol-2-yl)-4-substituted-1,2,3,4-tetrahydroisoquinolin-1-ones and Corresponding Tetrahydroisoquinolines.

44.L. V. Nechev, I. D. Kozekov, A. K. Brock, C. J. Rizzo, and T. M. Harris, Chem. Res. Toxicol. 2002, 15(5), 607-613. DNA Adducts of Acrolein: Site-specific Synthesis of an Oligodeoxynucleotide Containing 6-Hydroxy-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one, an Acrolein Adduct of Guanine.

45.L. V. Nechev, I. D. Kozekov, C. M. Harris, and T. M. Harris, Chem. Res. Toxicol. 2001, 14(11), 1506-1512. Stereospecific Synthesis of Oligonucleotides Containing Crotonaldehyde Adducts of Deoxyguanosine.

46.I. D. Kozekov, L. V. Nechev, A. Sanchez, C. M. Harris, R. S. Lloyd, and T. M. Harris, Chem. Res. Toxicol. 2001, 14(11), 1482-1485. Interchain Cross-linking of DNA Mediated by the Principal Adduct of Acrolein.

47.M. D. Palamareva, R. I. Koleva, and I. D. Kozekov, J. Liq. Chromator. 2001, 24(10), 1411-1424. Automatic Selection of Mobile Phases. TLC on Silica of 2-Benzyl-3-(1-methylpyrrol-2-yl)-4-substituted-tetrahydroisoquinolines and Corresponding 1-Ones.

48.M. Palamareva and I. D. Kozekov, J. Liq. Chromatogr. 1997, 20(1), 31-46. A First-level Analysis of the Adsorption Mechanism of Esters of Racemic and Meso 2,3-Dibromobutane-1,4-dioic Acids on Silica.

49.M. Palamareva and I. D. Kozekov, J. Chromatogr. 1997, 758(1), 135-144. Chromatographic Behavior of Diastereoisomers. XIII. Adsorptivity of Esters of Z- and E-2,3-Diphenylpropenoic Acids and Similar Compounds on Silica in Terms of Snyder Theory.

50.M. Palamareva and I. D. Kozekov, J. Planar Chromatogr. – Mod. TLC 1996, 9(6), 439-444. Theoretical Treatment of the Adsorptivity of Esters of Racemic and Meso 2,3-Dibromobutane-1,4-dioic Acids on Alumina.

51.N. De Kimpe, A. Georgieva, M. Boeykens, I. D. Kozekov, and W. Aelterman, Synthesis 1996, (9), 1131-1134. New Formal Synthesis of Laurencione, a Labile Dihydrofuranone Derivative from the Red Alga Laurencia spectabilis.

52.M. Palamareva and I. D. Kozekov, J. Liq. Chromatogr. 1996, 19(9), 1483-1498. Liquid-solid Chromatography with Computer-selected Mobile Phases on the Basis of Snyder Theory.

53.M. Palamareva, I. D. Kozekov, and I. Jurova, J. Chromatogr. A 1994, 670(1-2), 181-90. Chromatographic Behavior of Diastereoisomers. XII. Effects of Alumina on Separations of Esters of Maleic and Fumaric Acids.

54.M. Palamareva and I. D. Kozekov, J. Chromatogr. 1992, 606(1), 113-19. Chromatographic Behavior of Diastereoisomers. XI. Steric Effects and Solvent Selectivity Effects in Retentions on Silica of Esters of Maleic and Fumaric Acids.

ORAL AND POSTER PRESENTATIONS

1.Linlin Zhao, Plamen P Christov, Ivan D Kozekov, Albena Kozekova, Carmelo J Rizzo, F. Peter Guengerich. 242th National Meeting of the American Chemical Society Denver, Colorado, Aug. 28-Sep. 1, 2011. Translesion synthesis across N2-3-ethenoguanine by microbial and human DNA polymerases.

2.H. Huang, I. D. Kozekov, H. Wang, C. J. Rizzo, and M. P. Stone, 240th National Meeting of the American Chemical Society, Boston, MA, Aug. 22-26, 2010. AEI-69, Stereoselective Formation of N2-dG:N2-dG Carbinolamine Interstrand Cross-links Arising from Enal Derived Exocyclic 1,N2-dG Adducts.

3.H. Huang, I. D. Kozekov, A. Kozekova, S. Banerjee, C. J. Rizzo, and M. P. Stone, 240th National Meeting of the American Chemical Society, Boston, MA, Aug. 22-26, 2010. TOXI-029, Stereoselective Formation of N2-dG:N2-dG Carbinolamine Interstrand Cross-link Arising from trans-4-Hydroxynonenal Derived Exocyclic (6S,8R,11S) 1,N2-dG Adduct.

4.G. Shanmugam, I. D. Kozekov, C. J. Rizzo, M. Egli and M. P. Stone, 238th National Meeting of the American Chemical Society, Washington, DC, Aug. 16-20, 2009. TOXI-027, Crystal Structures of Ternary Complexes of the Y-Class Sulfolobus solfataricus DNA Polymerase Dpo4 with a Template Containing a Reduced Analog of the Acrolein-derived Deoxyguanosine Adduct N2-(3-Hydroxyl-propyl)-deoxyguanosine.

5.H. Zhang, U. Bren, I. D. Kozekov, C. J. Rizzo, D. F. Stec, and F. P. Guengerich, 238th National Meeting of the American Chemical Society, Washington, DC, Aug. 16-20, 2009. TOXI-048, Steric and Electrostatic effects at the C2 Atom Substituent Influence Replication and Miscoding of the DNA Deamination Product Deoxyxanthosine and Analogs by DNA Polymerases.

6.G. Shanmugam, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, 60th Southeast Regional Meeting of the American Chemical Society, Nashville, TN, Nov. 12-15, 2008. SERM-624, Structures of 1,N2-Ethenodeoxyguanosine Adduct in DNA Duplexes: Comparing Solution Structure with Polymerase Structure.

7.H. Huang, I. D. Kozekov, H. Wang, C. J. Rizzo, and M. P. Stone, 60th Southeast Regional Meeting of the American Chemical Society, Nashville, TN, Nov. 12-15, 2008. SERM-622, Carbinolamine DNA-Peptide Conjugates Arising from the Acrolein-Derived Exocyclic 1,N2-Deoxyguanosine Adduct: Formation and Minor Groove Orientation of the Peptide.

8.P. Christov, K. L. Brown, I. D. Kozekov, M. P. Stone, T. M. Harris, and C. J. Rizzo, 60th Southeast Regional Meeting of the American Chemical Society, Nashville, TN, Nov. 12-15, 2008. SERM-623. Formamidopyrimidine Lesions from Initial N7-Alkylation of Deoxyguanosine.

9.H. Huang, I. D. Kozekov, H. Wang, A. Kozekova, C. J. Rizzo, and M. P. Stone, 236th National Meeting of the American Chemical Society, Philadelphia, PA, Aug. 17-21, 2008. TOXI-082, Structure of a DNA-peptide Conjugate Arising from the Acrolein-induced 1,N2- -Hydroxypropano-dG Adduct: Formation of a Carbinolamine Linkage and Minor Groove Orientation of the Peptide.

10.G. Shanmugam, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, 236th National Meeting of the American Chemical Society, Philadelphia, PA, Aug. 17-21, 2008. TOXI-014, 1,N2-Ethenodeoxyguanosine Adduct Structure-function Relationships: Comparing Solution Structure with Polymerase Structure.

11.J. C. Delaney, I. D. Kozekov, A. Kozekova, C. Wong, C. L. Drennan, L. J. Marnett, C. J. Rizzo, and J. M. Essigmann, 234th National Meeting of the American Chemical Society, Boston, MA. Aug. 19-23, 2007. TOXI-17, Influence of AlkB on 1,N2-ethenoguanine Genotoxicity and Mutagenicity in E. coli.

12.G. Shanmugam, I. D. Kozekov, C. J. Rizzo, and Michael P. Stone, 234th National Meeting of the American Chemical Society, Boston, MA, Aug. 19-23, 2007. TOXI-110, Structural Characterization of 1,N2-Ethenodeoxyguanosine in the Dodecamer 5'-CGCATethenoGGAATCC-3'.

13.K. Petrov, I. D. Kozekov, and C. J. Rizzo, 234th National Meeting of the American Chemical Society, Boston, MA, August 19-23, 2007. TOXI-90, Mechanism of Etheno Adduct Formation from the Reaction of Lipid Peroxidation Products with Deoxyguanosine.

14.G. R. Alas, I. D. Kozekov, T. M. Harris, C. M. Harris, and C. J. Rizzo, 234th National Meeting of the American Chemical Society, Boston, MA, Aug. 19-23, 2007. TOXI-119, Unambiguous Detection and Quantification of 3-(2-deoxy-b-D-erythro-Pentofuranosyl)-4,6,7,8-tetrahydro-6-hydroxy-pyrimido[1,2-a]purin-10(3H)-one (a-HO-PdG) from the Reaction of Acrolein with Calf Thymus DNA.

15.S. K. Musser, I. D. Kozekov, R. P. Hodge, C. J. Rizzo, R. S. Lloyd, and M. P. Stone, 234th National Meeting of the American Chemical Society, Boston, MA, Aug. 19-23, 2007. TOXI-11, NMR Structural Studies of Stereoisomeric N3-(2-Hydroxy-3-buten-2-yl)-2'-deoxyuridine DNA Adducts Paired Opposite dA.

16.P. P. Christov, I. D. Kozekov, T. M. Harris, and C. J. Rizzo, 234th National Meeting of the American Chemical Society, Boston, MA, Aug. 19-23, 2007. TOXI-118, Translesion Synthesis Past Me-FAPy Adduct in Oligonucleotides by DNA Polymerases.

17.G. R. Alas, I. D. Kozekov, T. M. Harris, C. M. Harris, and C. J. Rizzo, Center in Molecular Toxicology, 40th Anniversary Symposium, Nashville, TN, April 13-14, 2007. Unambiguous Detection and Quantification of 3-(2-Deoxy-b-D-erythro-pentofuranosyl)-4,6,7,8-tetrahydro-6-hydroxy-pyrimido[1,2-a]purin-10(3H)-one (a-HO-PdG) from the Reaction of Acrolein with Calf Thymus DNA.

18.K. Petrov, I. D. Kozekov, and C. J. Rizzo, Center in Molecular Toxicology, 40th Anniversary Symposium, Nashville, TN, April 13-14, 2007. Mechanism of 1,2-Etheno-2'-deoxyguanosine Formation from the Reaction of Deoxyguanosine with 4,5-Epoxy-2(E)-decenal.

19.P. P. Christov, I. D. Kozekov, T. M. Harris, F. P. Guengerich, and C. J. Rizzo, Center in Molecular Toxicology, 40th Anniversary Symposium, Nashville, TN, April 13-14, 2007. Translesion Synthesis Past Me-FAPy Adducts in Oligonucleotides by DNA Polymerases.

20.S. K. Musser, I. D. Kozekov, R. P. Hodge, C. J. Rizzo, R. S. Lloyd, and M. P. Stone, 58th Southeast Regional Meeting of the American Chemical Society, Augusta, GA, Nov. 1-4, 2006, SERM06-271. NMR Spectroscopy of Stereoisomeric N3-(2-Hydroxy-3-buten-2-yl)-2'-deoxyuridine DNA Adducts Arising from Butadiene Monoepoxide.

21.G. Shanmugam, I. D. Kozekov, F. P. Guengerich, C. J. Rizzo, and M. P. Stone, 3rd Tennessee Structural Biology Symposium, Knoxville, TN, Sept. 29-30, 2006. Structural Determination of the Exocyclic 1,N2-Ethenodeoxyguanosine Adduct (1,N2- dG) Opposite Cytosine in a DNA Duplex by NMR.

22.P. P. Christov, I. D. Kozekov, T. M. Harris, and C. J. Rizzo, 232d National Meeting of the American Chemical Society, San Francisco, CA, Sept. 10-14, 2006. TOXI-028, Synthesis and Site-specific Incorporation of 2,6-Diamino-4-hydroxy-N5-(methyl)-formamidopyrimidine (Me-FAPy) Adduct into Oligonucleotides.

23.P. P. Christov, I. D. Kozekov, T. M. Harris, and C. J. Rizzo, 232d National Meeting of the American Chemical Society, San Francisco, CA, Sept. 10-14, 2006. TOXI-059, Synthesis and Detection of 2,6-Diamino-4-hydroxy-N5-(2-oxoethyl)-formamidopyrimidine (FAPy) Adduct.

24.I. D. Kozekov, C. M. Harris, T. M. Harris, and C. J. Rizzo, 232d National Meeting of the American Chemical Society, San Francisco, CA, Sept. 10-14, 2006. TOXI-060, Formation of an Intrachain Crosslink by the Deoxyguanosine Adduct of Acrolein.

25.M. P. Stone, Y.-J. Cho, H.

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