| HOME | HELP | FEEDBACK | SUBSCRIPTIONS | ARCHIVE | SEARCH |
|
|
|
|||||||
|
|||||||||
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Papers In Press, published online ahead of print January 30, 2002
Department of Chemistry, American University, Washington, DC 20016
Corresponding Author: acheh{at}american.edu
Human DNA polymerase
J. Biol. Chem, 10.1074/jbc.M112139200
Submitted on December 19, 2001
Revised on January 23, 2002
Accepted on January 28, 2002
Preferential misincorporation of purine nucleotides by human DNA polymerase
opposite benzo[a]pyrene 7,8-Diol 9,10-epoxide deoxyguanosine adducts
was used to copy four stereoisomeric deoxyguanosine (dG) adducts derived from benzo[a]pyrene 7,8-diol 9,10-epoxide (diastereomer with the 7-hydroxyl group and epoxide oxygen trans (BaP DE-2)). The adducts, formed by either cis or trans epoxide ring opening of each enantiomer of BaP DE-2 by N2 of dG, were placed at the fourth nucleotide from the 5’-end in two 16-mer sequence contexts, 5’~CG*A~ and 5’~GG*T. Pol was remarkably error prone at all four diol epoxide adducts, preferring to misincorporate G and A at frequencies 3- to more than 50-fold greater than the frequencies for T or the correct C, although the highest rates were 60-fold below the rate of incorporation of C opposite a non-adducted G. Anti to syn rotation of the adducted base, consistent with previous NMR data for a BaP DE-2 dG adduct placed just beyond a primer terminus, provides a rationale for preferring purine misincorporation. Extension of purine misincorporations occurred preferentially, but extension beyond the adduct site was weak with Vmax/Km values generally tenfold less than for misincorporation. Mostly A was incorporated opposite (+)-BaP DE-2 dG adducts, which correlates with published observations that G to T is the most common type of mutation that (+)-BaP DE-2 induces in mammalian cells.
CiteULike 
Complore 
Connotea 
Del.icio.us 
Digg 
Reddit 
Technorati What's this?
This article has been cited by other articles:
|
|
 |
|
  J. Bauer, G. Xing, H. Yagi, J. M. Sayer, D. M. Jerina, and H. Ling A structural gap in Dpo4 supports mutagenic bypass of a major benzo[a]pyrene dG adduct in DNA through template misalignment PNAS, September 18, 2007; 104(38): 14905 - 14910. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 Y. Aoki, A. H. Hashimoto, K. Amanuma, M. Matsumoto, K. Hiyoshi, H. Takano, K.-i. Masumura, K. Itoh, T. Nohmi, and M. Yamamoto Enhanced Spontaneous and Benzo(a)pyrene-Induced Mutations in the Lung of Nrf2-Deficient gpt Delta Mice Cancer Res., June 15, 2007; 67(12): 5643 - 5648. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 R. A. Perlow-Poehnelt, I. Likhterov, L. Wang, D. A. Scicchitano, N. E. Geacintov, and S. Broyde Increased Flexibility Enhances Misincorporation: TEMPERATURE EFFECTS ON NUCLEOTIDE INCORPORATION OPPOSITE A BULKY CARCINOGEN-DNA ADDUCT BY A Y-FAMILY DNA POLYMERASE J. Biol. Chem., January 12, 2007; 282(2): 1397 - 1408. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 M. E. Kushman, S. L. Kabler, M. H. Fleming, S. Ravoori, R. C. Gupta, J. Doehmer, C. S. Morrow, and A. J. Townsend Expression of human glutathione S-transferase P1 confers resistance to benzo[a]pyrene or benzo[a]pyrene-7,8-dihydrodiol mutagenesis, macromolecular alkylation and formation of stable N2-Gua-BPDE adducts in stably transfected V79MZ cells co-expressing hCYP1A1 Carcinogenesis, January 1, 2007; 28(1): 207 - 214. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
V. K. Batra, D. D. Shock, R. Prasad, W. A. Beard, E. W. Hou, L. C. Pedersen, J. M. Sayer, H. Yagi, S. Kumar, D. M. Jerina, et al. Structure of DNA polymerase beta with a benzo[c]phenanthrene diol epoxide-adducted template exhibits mutagenic features PNAS, November 14, 2006; 103(46): 17231 - 17236. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
S. Choudhary, K. M. Doherty, C. J. Handy, J. M. Sayer, H. Yagi, D. M. Jerina, and R. M. Brosh Jr. Inhibition of Werner Syndrome Helicase Activity by Benzo[a]pyrene Diol Epoxide Adducts Can Be Overcome by Replication Protein A J. Biol. Chem., March 3, 2006; 281(9): 6000 - 6009. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 B. Zhao, J. Wang, N. E. Geacintov, and Z. Wang Pol{eta}, Pol{zeta} and Rev1 together are required for G to T transversion mutations induced by the (+)- and (-)-trans-anti-BPDE-N2-dG DNA adducts in yeast cells Nucleic Acids Res., January 13, 2006; 34(2): 417 - 425. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
D. Chiapperino, M. Cai, J. M. Sayer, H. Yagi, H. Kroth, C. Masutani, F. Hanaoka, D. M. Jerina, and A. M. Cheh 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 J. Biol. Chem., December 2, 2005; 280(48): 39684 - 39692. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
G. W. Hsu, X. Huang, N. P. Luneva, N. E. Geacintov, and L. S. Beese Structure of a High Fidelity DNA Polymerase Bound to a Benzo[a]pyrene Adduct That Blocks Replication J. Biol. Chem., February 4, 2005; 280(5): 3764 - 3770. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
H. Zang, T. M. Harris, and F. P. Guengerich Kinetics of Nucleotide Incorporation Opposite DNA Bulky Guanine N2 Adducts by Processive Bacteriophage T7 DNA Polymerase (Exonuclease-) and HIV-1 Reverse Transcriptase J. Biol. Chem., January 14, 2005; 280(2): 1165 - 1178. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 T. Ogi, P. Kannouche, and A. R. Lehmann Localisation of human Y-family DNA polymerase {kappa}: relationship to PCNA foci J. Cell Sci., January 1, 2005; 118(1): 129 - 136. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
S. Avkin, M. Goldsmith, S. Velasco-Miguel, N. Geacintov, E. C. Friedberg, and Z. Livneh Quantitative Analysis of Translesion DNA Synthesis across a Benzo[a]pyrene-Guanine Adduct in Mammalian Cells: THE ROLE OF DNA POLYMERASE {kappa} J. Biol. Chem., December 17, 2004; 279(51): 53298 - 53305. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
R. A. Perlow-Poehnelt, I. Likhterov, D. A. Scicchitano, N. E. Geacintov, and S. Broyde The Spacious Active Site of a Y-Family DNA Polymerase Facilitates Promiscuous Nucleotide Incorporation Opposite a Bulky Carcinogen-DNA Adduct: ELUCIDATING THE STRUCTURE-FUNCTION RELATIONSHIP THROUGH EXPERIMENTAL AND COMPUTATIONAL APPROACHES J. Biol. Chem., August 27, 2004; 279(35): 36951 - 36961. [Abstract] [Full Text] [PDF]
|
|
|
|
 |
|
 E. Ohashi, Y. Murakumo, N. Kanjo, J.-i. Akagi, C. Masutani, F. Hanaoka, and H. Ohmori Interaction of hREV1 with three human Y-family DNA polymerases Genes Cells, June 1, 2004; 9(6): 523 - 531. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
H. Ling, J. M. Sayer, B. S. Plosky, H. Yagi, F. Boudsocq, R. Woodgate, D. M. Jerina, and W. Yang Crystal structure of a benzo[a]pyrene diol epoxide adduct in a ternary complex with a DNA polymerase PNAS, February 24, 2004; 101(8): 2265 - 2269. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
I. L. Karle, H. Yagi, J. M. Sayer, and D. M. Jerina Crystal and molecular structure of a benzo[a]pyrene 7,8-diol 9,10-epoxide N2-deoxyguanosine adduct: Absolute configuration and conformation PNAS, February 10, 2004; 101(6): 1433 - 1438. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
M. A. Graziewicz, J. M. Sayer, D. M. Jerina, and W. C. Copeland Nucleotide incorporation by human DNA polymerase {gamma} opposite benzo[a]pyrene and benzo[c]phenanthrene diol epoxide adducts of deoxyguanosine and deoxyadenosine Nucleic Acids Res., January 16, 2004; 32(1): 397 - 405. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
A. Besaratinia and G. P. Pfeifer Enhancement of the Mutagenicity of Benzo(a)pyrene Diol Epoxide by a Nonmutagenic Dose of Ultraviolet A Radiation Cancer Res., December 15, 2003; 63(24): 8708 - 8716. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
P. Kramata, B. Zajc, J. M. Sayer, D. M. Jerina, and C. S.-J. Wei A Single Site-specific trans-Opened 7,8,9,10-Tetrahydrobenzo[a]pyrene 7,8-Diol 9,10-Epoxide N2-Deoxyguanosine Adduct Induces Mutations at Multiple Sites in DNA J. Biol. Chem., April 18, 2003; 278(17): 14940 - 14948. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
T. Okada, E. Sonoda, Y. M. Yamashita, S. Koyoshi, S. Tateishi, M. Yamaizumi, M. Takata, O. Ogawa, and S. Takeda Involvement of Vertebrate Polkappa in Rad18-independent Postreplication Repair of UV Damage J. Biol. Chem., December 6, 2002; 277(50): 48690 - 48695. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
E. G. Frank, J. M. Sayer, H. Kroth, E. Ohashi, H. Ohmori, D. M. Jerina, and R. Woodgate Translesion replication of benzo[a]pyrene and benzo[c]phenanthrene diol epoxide adducts of deoxyadenosine and deoxyguanosine by human DNA polymerase {iota} Nucleic Acids Res., December 1, 2002; 30(23): 5284 - 5292. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
T. Ogi, Y. Shinkai, K. Tanaka, and H. Ohmori Polkappa protects mammalian cells against the lethal and mutagenic effects of benzo[a]pyrene PNAS, November 26, 2002; 99(24): 15548 - 15553. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
O. Rechkoblit, Y. Zhang, D. Guo, Z. Wang, S. Amin, J. Krzeminsky, N. Louneva, and N. E. Geacintov trans-Lesion Synthesis Past Bulky Benzo[a]pyrene Diol Epoxide N2-dG and N6-dA Lesions Catalyzed by DNA Bypass Polymerases J. Biol. Chem., August 16, 2002; 277(34): 30488 - 30494. [Abstract] [Full Text] [PDF]
|
|
|
|
|
|
R. J. Kokoska, K. Bebenek, F. Boudsocq, R. Woodgate, and T. A. Kunkel Low Fidelity DNA Synthesis by a Y Family DNA Polymerase Due to Misalignment in the Active Site J. Biol. Chem., May 24, 2002; 277(22): 19633 - 19638. [Abstract] [Full Text] [PDF]
|
|
| HOME | HELP | FEEDBACK | SUBSCRIPTIONS | ARCHIVE | SEARCH |
| All ASBMB Journals | Molecular and Cellular Proteomics |
| Journal of Lipid Research | ASBMB Today |
