Detection of an interchain carbinolamine cross-link formed in a CpG sequence by the acrolein DNA adduct γ-Oh-1,N2-propano-2′-deoxyguanosine

被引:48
作者
Kim, HYH
Voehler, M
Harris, TM
Stone, MP
机构
[1] Vanderbilt Univ, Dept Chem, Ctr Mol Toxicol, Nashville, TN 37235 USA
[2] Vanderbilt Univ, Vanderbilt Ingram Canc Ctr, Nashville, TN 37235 USA
关键词
D O I
10.1021/ja020333r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Spectroscopic evidence is presented for the formation of a carbinolamine interchain cross-link in 5′-CpG-3′ sequences, arising from the acrolein adduct γ-OH-PdG. This may be important in understanding biological processing of acrolein-induced DNA damage in CpG sequences. Copyright © 2002 American Chemical Society.
引用
收藏
页码:9324 / 9325
页数:2
相关论文
共 34 条
[1]  
BURCHAM PC, 1994, J BIOL CHEM, V269, P28844
[2]   Endogenous formation and significance of 1,N2-propanodeoxyguanosine adducts [J].
Chung, FL ;
Nath, RG ;
Nagao, M ;
Nishikawa, A ;
Zhou, GD ;
Randerath, K .
MUTATION RESEARCH-FUNDAMENTAL AND MOLECULAR MECHANISMS OF MUTAGENESIS, 1999, 424 (1-2) :71-81
[3]  
Chung FL, 1999, IARC SCI PUBL, P45
[4]  
CHUNG FL, 1984, CANCER RES, V44, P990
[5]   FORMATION OF THE ACROLEIN-DERIVED 1,N-2-PROPANODEOXYGUANOSINE ADDUCTS IN DNA UPON REACTION WITH 3-(N-CARBETHOXY-N-NITROSAMINO) PROPIONALDEHYDE [J].
CHUNG, FL ;
KRZEMINSKI, J ;
WANG, MY ;
CHEN, HJC ;
PROKOPCZYK, B .
CHEMICAL RESEARCH IN TOXICOLOGY, 1994, 7 (01) :62-67
[6]  
COHEN SM, 1992, CANCER RES, V52, P3577
[7]   MUTAGENESIS OF XERODERMA PIGMENTOSUM FIBROBLASTS BY ACROLEIN [J].
CURREN, RD ;
YANG, LL ;
CONKLIN, PM ;
GRAFSTROM, RC ;
HARRIS, CC .
MUTATION RESEARCH, 1988, 209 (1-2) :17-22
[8]   NMR characterization of a DNA duplex containing the major acrolein-derived deoxyguanosine adduct γ-OH-1,N2-propano-2′-deoxyguanosine [J].
de los Santos, C ;
Zaliznyak, T ;
Johnson, F .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (12) :9077-9082
[9]   Improved strategies for postoligomerization synthesis of oligodeoxynucleotides bearing structurally defined adducts at the N-2 position of deoxyguanosine [J].
DeCorte, BL ;
Tsarouhtsis, D ;
Kuchimanchi, S ;
Cooper, MD ;
Horton, P ;
Harris, CM ;
Harris, TM .
CHEMICAL RESEARCH IN TOXICOLOGY, 1996, 9 (03) :630-637
[10]   Structural studies of an oligodeoxynucleotide containing a trimethylene interstrand cross-link in a 5′-(CpG) motif:: Model of a malondialdehyde cross-link [J].
Dooley, PA ;
Tsarouhtsis, D ;
Korbel, GA ;
Nechev, LV ;
Shearer, J ;
Zegar, IS ;
Harris, CM ;
Stone, MP ;
Harris, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (08) :1730-1739