Recognition of the nonpolar base 4-methylindole in DNA by the DNA repair adenine glycosylase MutY

被引:25
作者
Chepanoske, CL [1 ]
Langelier, CR [1 ]
Chmiel, NH [1 ]
David, SS [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
D O I
10.1021/ol005831o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The DNA repair adenine glycosylase MutY efficiently recognizes 7-deaza-2'-deoxyadenosine (Z) and its nonpolar isostere 4-methylindole beta-deoxynucleoside (M) opposite 7,8-dihydro-8-oxo-2'-deoxyguanosine (OG) and G in DNA. Both wild-type and truncated MutY exhibit a 10- to 20-fold higher affinity for a duplex containing OG:M than OG:Z, More efficient recognition of M over Z by MutY may be to due the lack of hydrogen bonding with the OG that facilitates nucleotide flipping during the substrate recognition process.
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页码:1341 / 1344
页数:4
相关论文
共 36 条
[1]   Substrate specificity of Escherichia coli MutY protein [J].
Bulychev, NV ;
Varaprasad, CV ;
Dorman, G ;
Miller, JH ;
Eisenberg, M ;
Grollman, AP ;
Johnson, F .
BIOCHEMISTRY, 1996, 35 (40) :13147-13156
[2]  
CAREY J, 1991, METHOD ENZYMOL, V208, P103
[3]   Substrate recognition by Escherichia coli MutY using substrate analogs [J].
Chepanoske, CL ;
Porello, SL ;
Fujiwara, T ;
Sugiyama, H ;
David, SS .
NUCLEIC ACIDS RESEARCH, 1999, 27 (15) :3197-3204
[4]  
CHEPANOSKE CL, IN PRESS ARCH BIOCH
[5]  
DAVID S, UNPUB
[6]   Chemistry of glycosylases and endonucleases involved in base-excision repair [J].
David, SS ;
Wiliams, SD .
CHEMICAL REVIEWS, 1998, 98 (03) :1221-1261
[7]   Unusually strong binding of a designed transition-state analog to a base-excision DNA repair protein [J].
Deng, L ;
Scharer, OD ;
Verdine, GL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (33) :7865-7866
[9]  
FRIEDBERG EC, 1995, DNA REPAIR MUTAGENES
[10]   Specific recognition of A/G and A/7,8-dihydro-8-oxoguanine (8-oxoG) mismatches by Escherichia coli MutY: Removal of the C-terminal domain preferentially affects A/8-oxoG recognition [J].
Gogos, A ;
Cillo, J ;
Clarke, ND ;
Lu, AL .
BIOCHEMISTRY, 1996, 35 (51) :16665-16671