Site-specific binding of chelerythrine and sanguinarine to single pyrimidine bulges in hairpin DNA

被引:31
作者
Bai, Li-Ping [1 ]
Cai, Zongwei [2 ]
Zhao, Zhong-Zhen [1 ]
Nakatani, Kazuhiko [3 ]
Jiang, Zhi-Hong [1 ]
机构
[1] Hong Kong Baptist Univ, Sch Chinese Med, Kowloon Tong, Hong Kong, Peoples R China
[2] Hong Kong Baptist Univ, Dept Chem, Kowloon Tong, Hong Kong, Peoples R China
[3] Osaka Univ, Inst Sci & Ind Res SANKEN, Dept Regulatory Bioorgan Chem, Ibaraki 5670047, Japan
关键词
chelerythrine; sanguinarine; bulge DNA; fluorescence spectrometry; ESI-MS;
D O I
10.1007/s00216-008-2302-7
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Spectrofluorometric titration, electrospray ionization time-of-flight mass spectrometric and UV melting methods were employed to study the binding of chelerythrine and sanguinarine to bulged DNA. The results showed that both alkaloids bind specifically to single pyrimidine (C, T) bulge sites. The ability of sanguinarine to bind to both regular and bulged hairpins was found to be stronger than that of chelerythrine, but the binding selectivity of chelerythrine toward single-base bulges was much larger than that of sanguinarine.
引用
收藏
页码:709 / 716
页数:8
相关论文
共 35 条
[1]  
Adhami VM, 2004, MOL CANCER THER, V3, P933
[2]  
Ahmad N, 2000, CLIN CANCER RES, V6, P1524
[3]   Trinucleotide repeat expansion and human disease [J].
Ashley, CT ;
Warren, ST .
ANNUAL REVIEW OF GENETICS, 1995, 29 :703-728
[4]   DNA-binding affinities and sequence selectivity of quaternary benzophenanthridine alkaloids sanguinarine, chelerythrine, and nitidine [J].
Bai, Li-Ping ;
Zhao, Zhong-Zhen ;
Cai, Zongwei ;
Jiang, Zhi-Hong .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (16) :5439-5445
[5]  
BAI LP, 2006, NUCL ACIDS S SER, V50, P197
[6]  
Carrasco C, 2002, CHEMBIOCHEM, V3, P1235, DOI 10.1002/1439-7633(20021202)3:12<1235::AID-CBIC1235>3.0.CO
[7]  
2-I
[8]   Study on noncovalent complexes of cytotoxic protoberberine alkaloids with double-stranded DNA by using electrospray ionization mass spectrometry [J].
Chen, WH ;
Chan, CL ;
Cai, ZW ;
Luo, GA ;
Jiang, ZH .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (19) :4955-4959
[9]  
Chmura SJ, 2000, CLIN CANCER RES, V6, P737
[10]   HUMAN IMMUNODEFICIENCY VIRUS-1 TAT PROTEIN BINDS TRANS-ACTIVATION-RESPONSIVE REGION (TAR) RNA INVITRO [J].
DINGWALL, C ;
ERNBERG, I ;
GAIT, MJ ;
GREEN, SM ;
HEAPHY, S ;
KARN, J ;
LOWE, AD ;
SINGH, M ;
SKINNER, MA ;
VALERIO, R .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (18) :6925-6929