N7-guanine as a C+ mimic in hairpin aeg/aepPNA-DNA triplex:: Probing binding selectivity by UV-Tm and kinetics by fluorescence-based strand-invasion assay

被引:23
作者
D'Costa, M [1 ]
Kumar, VA [1 ]
Ganesh, KN [1 ]
机构
[1] Natl Chem Lab, Div Organ Chem Synth, Pune 411008, Maharashtra, India
关键词
D O I
10.1021/jo034048h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N7-substituted guanine (N7G) has been introduced into aminoethylglycyl bisPNA (7) as a C+ mimic to achieve pH-independent triplex formation with complementary DNA sequences. The introduction of chiral, cationic aminoethylprolyl units with C+ and C+ mimic N7G in the backbone of bisPNAs (8, 9) influenced the recognition of complementary DNA in an orientation-selective manner. A simple fluorescence assay is developed to examine the process of strand invasion of target DNA duplex by these modified bisPNAs and comparative results of the study employing triplex forming polypyrimidine (C/T) (6, 8) and purine-pyrimidine (N7G/T) mixmer-bisPNAs (7, 9) are presented.
引用
收藏
页码:4439 / 4445
页数:7
相关论文
共 22 条
[21]   INTERACTIONS OF DNA-BINDING LIGANDS WITH PNA DNA HYBRIDS [J].
WITTUNG, P ;
KIM, SK ;
BUCHARDT, O ;
NIELSEN, P ;
NORDEN, B .
NUCLEIC ACIDS RESEARCH, 1994, 22 (24) :5371-5377
[22]   Hairpin versus extended DNA binding of a substituted β-alanine linked polyamide [J].
Woods, CR ;
Ishii, T ;
Wu, B ;
Bair, KW ;
Boger, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (10) :2148-2152