Novel DNA-binding ligands with sequence selectivity based on hydrophobic structure.
We have developed diamino-bistetrahydrofuran compounds (diamino-bisTHF) as new DNA binding molecules. Diamino-bisTHF (3:RR8) stabilized GC-rich duplex DNA with sequence specificity. DNA binding affinity increased as the alkyl chain was lengthened, indicating that the hydrophobic interaction is essential for DNA binding. It was also found that DNA binding affinity of the ligands depends on the stereochemistry of the amino group. In thermodynamic evaluation, diamino-bisTHF (3:RR8) showed a high affinity to the 12 bp duplex at a molar ratio of 1:1.
Shibata
T
T
Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.
Torigoe
H
H
Shibata
Y
Y
Maeda
M
M
Sasaki
S
S
D001483:Base Sequence; D004247:DNA / Q000737:chemistry*; D015195:Drug Design; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009691:Nucleic Acid Denaturation; D009838:Oligodeoxyribonucleotides / Q000737:chemistry*; D013329:Structure-Activity Relationship
D005663:Furans; D008024:Ligands; D009838:Oligodeoxyribonucleotides; C018674:tetrahydrofuran; D004247:DNA