Novel class of DNA binding motifs based on bistetrahydrofuran and bisfuran skeleton with long alkyl chains.
Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this paper, new DNA binding molecules; diamino-bistetrahydrofuran (bisTHF) and diamino-bisfuran are reported. The bisTHF ligand with RR configuration at the amino groups and C8 alkyl chains (RR8) stabilized GC-rich duplex. In contrast, bisfuran compounds stabilized AT-rich duplex. The binding affinity of RR8 with 12 mer duplex DNA was determined by isothermal titration calorimetry to be 3.3 x 10(8) M-1.
Sasaki
S
S
Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
Shibata
T
T
Torigoe
H
H
Shibata
Y
Y
Maeda
M
M
D001665:Binding Sites; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D007700:Kinetics; D008968:Molecular Conformation; D009690:Nucleic Acid Conformation
D005663:Furans; C018674:tetrahydrofuran; D004247:DNA