Enantioselective binding of S- and R-ofloxacin to various synthetic polynucleotides.
The binding properties of S- and R-ofloxacin to poly[d(A-T)(2)], poly[d(G-C)(2)] and poly[d(I-C)(2)] were studied by circular dichroism (CD) and various fluorescence techniques. The spectral properties of R-ofloxacin did not change when it was mixed with poly[d(A-T)(2)] and poly[d(I-C)(2)], indicating that R-enantiomer does not interact with these polynucleotides. On the other hand, when S-ofloxacin was mixed with any polynucleotide, or R-enantiomer with poly[d(G-C)(2)], characteristic changes in CD and fluorescence were observed. Therefore, it is clear that enantiomers of ofloxacin selectively recognize B-form DNA. The overall spectral properties of the ofloxacin-polynucleotide complex are similar to those of the norfloxacin-polynucleotide complex [Eur. J. Biochem. 267 (2000) 6018], suggesting that this quinolone also binds in the minor groove of DNA and therefore it may be partially inserted between DNA bases or interact with purine bases.
Hwangbo
Hyŭn Jung
HJ
Department of Chemistry, College of Sciences, Yeungnam University Dae-dong, Kyoung-buk Kyoungsan City, 712-749, South Korea.
Yun
Byeong Hwa
BH
Cha
Jin Soon
JS
Kwon
Dae Young
DY
Kim
Seog K
SK
D001665:Binding Sites; D015242:Ofloxacin / Q000737:chemistry* / Q000378:metabolism*; D011119:Polynucleotides / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism
D011119:Polynucleotides; D015242:Ofloxacin