Enantioselective binding of S- and R-ofloxacin to various synthetic polynucleotides

Hyǔn Jung Hwangbo, Byeong Hwa Yun, Jin Soon Cha, Dae Young Kwon, Seog K. Kim

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

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.

Original languageEnglish (US)
Pages (from-to)197-203
Number of pages7
JournalEuropean Journal of Pharmaceutical Sciences
Volume18
Issue number2
DOIs
StatePublished - Feb 2003
Externally publishedYes

Bibliographical note

Funding Information:
The authors acknowledge the financial support from the Korea Science and Engineering Foundation (Grant no. R01-2000-000-00043-0).

Keywords

  • DNA
  • Enantioselective binding
  • Ofloxacin
  • Optical spectroscopy
  • Quinolone

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