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Enantioselective Binding of S- And R-ofloxacin to Various Synthetic Polynucleotides

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

Eur J Pharm Sci. 2003 Feb;18(2):197-203.

PMID: 12594014

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP100986865 R-Ofloxacin R-Ofloxacin 100986-86-5 Price
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