Characterization of ciprofloxacin binding to the linear single- and double-stranded DNA.
The binding of ciprofloxacin to natural and synthetic polymeric DNAs was investigated at different solvent conditions using a combination of spectroscopic and hydrodynamic techniques. In 10 mM cacodylate buffer (pH 7.0) containing 108.6 mM Na(+), no sequence preferences in the interaction of ciprofloxacin with DNA was detected, while in 2 mM cacodylate buffer (pH 7.0) containing only 1.7 mM Na(+), a significant binding of ciprofloxacin to natural and synthetic linear double-stranded DNA was observed. At low ionic strength of solution, ciprofloxacin binding to DNA duplex containing alternating AT base pairs is accompanied by the largest enhancement in thermal stability (e.g. DeltaT(m) approximately 10 degrees C for poly[d(AT)].poly[d(AT)]), and the most pronounced red shift in the position of the maximum of the fluorescence emission spectrum (lambda(max)). Similar red shift in the position of lambda(max) is also observed for ciprofloxacin binding to dodecameric duplex containing five successive alternating AT base pairs in the row. On the other hand, ciprofloxacin binding to poly[d(GC)].poly[d(GC)], calf thymus DNA and dodecameric duplex containing a mixed sequence is accompanied by the largest fluorescence intensity quenching. Addition of NaCl does not completely displace ciprofloxacin bound to DNA, indicating the binding is not entirely electrostatic in origin. The intrinsic viscosity data suggest some degree of ciprofloxacin intercalation into duplex.
Vilfan
Igor D
ID
Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000, Ljubljana, Slovenia.
Drevensek
Petra
P
Turel
Iztok
I
Poklar Ulrih
Natasa
N
D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry / Q000378:metabolism; D002021:Buffers; D002939:Ciprofloxacin / Q000737:chemistry / Q000378:metabolism*; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D004277:DNA, Single-Stranded / Q000737:chemistry / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D009841:Oligonucleotides / Q000378:metabolism; D011119:Polynucleotides / Q000378:metabolism; D012996:Solutions; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D055672:Static Electricity; D013696:Temperature
D000890:Anti-Infective Agents; D002021:Buffers; D004277:DNA, Single-Stranded; D009841:Oligonucleotides; D011119:Polynucleotides; D012996:Solutions; D002939:Ciprofloxacin; D004247:DNA