Study on the interaction of new water-soluble porphyrin with DNA.
A porphyrin meso-tetrakis{[4-(1-pyridyl)propoxy]phenyl}porphyrin (TPyPP) and its Ni complex (TPyPP(Ni)) have been synthesized and characterized by 1H NMR, UV-vis spectra. The interaction of two porphyrins with calf thymus-DNA (CT-DNA) has been explored by UV-vis, fluorescence and circular dichroic spectroscopy and viscosity measurements. The results suggest that these porphyrins can bind to DNA by the same binding mode. TPyPP outside binds by self-stack with DNA both at low drug load r (=[porphyrin]/[DNA]) and high drug load. Though TPyPP(Ni) has center metal nickel, binding mode with DNA has little difference compared with TPyPP, dominating out-binding mode with different direction along DNA. The binding constants of the TPyPP and TPyPP(Ni) to DNA were 4.65 x 10(5) M(-1) and 3.2 x 10(5) M(-1), respectively. A colored precipitate was found after time in two porphyrin's viscosity measurement. The reasonable interpretation is the porphyrins with alkyl connected N-position of pyridine can strongly interact with the anionic phosphates of DNA and lead to hydrophobic complex.
Kang
Jingwan
J
Department of Chemistry, Northwest Normal University, Gansu China, Lanzhou 730070, PR China. jwkang@nwnu.edu.cn
Wu
Haixia
H
Lu
Xiaoquan
X
Wang
Yongsheng
Y
Zhou
Lin
L
D000818:Animals; D002417:Cattle; D004247:DNA / Q000737:chemistry*; D005453:Fluorescence; D057927:Hydrophobic and Hydrophilic Interactions; D015394:Molecular Structure; D010957:Plasmids / Q000737:chemistry; D011166:Porphyrins / Q000737:chemistry*; D012995:Solubility; D013057:Spectrum Analysis; D014783:Viscosity; D014867:Water / Q000737:chemistry*
D011166:Porphyrins; D014867:Water; D004247:DNA; C427203:calf thymus DNA