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DNA-binding and photocleavage properties of cationic porphyrin-anthraquinone hybrids with different lengths of links |
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| Authors: | Zhao Ping Xu Lian-Cai Huang Jin-Wang Fu Bo Yu Han-Cheng Zhang Wei-Hong Chen Jian Yao Jun-Hua Ji Liang-Nian |
| Institution: | a MOE Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry and Chemical Engineering, Sun Yat-Sen University, No. 135, Xingangxi Road, Guangzhou 510275, PR China b Center for Computational Quantum Chemistry, South China Normal University, Guangzhou 510631, PR China c State Key Laboratory of Optoelectronic Material and Technologies, Sun Yat-Sen University, Guangzhou 510275, PR China d Instrument Centre of Sun Yat-Sen University, Guangzhou 510275, PR China |
| Abstract: | Four cationic porphyrin–anthraquinone (Por–AQ) hybrids differing in lengths of flexible alkyl linkage, 5-4-(1-N-anthraquinonon-yl)-l-oxophenyl]-10,15,20-tris(N-methylpyridinium-4-yl)porphyrin triiodide, (l = acetyl, pentanoyl, octanoyl, undecanoyl, designed as AQATMPyP]I3, AQPTMPyP]I3, AQOTMPyP]I3 and AQUTMPyP]I3, respectively, see Fig. 1), were synthesized and their interactions with DNA were investigated. The results of spectroscopic, denaturation and viscosity measurements suggest that AQATMPyP]I3 binds to DNA through non-intercalative mode while the other three hybrids with longer links bind via bis-intercalative mode. Ethidium bromide (EB) competition experiment was carried out to determine the binding constants (Kb) of these compounds for CT DNA, and AQPTMPyP]I3 shows the largest Kb among these hybrids. The photocleavage mechanism and wavelength-dependent cleaving abilities of these hybrids to pBR322 plasmid DNA were also comparably investigated. |
| Keywords: | Cationic porphyrin– anthraquinone hybrids DNA binding Wavelength-dependent DNA photocleavage |
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