title: Study of the mode and efficiency of DNA binding in the damage induced by photoactivated water soluble porphyrins.
abstract: We have investigated the DNA binding interactions and in vitro photoactivated DNA damage induced by a neutral water soluble porphyrin derivative 5,10,15,20-tetrakis(2,4,6-trihydroxyphenyl)porphyrin (TTHPP) and its zinc derivative 5,10,15,20-tetrakis(2,4,6-trihydroxyphenyl)porphyrinato zinc(II) (Zn-TTHPP) upon visible light irradiation through various spectroscopic techniques and employing repair endonucleases. These porphyrin derivatives exhibited high affinity toward DNA through groove binding interactions as evidenced through the UV-vis absorption, emission, circular dichroism spectral and viscosity changes. Interestingly, the free base porphyrin derivative, TTHPP generated efficient singlet oxygen mediated DNA damage sensitive to formamidopyrimidine-DNA glycosylase (Fpg protein), when compared with its metal derivative and to the well-known photosensitizer, hematoporphyrin. These results provide direct evidence for the role of DNA binding mode as well as extent of interactions with DNA in the efficiency of photoactivated DNA damage induced by the neutral porphyrins, which are believed to be the ideal candidates for photodynamic therapeutic applications.
authors: Chemical Sciences and Technology Division, CSIR-National Institute for Interdisciplinary Science and Technology (CSIR-NIIST), Trivandrum, India.
authors: Suneesh C
authors: SC
authors: Karunakaran
authors: Danaboyina
authors: D
authors: Ramaiah
authors: Ina
authors: I
authors: Schulz
authors: Bernd
authors: B
authors: Epe
mesh_terms: D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry*; D004249:DNA Damage; D055668:Photochemical Processes; D011166:Porphyrins / Q000737:chemistry*; D013057:Spectrum Analysis / Q000379:methods; D014867:Water / Q000737:chemistry*
chemical_list: D011166:Porphyrins; D014867:Water; D004247:DNA