Abstract
The DNA binding property of 5,10,15-Tris(4-carboxyphenyl) corrole (TCPC) was studied by UV-Visible, fluorescence and circular dichroism (CD) spectroscopic methods. TCPC can bind to ct-DNA via an outside binding mode with the binding constant of Kb = 1.05 × 105 M−1. TCPC also displayed good photonuclease activity, which involves singlet oxygen species (1O2). The binding constant between TCPC and human serum albumin (HSA) is KA = 2.24 × 105 M−1 with a simulated binding distance of 2.06 nm. The fluorescence quenching of HSA by TCPC followed a static quenching process. Site marker competitive displacement experiments indicated that warfarin site I is the main binding site. The secondary structure of HSA was changed upon interaction with TCPC, which was confirmed by UV-Visible and CD spectroscopy.
Highlights
Study on corrole macrocycle is one of the most active branches in modern porphyrin chemistry [1].Water soluble or amphiphilic corrole derivatives have potential medicinal applications [2]
The electrostatic or groove binding shows less perturbation of the base stacking and helicity bands, while interaction of porphyrinoids with DNA may lead to an induced circular dichroism (CD) (ICD) at the porphyrin Soret an intercalative interaction will enhance the intensities of both CD bands significantly
We have reported the spectroscopic investigation on interactions of a water-soluble carboxyl corrole (5,10,15-Tris(4-carboxyphenyl) corrole, (TCPC)) with DNA and human serum albumin (HSA)
Summary
Study on corrole macrocycle is one of the most active branches in modern porphyrin chemistry [1]. It has been observed that water soluble cationic pyridinium corrole and its copper complex could stabilize DNA G-quadruplex structures [4,5] and its manganese complex even exhibited nuclease-like activity [6]. Anionic sulfonated manganese and gallium corrole complexes can bind strongly to DNA via outside binding mode and displayed oxidative and photonuclease activity [7,8]. When binding to serum albumins, anionic sulfonated manganese corrole may even show enantioselective catalytic activity in the oxidation of prochiral sulfides by H2 O2 [9]. We have reported the oxidative DNA cleavage by manganese and iron carboxyl corrole [13,14]. Article, we wish to report the interaction of this free base carboxyl corrole (Scheme 1) with DNA and HSA at physiological conditions and its photonuclease activity.
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