Synthesis, characterization, and DNA-binding and -photocleavage properties of water-soluble lanthanide porphyrinate complexes |
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Authors: | Zhu Xun-Jin Wang Ping Leung Heidi Wing Chi Wong Wai-Kwok Wong Wai-Yeung Kwong Daniel W J |
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Institution: | Department of Chemistry and Centre for Advanced Luminescence Materials, Hong Kong Baptist University, Kowloon Tong, Hong Kong, P.R. China. |
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Abstract: | A series of cationic lanthanide porphyrinate complexes of the general formula (Por)Ln(H(2)O)(3)](+) (Ln(3+)=Yb(3+) and Er(3+)) were synthesized in moderate yields through the interaction of meso-pyridyl-substituted porphyrin free bases (H(2)Por) with Ln{N(SiMe(3))(2)}(3)]·xLiCl(thf)(3)], and the corresponding neutral derivatives (Por)Ln(L(OMe))] (L(OMe)(-)=(η(5)-C(5)H(5))Co{P(=O)(OMe)(2)}(3)](-)) were also prepared from (Por)Ln(H(2)O)(3)](+) by the addition of the tripodal anion, L(OMe)(-), an effective encapsulating agent for lanthanide ions. Furthermore, the water-soluble lanthanide(III) porphyrinate complexes--including (cis-DMPyDPP)Yb(H(2)O)(3)]Cl(3) (cis-DMPyDPP=5,10-bis(N-methylpyridinium-4'-y1)-15,20-di(phenyl)porphyrin), (trans-DMPyDPP)Yb(H(2)O)(3)]Cl(3) (trans-DMPyDPP=5,15-bis(N-methylpyridinium-4'-y1)-10,20-di(phenyl)porphyrin), (TMPyP)Yb(L(OMe))]I(4), and (TMPyP)Er(L(OMe))]I(4) (TMPyP=tetrakis(N-methylpyridinium-4-y1)porphyrin)--were obtained by methylation of the corresponding complexes with methyl iodide and unambiguously characterized. The binding interactions and photocleavage activities of the water-soluble lanthanide(III) porphyrinate complexes towards DNA were investigated by UV-visible, fluorescence, and near-infrared luminescence spectroscopy, as well as circular dichroism and gel electrophoresis. |
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Keywords: | DNA lanthanides photophysics porphyrins X‐ray diffraction |
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