Document Type

Journal Article

Department/Unit

Department of Chemistry

Title

Synthesis, characterization, and DNA-binding and -photocleavage properties of water-soluble lanthanide porphyrinate complexes

Language

English

Abstract

A series of cationic lanthanide porphyrinate complexes of the general formula [(Por)Ln(H2O)3]+ (Ln 3+=Yb3+ and Er3+) were synthesized in moderate yields through the interaction of meso-pyridyl-substituted porphyrin free bases (H2Por) with [Ln{N(SiMe3)2}3] ·x [LiCl(thf)3], and the corresponding neutral derivatives [(Por)Ln(LOMe)] (LOMe -= [(η5-C5H5)Co{P(=O)(OMe) 2}3]-) were also prepared from [(Por)Ln(H 2O)3]+ by the addition of the tripodal anion, LOMe -, an effective encapsulating agent for lanthanide ions. Furthermore, the water-soluble lanthanide(III) porphyrinate complexes-including [(cis-DMPyDPP)Yb(H2O)3]Cl3 (cis-DMPyDPP=5,10-bis(N-methylpyridinium-4′-y1)-15,20-di(phenyl)porphyrin) , [(trans-DMPyDPP)Yb(H2O)3]Cl3 (trans-DMPyDPP=5,15-bis(N-methylpyridinium-4′-y1)-10,20-di(phenyl) porphyrin), [(TMPyP)Yb(LOMe)]I4, and [(TMPyP)Er(L OMe)]I4 (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. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

DNA, lanthanides, photophysics, porphyrins, X-ray diffraction

Publication Date

2011

Source Publication Title

Chemistry - A European Journal

Volume

17

Issue

25

Start Page

7041

End Page

7052

Publisher

Wiley-VCH Verlag

DOI

10.1002/chem.201003342

Link to Publisher's Edition

http://dx.doi.org/10.1002/chem.201003342

ISSN (print)

09476539

ISSN (electronic)

15213765

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