TY - JOUR
T1 - Synthesis, characterization, and DNA-binding and -photocleavage properties of water-soluble lanthanide porphyrinate complexes
AU - ZHU, Xunjin
AU - Wang, Ping
AU - Leung, Heidi Wing Chi
AU - WONG, Rick W K
AU - WONG, Wai Yeung
AU - KWONG, Daniel W J
N1 - Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 2011/6/14
Y1 - 2011/6/14
N2 - 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.
AB - 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.
KW - DNA
KW - lanthanides
KW - photophysics
KW - porphyrins
KW - X-ray diffraction
UR - http://www.scopus.com/inward/record.url?scp=79958109211&partnerID=8YFLogxK
U2 - 10.1002/chem.201003342
DO - 10.1002/chem.201003342
M3 - Journal article
AN - SCOPUS:79958109211
SN - 0947-6539
VL - 17
SP - 7041
EP - 7052
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 25
ER -