Room-Temperature Phosphorescent Palladium−Porphine Probe for DNA Determination

Roza-Fernandez, M.; Valencia-González, María Jesús; Dı́az-Garcı́a, Marta Elena

doi:10.1021/ac961176f

Cited by 25 publications

(7 citation statements)

References 26 publications

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“…Porphyrin stock solutions were prepared in double-distilled water (ddH 2 O) at 1.0–1.4 mM concentrations and stored at −20 °C in the dark. Porphyrin concentrations were determined via UV–Vis spectroscopy, using ε 401 = 1.72 × 10 5 M −1 cm −1 for PtTMPyP4 [ 43 ] and ε 418 = 1.68 × 10 5 M −1 cm −1 for PdTMPyP4 [ 44 ].…”

Section: Methodsmentioning

confidence: 99%

Investigation of the interactions between Pt(II) and Pd(II) derivatives of 5,10,15,20-tetrakis (N-methyl-4-pyridyl) porphyrin and G-quadruplex DNA

et al. 2016

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G-quadruplexes are non-canonical DNA structures formed by guanine-rich DNA sequences that are implicated in cancer and aging. Understanding how small molecule ligands interact with quadruplexes is essential both to the development of novel anticancer therapeutics and to the design of new quadruplex-selective probes needed for elucidation of quadruplex biological functions. In this work, UV–visible, fluorescence, and circular dichroism spectroscopies, fluorescence resonance energy transfer (FRET) melting assays, and resonance light scattering were used to investigate how the Pt(II) and Pd(II) derivatives of the well-studied 5,10,15,20-tetrakis(N-methyl-4-pyridyl)porphyrin (TMPyP4) interact with quadruplexes formed by the human telomeric DNA, Tel22, and by the G-rich sequences from oncogene promoters. Our results suggest that Pt- and PdTMPyP4 interact with Tel22 via efficient π–π stacking with a binding affinity of 106–107 M−1. Under porphyrin excess, PtTMPyP4 aggregates using Tel22 as a template; the aggregates reach maximum size at [PtTMPyP4]/[Tel22] ~8 and dissolve at [PtTMPyP4]/[Tel22] ≤ 2. FRET assays reveal that both porphyrins are excellent stabilizers of human telomeric DNA, with stabilization temperature of 30.7 ± 0.6 °C for PtTMPyP4 and 30.9 ± 0.4 °C for PdTMPyP4 at [PtTMPyP4]/[Tel22] = 2 in K+ buffer, values significantly higher as compared to those for TMPyP4. The porphyrins display modest selectivity for quadruplex vs. duplex DNA, with selectivity ratios of 150 and 330 for Pt- and PdTMPyP4, respectively. This selectivity was confirmed by observed ‘light switch’ effect: fluorescence of PtTMPyP4 increases significantly in the presence of a variety of DNA secondary structures, yet the strongest effect is produced by quadruplex DNA.Graphical abstractElectronic supplementary materialThe online version of this article (doi:10.1007/s00775-015-1325-8) contains supplementary material, which is available to authorized users.

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Section: Methodsmentioning

confidence: 99%

Investigation of the interactions between Pt(II) and Pd(II) derivatives of 5,10,15,20-tetrakis (N-methyl-4-pyridyl) porphyrin and G-quadruplex DNA

et al. 2016

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“…Cationic Pd‐meso‐tetrakis (4‐trimethyl‐aminophenyl) porphyrin (Pd‐TAPP) and Pd‐meso‐tetrakis (4‐sulfonatophenyl) porphyrin (Pd‐TSPP) were synthesized and purified by our group as described in the references (22,23). Pd‐TCPP was purchased from Frontier Scientific.…”

Section: Methodsmentioning

confidence: 99%

Enhancement of Palladium‐Porphyrin Room Temperature Phosphorescence by Alkaline Earth Metal in Deoxycholate Aggregates Solution

Wang

Zhang³

2011

Photochem & Photobiology

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Room temperature phosphorescence (RTP) of three palladium (Pd)-phorphyrins in air-saturated solution of sodium deoxycholate (NaDC) aggregates was measured. RTP of Pd-meso-tetrakis (4-carboxyphenyl) porphyrin (Pd-TCPP) was obviously enhanced in NaDC-aggregates mediated by alkaline earth metal (AEM). Under the same experimental conditions, Ca(2+), Ba(2+) and Mg(2+) induced 200, 90 and 24 times greater enhancement in RTP of Pd-TCPP, respectively. It is ascribed to form the complex of NaDC-aggregate/AEM/Pd-TCPP in the system. The positively charged AEM has a strong capability of co-ordination with negatively charged carboxyl groups of NaDC and Pd-TCPP. The phosphor Pd-TCPP is confined in rigid NaDC-aggregates/AEM system by the coordination which decreases the probability of collision of phosphor with quenchers such as dissolved oxygen molecules and prolongs the lifetime of the phosphor on the triplet state. Long excited-state lifetimes resulted in great enhancement of Pd-TCPP phosphorescence. Observations by optical microscope showed that specific fan-like structures of NaDC were formed under the influence of AEM. Surface tension measurements supported a close interaction between Ca(2+) ions and anion aggregates of NaDC with 1:1 stoichiometric ratio. Due to its outstanding RTP behavior in NaDC-aggregates induced by Ca(2+), Pd-TCPP was used as a RTP probe to detect bovine serum albumin (BSA). A broad linear range from 1.0 × 10(-9) to 9.0 × 10(-7) g mL(-1) was obtained. Detection limit is 2.6 × 10(-11) g mL(-1), the relative standard deviation (n = 6) is 2.3% for 2.0 × 10(-9) g mL(-1) BSA.

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“…Many photosensitizer molecules (such as porphyrins and ruthenium complexes) have been used to generate a guanine cation radical G •+ (hole) in the DNA strand. ,,, 5,10,15,20-Tetra(1-methyl-4-pyridino)porphyrin tetra( p -toluenesulfonate) (H 2 TMPyP) and its metal derivatives are a biologically important class of photoactive compounds. Three distinct binding modes have been described for the interaction of porphyrins with DNA (Figure a), namely, intercalation between the base pairs, outside groove binding, and outside binding with self-stacking. − In addition, porphyrins may form complexes with mononucleotides by hydrophobic van der Waals and electrostatic interactions. , Photoinduced ET between the porphyrin molecules and DNA can be complicated, which calls for a detailed understanding of the ET mechanisms. Ultrafast interactions of excited H 2 TMPyP with DNA were investigated using picosecond and nanosecond transient absorption (TA) spectroscopy, but no direct spectroscopic evidence for the generation of G •+ has been offered …”

Section: Introductionmentioning

confidence: 99%

Photoinduced Electron Transfer between DNA and Water-Soluble Porphyrins

Wang

et al. 2021

J. Phys. Chem. B

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Photophysical properties of five kinds of porphyrins (H2TMPyP, ZnTMPyP, PdTMPyP, H2TPPS, and ZnTPPS) complexed with model DNAs (ctDNA and dGMP) have been investigated using steady-state absorption, circular dichroism (CD), and femtosecond transient absorption spectroscopy. Upon addition of ctDNA (or dGMP), larger hypochromism and red shifts are observed for H2TMPyP and PdTMPyP compared to the other samples. The steady-state measurements have suggested that the binding modes of H2TMPyP-ctDNA and PdTMPyP-ctDNA are partial intercalation and full intercalation, respectively, while ZnTMPyP-ctDNA shows outside groove binding. No significant interaction was observed between both H2TPPS and ZnTPPS with two kinds of DNA. Upon excitation of the porphyrins into the higher excited state S2 (Soret band), the appearance of the transient absorption from ∼500 to ∼620 nm at about 0.05 ps in H2TMPyP-ctDNA, H2TMPyP-dGMP, and PdTMPyP-dGMP indicates the occurrence of the electron transfer (ET) from guanine to H2TMPyP and PdTMPyP. The forward ET are extremely fast (k f ≥ 1.0 × 1013 s–1), and the backward ET rates are ∼5.6 × 1012 and ∼4.0 × 1012 s–1, respectively. The complexation with DNA may lead to the shorter lifetime of the fluorescence of H2TMPyP and PdTMPyP.

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Room-Temperature Phosphorescent Palladium−Porphine Probe for DNA Determination

Cited by 25 publications

References 26 publications

Investigation of the interactions between Pt(II) and Pd(II) derivatives of 5,10,15,20-tetrakis (N-methyl-4-pyridyl) porphyrin and G-quadruplex DNA

Investigation of the interactions between Pt(II) and Pd(II) derivatives of 5,10,15,20-tetrakis (N-methyl-4-pyridyl) porphyrin and G-quadruplex DNA

Enhancement of Palladium‐Porphyrin Room Temperature Phosphorescence by Alkaline Earth Metal in Deoxycholate Aggregates Solution

Photoinduced Electron Transfer between DNA and Water-Soluble Porphyrins

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