Thermochemistry of solution of some quaternized derivatives of tetra(4-pyridyl)porphine in water

Березин, М. Б.; Березина, Н.М.; Semeikin, А. S.; V’yugin, A. I.

doi:10.1134/s1070363207110199

Cited by 16 publications

(5 citation statements)

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“…Thereafter, the resulting porphyrin was subject to methylation with methyl iodide, resulting in the final product TMPyP after short purification processes. 1 H and 13 C nuclear magnetic resonance (NMR) spectra matched with the literature [21] and confirmed the success of the synthesis (see supporting information). Importantly, it should be emphasized that the porphyrin used in this work relied on only the standard porphyrin core for complexation and sensing, thus making it much more practical for real applications.…”

Section: Synthesis and Properties Of Tmpypsupporting

confidence: 73%

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu²⁺ Ion from a Pyridinium Porphyrin

2018

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A cationic porphyrin, 5,10,15,20‐tetrakis(1‐methyl‐4‐pyridinio)porphyrin tetraiodide (TMPyP) was reported herein to exert selective, turn‐off fluorescence when complexed with Cu2+ ion. Although discernible spectroscopic changes of charged porphyrins with various metal ions were previously utilized as colorimetric sensors, the application of fluorescence quenching of charged porphyrins with Cu2+ ion has never been investigated in much detail before. Coupled with the ease of synthesis, the finding led to a construction of a simple paper‐based sensor for Cu2+ with good selectivity and sensitivity, with a limit of detection at 0.16 ppm, which is below the recommended amount in drinking water. Notably, this performance could be achieved with the need of only a handheld UV lamp and a smartphone or a compact camera, both of which are now considered to be highly accessible. Thanks to the simplicity of all involved processes, this study highlights a unique way in creating a new practical and economical sensor for Cu2+ ion.

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Section: Synthesis and Properties Of Tmpypsupporting

confidence: 73%

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu²⁺ Ion from a Pyridinium Porphyrin

2018

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“…Tetra(4-pyridyl)porphyrin and its HCl salt were synthesized according to literature procedures. ,, All other reagents were used as received from commercial suppliers; reactions were carried out under aerobic conditions. The CHN analysis was performed on an Elementar CHN analyzer.…”

Section: Experimental Methodsmentioning

confidence: 99%

Color Change Effect in an Organic–Inorganic Hybrid Material Based on a Porphyrin Diacid

et al. 2016

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“…Tetracarboxymethyl porphyrins, including ZnP1 (Supplementary Figure S1), were synthesized (21,22) and their DNA binding properties were described by us earlier (22–24). Here, we focus on the mechanism of the interaction between the ZnP1 porphyrin and the telomeric sequence and its ability to light-induce oxidation of guanines within different G4 conformations.…”

Section: Introductionmentioning

confidence: 99%

Light-induced oxidation of the telomeric G4 DNA in complex with Zn(II) tetracarboxymethyl porphyrin

et al. 2016

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Structure-specific ligands are convenient tools for the recognition, targeting or probing of non-canonical DNA structures. Porphyrin derivatives exhibit a preference for interaction with G-quadruplex (G4) structures over canonical duplex DNA and are able to cause photoinducible damage to nucleic acids. Here, we show that Zn(II) 5,10,15,20-tetrakis(N-carboxymethyl-4-pyridinium)porphyrin (ZnP1) interacts with different conformations of the telomeric sequence d(TAGGG(TTAGGG)3) at submicromolar concentrations without any detectible disturbance of the particular fold. Among different folds, potassium (3+1) hybrid G4-structure. reveal the highest affinity to ZnP1. The pattern of guanine oxidation is specific for each telomeric DNA conformation and may serve as an additional tool for probing the G4 topology. The potassium (3+1) and parallel G4 conformations are more susceptible to light-induced oxidation than the sodium G4 conformation or double helix of the telomeric DNA. The major products of the guanine modifications are spiroiminodihydantoin (Sp) and 8-oxoguanine (8-oxoG). ZnP1-induced oxidation of guanines results in the structural rearrangement of parallel and (3+1) G4 conformations yielding an antiparallel-like G4 conformation. The mechanism of the observed light-induced conformational changes is discussed.

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Thermochemistry of solution of some quaternized derivatives of tetra(4-pyridyl)porphine in water

Cited by 16 publications

References 1 publication

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu²⁺ Ion from a Pyridinium Porphyrin

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu²⁺ Ion from a Pyridinium Porphyrin

Color Change Effect in an Organic–Inorganic Hybrid Material Based on a Porphyrin Diacid

Light-induced oxidation of the telomeric G4 DNA in complex with Zn(II) tetracarboxymethyl porphyrin

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Thermochemistry of solution of some quaternized derivatives of tetra(4-pyridyl)porphine in water

Cited by 16 publications

References 1 publication

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu2+ Ion from a Pyridinium Porphyrin

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu2+ Ion from a Pyridinium Porphyrin

Color Change Effect in an Organic–Inorganic Hybrid Material Based on a Porphyrin Diacid

Light-induced oxidation of the telomeric G4 DNA in complex with Zn(II) tetracarboxymethyl porphyrin

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Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu²⁺ Ion from a Pyridinium Porphyrin

Fabrication of a Paper‐Based Turn‐Off Fluorescence Sensor for Cu²⁺ Ion from a Pyridinium Porphyrin