Self-assemblies of tricationic porphyrin on inorganic polyphosphate

Zozulya, Victor; Ryazanova, Olga; Voloshin, Igor; Ilchenko, Mykola; Dubey, I. Ya.; Glamazda, A. Yu.; Karachevtsev, V. A.

doi:10.1016/j.bpc.2013.11.006

Cited by 6 publications

(11 citation statements)

References 33 publications

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“…Another shift observed in the band at 1361 cm –1 is assigned to ν s (C α –N) + δ(C β –H) . These shifts can be attributed to the CT complex formed between the TMAP and the surface of ZnO NPs. ,, …”

Section: Resultsmentioning

confidence: 91%

“…44 These shifts can be attributed to the CT complex formed between the TMAP and the surface of ZnO NPs. 42,46,47 Time-Resolved Spectroscopy. Femtosecond transient absorption information was collected using an Ultrafast Systems Helios UV−NIR spectrometer integrated with a Ti:sapphire femtosecond regenerative amplifier operating at 800 nm with 35 fs pulses and a repetition rate of 1 kHz.…”

Section: Resultsmentioning

confidence: 99%

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Remarkable Fluorescence Enhancement versus Complex Formation of Cationic Porphyrins on the Surface of ZnO Nanoparticles

et al. 2014

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Fluorescence enhancement of organic fluorophores shows tremendous potential to improve image contrast in fluorescence-based bioimaging. Here, we present an experimental study of the interaction of two cationic porphyrins, meso-tetrakis(1-methylpyridinium-4-yl)porphyrin chloride (TMPyP) and meso-tetrakis(4- N,N ,N-trimethylanilinium)porphyrin chloride (TMAP), with cationic surfactant-stabilized zinc oxide nanoparticles (ZnO NPs) based on several steady-state and time-resolved techniques. We show the first experimental measurements demonstrating a clear transition from pronounced fluorescence enhancement to charge transfer (CT) complex formation by simply changing the nature and location of the positive charge of the meso substituent of the cationic porphyrins. For TMPyP, we observe a sixfold increase in the fluorescence intensity of TMPyP upon addition of ZnO NPs. Our experimental results indicate that the electrostatic binding of TMPyP with the surface of ZnO NPs increases the symmetry of the porphyrin macrocycle. This electronic communication hinders the rotational relaxation of the meso unit and/or decreases the intramolecular CT character between the cavity and the meso substituent of the porphyrin, resulting in the enhancement of the intensity of the fluorescence. For TMAP, on the other hand, the different type and nature of the positive charge resulting in the development of the CT band arise from the interaction with the surface of ZnO NPs. This observation is confirmed by the femtosecond transient absorption spectroscopy, which provides clear spectroscopic signatures of photoinduced electron transfer from TMAP to ZnO NPs.

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Section: Resultsmentioning

confidence: 91%

Section: Resultsmentioning

confidence: 99%

Remarkable Fluorescence Enhancement versus Complex Formation of Cationic Porphyrins on the Surface of ZnO Nanoparticles

et al. 2014

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“…After P/D>1 the fluorescence intensity starts to increase, that evidences predomination of another binding mode. It is known that emission of tricationic TMPyP 3+ porphyrin dimers externally bound to single strand of inorganic polyphosphate, poly(P), has emission quenched up to 0.34 from initial (Table 1) [48] (this type of binding was observed at high P/D). Since for Zn conjugate bound to poly(G) minimal I/I o =0.35 was registered at P/D=1, we can conclude that Coulomb interaction prevails only at very low P/D values: positively charged methylpyridil groups of the porphyrin bind to negatively charged phosphate groups of poly(G), but formation of long π-stacks does not occurs due to steric hindrance induces by zinc axial ligand.…”

Section: Discussionmentioning

confidence: 95%

Binding of Metallated Porphyrin-Imidazophenazine Conjugate to Tetramolecular Quadruplex Formed by Poly(G): a Spectroscopic Investigation

et al. 2015

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The binding of telomerase inhibitor ZnTMPyP(3+)-ImPzn, Zn(II) derivative of tricationic porphyrin-imidazophenazine conjugate, to tetramolecular quadruplex structure formed by poly(G) was studied in aqueous solutions at neutral pH and near physiological ionic strength using absorption and polarized fluorescent spectroscopy techniques. Three binding modes were determined from the dependences of the fluorescence intensity and polarization degree for the porphyrin and phenazine moieties of the conjugate on molar polymer-to-dye ratio (P/D). The first one is outside electrostatic binding of positively charged porphyrin fragments to anionic phosphate groups of the polymer which prevails only at very low P/D values and manifests itself by substantial fluorescence quenching. It is suggested that the formation of externally bound porphyrin dimers occurs. The other two binding modes observed at high P/D are embedding of the ZnTMPyP(3+) moiety into the groove of poly(G) quadruplex accompanied by more than 3-fold enhancement of the conjugate emission, and simultaneous intercalation of the phenazine fragment between the guanine bases accompanied by the increase of its fluorescence polarization degree up to 0.25. Thus Zn(II) conjugate seems to be promising ligand for the stabilization of G-quadruplex structures since porphyrin binding to poly(G) is strengthened by additional intercalation of phenazine moiety.

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“…4 These undesirable aggregation-caused quenching (ACQ) characteristics of many commonly used PSs have become a major bottleneck for efficient PDT. 5 To overcome this limitation, either chemical approaches by the introduction of the spatial framework, 6,7 or steric hindrance groups to separate planar porphyrin unit, 8 or physical approaches by the encapsulation of porphyrins into inorganic/organic carriers 9,10 have been developed to prevent ACQ over the past years. Nevertheless, these strategies need complicated chemical synthetic processes or tedious prepara-tion procedures.…”

Section: Introductionmentioning

confidence: 99%

Photosensitizers Dispersed on Nanosized Triterpenoid Matrix with Deaggregation-Enhanced Singlet Oxygen Production

Xie

Shi

et al. 2023

ACS Appl. Mater. Interfaces

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Aggregation-caused quenching (ACQ) effects of photosensitizers severely cut down the generation of quantum yield of singlet oxygen (1O2) for effective photodynamic therapy (PDT). Herein, we accomplish a deaggregation-enhanced 1O2 production strategy by the noncovalent coordination of a clinically applied triterpenoid oleanolic acid (OA) and hematoporphyrin (Hp) via one-step self-assembly, forming a nanosensitizer OH, in which Hp is interspersed on the surface of the OA matrix in a face-to-face manner. The scattered arrangement of Hp held by the OA matrix decreases the π–π aggregation in Hp, leading to a 3.7-fold boost in the intracellular 1O2 yield and high phototoxicity in vitro and in vivo. Moreover, the biologically active OA enables OH to display excellent cellular uptake efficiency (increase by 36-fold), deep tumor penetration, and synergistic antitumor outcome at a low dose. Thus, this simple strategy paves the way for the green development of efficient photosensitizers.

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Self-assemblies of tricationic porphyrin on inorganic polyphosphate

Cited by 6 publications

References 33 publications

Remarkable Fluorescence Enhancement versus Complex Formation of Cationic Porphyrins on the Surface of ZnO Nanoparticles

Remarkable Fluorescence Enhancement versus Complex Formation of Cationic Porphyrins on the Surface of ZnO Nanoparticles

Binding of Metallated Porphyrin-Imidazophenazine Conjugate to Tetramolecular Quadruplex Formed by Poly(G): a Spectroscopic Investigation

Photosensitizers Dispersed on Nanosized Triterpenoid Matrix with Deaggregation-Enhanced Singlet Oxygen Production

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