Singlet oxygen produced by quasi-continuous photo-excitation of hypericin in dimethyl-sulfoxide

Varchola, J.; Želonková, K.; Chorvát, D.; Jancura, Daniel; Miškovský, Pavol; Bánó, Gregor

doi:10.1016/j.jlumin.2016.04.020

Cited by 23 publications

(15 citation statements)

References 43 publications

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“…[42,43] An analogous situation was observed in DMSO, resulting in average lifetimes in a range of 6.9-9.6 μs which corresponds with the literature value of 5.6 μs. [44,45] However, other reported values for DMSO can be found ranging up to 19 μs. [46] These discrepancies between 1 O 2 lifetimes were extensively discussed by Oelckers et al and they might be caused by factors such as different measurement methods, apparatus sensitivity, solvent quality, temperature, or light source potency.…”

Section: Singlet Oxygen Quantum Yieldmentioning

confidence: 97%

One‐Photon and Two‐Photon Photophysical Properties of Tetrafunctionalized 5,10,15,20‐tetrakis(m‐hydroxyphenyl)chlorin (Temoporfin) Derivatives as Potential Two‐Photon‐Induced Photodynamic Therapy Agents

et al. 2022

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Photodynamic therapy (PDT) is a cancer treatment, which exploits a photosensitizing drug and light to produce reactive oxygen species that can cause selective damage to the target tissue. The second‐generation photosensitizer 5,10,15,20‐tetrakis(m‐hydroxyphenyl)chlorin (m‐THPC) is a widely used, clinically tested, and commercially available drug with the market formulation known as Foscan. m‐THPC was used as a starting point to obtain a library of compounds with improved optical properties. Substitution, esterification and Sonogashira coupling reactions were employed to modify the m‐THPC skeleton. Aldehyde and carboxylic acid moieties provided the possibility to enhance the two‐photon absorption (TPA) cross‐section while being suitable synthetic handles in the design of drug delivery systems. Characterization of their linear photophysical properties (fluorescence quantum yield, fluorescence lifetime and singlet oxygen quantum yield) was followed by the evaluation of their potential use in a non‐linear absorption regime. The calculated TPA cross‐section values indicate even a 2.6‐fold enhancement at the TPA maximum (69.3±10.0 GM), compared to m‐THPC (26.7±4.0 GM), which proves that functionalization of the m‐THPC core leads to the improvement of the non‐linear optical properties. Thus, tetrafunctionalized m‐THPC derivatives are promising candidates for application in two‐photon induced PDT.

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Section: Singlet Oxygen Quantum Yieldmentioning

confidence: 97%

One‐Photon and Two‐Photon Photophysical Properties of Tetrafunctionalized 5,10,15,20‐tetrakis(m‐hydroxyphenyl)chlorin (Temoporfin) Derivatives as Potential Two‐Photon‐Induced Photodynamic Therapy Agents

et al. 2022

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“…The diffusion coefficient of superoxide anion in DMSO is 1.08x10 −5 cm 2 .s −1[13] and therefore the diffusion of lithium superoxide ion pair,LiO 2 , is limited to few hundred micrometers close to the carbon electrode where the disproportionation can take place at significant rate. Furthermore, the singlet oxygen lifetime in DMSO is 5.5 μs and therefore the DMA fluorescence quenching arises from a solution adjacent to the carbon cathode.…”

Section: Figurementioning

confidence: 99%

Singlet Oxygen Formation during the Oxygen Reduction Reaction in DMSO LiTFSI on Lithium Air Battery Carbon Electrodes

2019

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Formation of singlet oxygen,1O2, during the O2 electroreduction reaction (ORR) on carbon electrode in Lithium bis‐(tri‐fluoromethylsulfonyl)imide (LiTFSI) dimethyl sulfoxide (DMSO) electrolyte has been detected “in‐operando” by fluorescence quenching of 9,10‐dimethylanthracene, DMA. Furthermore, the formation of 1O2 during ORR requires Li+ ions, while in the presence of the efficient physical 1O2 quencher, sodium azide, DMA fluorescence quenching is negligible. Addition of Li+ ions to superoxide solution in DMSO formed by ORR enhances DMA quenching, which is a proof that 1O2 results from superoxide bimolecular disproportionation.

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“…By contrast, it is well dissolved in polar organic substances including acetone, ethanol, and dimethyl sulfoxide (DMSO). In this case, Hyp possess a strong fluorescence and high quantum yield of singlet oxygen formation (8,9).…”

Section: Introductionmentioning

confidence: 99%

Formation of Large Hypericin Aggregates in Giant Unilamellar Vesicles—Experiments and Modeling

Joniová

Rebič

Strejčková

et al. 2017

Biophysical Journal

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The incorporation of hypericin (Hyp) from aqueous solutions into giant unilamellar vesicle (GUV) membranes has been studied experimentally and by means of kinetic Monte Carlo modeling. The time evolution of Hyp fluorescence originating from Hyp monomers dissolved in the GUV membrane has been recorded by confocal microscopy and while trapping individual GUVs in optical tweezers. It was shown that after reaching a maximum, the fluorescence intensity gradually decreased toward longer times. Formation of oversized Hyp clusters has been observed on the GUV surface at prolonged time. A simplified kinetic Monte Carlo model is presented to follow the aggregation/dissociation processes of Hyp molecules in the membrane. The simulation results reproduced the basic experimental observations: the scaling of the characteristic fluorescence decay time with the vesicle diameter and the buildup of large Hyp clusters in the GUV membrane.

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Singlet oxygen produced by quasi-continuous photo-excitation of hypericin in dimethyl-sulfoxide

Cited by 23 publications

References 43 publications

One‐Photon and Two‐Photon Photophysical Properties of Tetrafunctionalized 5,10,15,20‐tetrakis(m‐hydroxyphenyl)chlorin (Temoporfin) Derivatives as Potential Two‐Photon‐Induced Photodynamic Therapy Agents

One‐Photon and Two‐Photon Photophysical Properties of Tetrafunctionalized 5,10,15,20‐tetrakis(m‐hydroxyphenyl)chlorin (Temoporfin) Derivatives as Potential Two‐Photon‐Induced Photodynamic Therapy Agents

Singlet Oxygen Formation during the Oxygen Reduction Reaction in DMSO LiTFSI on Lithium Air Battery Carbon Electrodes

Formation of Large Hypericin Aggregates in Giant Unilamellar Vesicles—Experiments and Modeling

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