Determination of the singlet oxygen quantum yield of bacteriochlorin a: a comparative study in phosphate buffer and aqueous dispersion of dimiristoyl-l-α-phosphatidylcholine liposomes

Hoebeke, Maryse; Damoiseau, Xavier

doi:10.1039/b201081j

Cited by 91 publications

(76 citation statements)

References 20 publications

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“…The aggregation process is, as previously observed for other sensitizers like Bacteriochlorin a 39 , associated with a decrease of singlet oxygen production. For PPME, Φ( 1 O 2 ) was about 0.2 in ethanol and 0.13 in liposomes while in PBS, where the dye was stongly aggregated, there was no detectable production of 1 O 2 .…”

Section: Discussionsupporting

confidence: 53%

“…The incorporation of a photosensitizer in the lipidic bilayer of liposomes enhanced the singlet oxygen quantum yield 39 . Because of diffusion, the rate of 1 O 2 deactivation by the solvent , k d , must take into account the heterogeneity of the environment 45,46 .…”

Section: Singlet Oxygen Production During Ppme Irradiationmentioning

confidence: 99%

“…This properties is of importance due to its relation with the photodynamic activity of hydrophobic photosensitizers 39 . It is thus of importance to detail the aggregation properties of PPME.…”

Section: Aggregation Processmentioning

confidence: 99%

“…The 1 O 2 -scavenger used was DMA for solubilization in ethanol and DMPC liposomes and ADPA for PBS solutions. Φ PPME ( 1 O 2 ) in ethanol was obtained by comparing the decay slopes of DMA in the presence of photoexcited PPME to the decay slope in the presence of RB 39 ( Fig.6A) as described in section Materials and methods. The kinetics was of first order ( Fig.…”

Section: Singlet Oxygen Production During Ppme Irradiationmentioning

confidence: 99%

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Physical and chemical properties of pyropheophorbide-a methyl ester in ethanol, phosphate buffer and aqueous dispersion of small unilamellar dimyristoyl-l-α-phosphatidylcholine vesicles

Delanaye

Bahri

Tfibel

et al. 2006

Photochem Photobiol Sci

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This submission was created using the RSC Article Template (DO NOT DELETE THIS TEXT) (LINE INCLUDED FOR SPACING ONLY -DO NOT DELETE THIS TEXT)The aggregation process of pyropheophorbide-a methyl ester (PPME), a second generation photosensitizer, was investigated in various solvents. Absorption and fluorescence spectra showed that the photosensitizer was under a monomeric form in ethanol as well as in dimyristoyl-L-α-phosphatidylcholine liposomes while it was strongly aggregated in phosphate buffer. A quantitative determination of reactive oxygen species production by PPME in these solvents has been undertaken by electron spin resonance associated with spin trapping technique and absorption spectroscopy. In phosphate buffer, both electron spin resonance and absorption measurements led to the conclusion that singlet oxygen production was not detectable while hydroxyl radical production was very weak. In liposomes and ethanol, singlet oxygen and hydroxyl radical production increased highly; the singlet oxygen quantum yield was determined to be 0.2 in ethanol and 0.13 in liposomes. The hydroxyl radical production origin was also investigated. Singlet oxygen was formed from PPME triplet state deactivation in presence of oxygen. Indeed, the triplet state formation quantum yield of PPME was found to be about 0.23 in ethanol, 0.15 in liposomes (too small to be measured in PBS).

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Section: Discussionsupporting

confidence: 53%

Section: Singlet Oxygen Production During Ppme Irradiationmentioning

confidence: 99%

Section: Aggregation Processmentioning

confidence: 99%

Section: Singlet Oxygen Production During Ppme Irradiationmentioning

confidence: 99%

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Physical and chemical properties of pyropheophorbide-a methyl ester in ethanol, phosphate buffer and aqueous dispersion of small unilamellar dimyristoyl-l-α-phosphatidylcholine vesicles

Delanaye

Bahri

Tfibel

et al. 2006

Photochem Photobiol Sci

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“…The number of heavy halogen atoms (4 iodine and 4 chlorine atoms) means that RB has a singlet oxygen quantum yield of about 0.86 (27). In fact, RB is often used as a standard in determinations of singlet oxygen quantum yields (28).…”

Section: Discussionmentioning

confidence: 99%

Potassium iodide potentiates antimicrobial photodynamic inactivation mediated by Rose Bengal: in vitro and in vivo studies

Wen

Zhang

Szewczyk

et al. 2018

Light-Based Diagnosis and Treatment of Infectious Diseases

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Rose bengal (RB) is a halogenated xanthene dye that has been used to mediate antimicrobial photodynamic inactivation for several years. While RB is highly active against Gram-positive bacteria, it is largely inactive in killing Gram-negative bacteria. We have discovered that addition of the nontoxic salt potassium iodide (100 mM) potentiates green light (540-nm)-mediated killing by up to 6 extra logs with the Gram-negative bacteria Escherichia coli and Pseudomonas aeruginosa, the Gram-positive bacterium methicillin-resistant Staphylococcus aureus, and the fungal yeast Candida albicans. The mechanism is proposed to be singlet oxygen addition to iodide anion to form peroxyiodide, which decomposes into radicals and, finally, forms hydrogen peroxide and molecular iodine. The effects of these different bactericidal species can be teased apart by comparing the levels of killing achieved in three different scenarios: (i) cells, RB, and KI are mixed together and then illuminated with green light; (ii) cells and RB are centrifuged, and then KI is added and the mixture is illuminated with green light; and (iii) RB and KI are illuminated with green light, and then cells are added after illumination with the light. We also showed that KI could potentiate RB photodynamic therapy in a mouse model of skin abrasions infected with bioluminescent P. aeruginosa.

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Photoactive Dye‐Loaded Polymer Materials: A New Cutting Edge for Antibacterial Photodynamic Therapy

Elian,

Méallet,

Versace

2024

Adv Funct Materials

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Healthcare‐associated infections remain a significant health concern, particularly with the emergence of antibiotic resistance. While these antibiotics have saved countless lives, their overuse reduces their efficacy promoting the emergence of multidrug‐resistant (MDR) bacteria. This prompts researchers to explore new alternatives for treating bacteria proliferation. In this context, antibacterial photodynamic therapy (aPDT) has emerged as a promising approach for treating localized infections. It utilizes reactive oxygen species (ROS) as oxidative stress agents, thereby minimizing the risk of developing MDR. The success of aPDT significantly hinges on the careful selection of photosensitizers (PSs) and polymer matrices for the synthesis of polymer‐based photoactive materials. Various light‐absorbing PSs are therefore designed for enhancing ROS production and antimicrobial efficacy. By incorporating PSs into polymer matrices, these materials can harness the light power to generate ROS, destroying bacterial cells upon irradiation. This review aims to provide a comprehensive overview of advancements in this field, specifically focusing on the use of polymer‐based materials. The mechanism of the four main ROS generated in aPDT, the methods used for their detection, and their mode of action against bacteria has been outlined. The recent improvement in polymer‐based aPDT materials and their antibacterial efficacy have been also addressed.

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Determination of the singlet oxygen quantum yield of bacteriochlorin a: a comparative study in phosphate buffer and aqueous dispersion of dimiristoyl-l-α-phosphatidylcholine liposomes

Cited by 91 publications

References 20 publications

Physical and chemical properties of pyropheophorbide-a methyl ester in ethanol, phosphate buffer and aqueous dispersion of small unilamellar dimyristoyl-l-α-phosphatidylcholine vesicles

Physical and chemical properties of pyropheophorbide-a methyl ester in ethanol, phosphate buffer and aqueous dispersion of small unilamellar dimyristoyl-l-α-phosphatidylcholine vesicles

Potassium iodide potentiates antimicrobial photodynamic inactivation mediated by Rose Bengal: in vitro and in vivo studies

Photoactive Dye‐Loaded Polymer Materials: A New Cutting Edge for Antibacterial Photodynamic Therapy

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