A Compilation of Singlet Oxygen Yields from Biologically Relevant Molecules

Redmond, Robert W.; Gamlin, Janet N.

doi:10.1111/j.1751-1097.1999.tb08240.x

Cited by 966 publications

(852 citation statements)

References 285 publications

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“…It is generally accepted that, upon light activation, rose bengal produces singlet oxygen ( 1 O 2 ) in the vicinity of target cells that subsequently die from oxidative stress [30][31][32]. Because singlet oxygen is effective in the nanometer range (20 nm), photosensitizers that tightly bind or penetrate bacterial cells may elicit more antibacterial activity than those producing oxygen derivates nearby cells [14,16,33].…”

Section: Discussionmentioning

confidence: 99%

Rose bengal uptake by E. faecalis and F. nucleatum and light-mediated antibacterial activity measured by flow cytometry

Manoil

Filieri

Schrenzel

et al. 2016

Journal of Photochemistry and Photobiology B: Biology

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Rose bengal uptake by E. faecalis and F. nucleatum and light-mediated antibacterial activity measured by flow cytometry Antibacterial photodynamic therapy (aPDT) using rose bengal (RB) and blue-light kills bacteria through the production of reactive oxygen derivates. However, the interaction mechanism of RB with bacterial cells remains unclear. This study investigated the uptake efficiency and the antibacterial activity of blue light-activated RB against Enterococcus faecalis and Fusobacterium nucleatum. Spectrophotometry and epifluorescence microscopy were used to evaluate binding of RB to bacteria. The antibacterial activity of RB after various irradiation times was assessed by flow cytometry in combination with cell sorting. Uptake of RB increased in a concentration dependent manner in both strains although E. faecalis displayed higher uptake values. RB appeared to bind specific sites located at the cellular poles of E. faecalis and at regular intervals along F. nucleatum. Blue-light irradiation of samples incubated with RB significantly reduced bacterial viability. After incubation with 10 μM RB and 240 s irradiation, only 0.01% (± 0.01%) of E. faecalis cells and 0.03% (±0.03%) of F. nucleatum survived after treatment. This study indicated that RB can bind to E. faecalis and F. nucleatum in a sufficient amount to elicit effective aPDT. Epifluorescence microscopy showed a yet-unreported property of RB binding to bacterial membranes. Flow cytometry allowed the detection of bacteria with damaged membranes that were unable to form colonies on agars after cell sorting.

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Section: Discussionmentioning

confidence: 99%

Rose bengal uptake by E. faecalis and F. nucleatum and light-mediated antibacterial activity measured by flow cytometry

Manoil

Filieri

Schrenzel

et al. 2016

Journal of Photochemistry and Photobiology B: Biology

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“…Its formation was confirmed by direct measurement of the characteristic singlet oxygen phosphorescence emission centered at 1270 nm following irradiation of aerated solutions of chlorin 6. The singlet oxygen quantum yield (ϕ Δ ) was obtained by comparing the sensitized phosphorescence emission spectra from singlet oxygen ( Figure S9 in SI), obtained with optically matched solutions of the samples and that of the reference phenazine 28 (for further details see the experimental section in SI).…”

Section: Acs Medicinal Chemistry Lettersmentioning

confidence: 99%

Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents

Pereira

Laranjo

Casalta-Lopes

et al. 2017

ACS Med. Chem. Lett.

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Novel near-infrared luminescent compounds based on platinum(II) 4,5,6,7-tetrahydropyrazolo[1,5-a]-pyridine-fused chlorins are described. These compounds have high photostability and display light emission, in particular simultaneous fluorescence and phosphorescence emission in solution at room temperature, in the biologically relevant 700−850 nm red and near-infrared (NIR) spectral region, making them excellent materials for biological imaging. The simultaneous presence of fluorescence and phosphorescence emission at room temperature, with the phosphorescence strongly quenched by oxygen whereas fluorescence remains unaffected, allows these compounds to be used as ratiometric oxygen sensors in chemical and biological media. Both steady-state (fluorescence vs phosphorescence intensities) and dynamic (dependence of phosphorescence lifetimes upon oxygen concentration) luminescence approaches can be used. Photocytotoxicity studies against human melanocytic melanoma cells (A375) indicate that these compounds display potential as photosensitizers in photodynamic therapy.

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“…The value of Φ MB Δ (∼0.5) appears to be independent of the solvent and concentration range. 90,93 We chose the recommended value of 0.50 54 and a good reproducibility of Φ MB Δ was achieved in the given concentration range for our data (see Table 4, entry set 1).…”

Section: Photocatalytic Studiesmentioning

confidence: 99%

“…Table 4 for explicit data) are indicated as follows: (-) < (---) < (⋯). Table 4 Sensitizer concentration and light harvesting parameters (absorbance A at given wavelength and absorption area correction factor F area ), pseudo-first-order kinetics parameters of DHN consumption (k obs , v initl ), quantum yield for O 2 ( 1 Δ g ) generation (Φ Δ ) and yields of Juglone using complexes 1-5, the ATT ligand, and MB (=reference standard 54,90 ) as well as Ru(bpy) 3 2+ as photo-catalysts…”

Section: Photocatalytic Studiesmentioning

confidence: 99%

A study of acridine and acridinium-substituted bis(terpyridine)zinc(ii) and ruthenium(ii) complexes as photosensitizers for O2 (1Δg) generation

Eberhard

Peuntinger

Rath

et al. 2014

Photochem Photobiol Sci

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The homoleptic zinc(II) and ruthenium(II) metal complexes of bis(tridentate) 9-acridine and 10-methyl-9-acridinium-substituted terpyridines were tested for their suitability as triplet photosensitizers (PS) using the photooxidation of 1,5-dihydroxynaphthalene (DHN) to Juglone as a model reaction. Singlet oxygen (O 2 1 Δ g ) generation is superior or comparable to Ru(bpy) 3 2+ for the acridine complexes, whereas the acridinium complexes are ineffective. The molecular structure of the bis(9-(5-([2,2':is determined by X-ray structure analysis, whereas for other complexes DFT calculations were performed for structural parameters to obtain insights into their electronic properties.

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A Compilation of Singlet Oxygen Yields from Biologically Relevant Molecules

Cited by 966 publications

References 285 publications

Rose bengal uptake by E. faecalis and F. nucleatum and light-mediated antibacterial activity measured by flow cytometry

Rose bengal uptake by E. faecalis and F. nucleatum and light-mediated antibacterial activity measured by flow cytometry

Platinum(II) Ring-Fused Chlorins as Near-Infrared Emitting Oxygen Sensors and Photodynamic Agents

A study of acridine and acridinium-substituted bis(terpyridine)zinc(ii) and ruthenium(ii) complexes as photosensitizers for O2 (1Δg) generation

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