&lt;title&gt;Time-resolved fluorescence studies of porphycene and tetrasulfonated phthalocyanine dyes in varying solvents&lt;/title&gt;

Gundy, Sarah L.; Putten, Wilhelm J. M. van der; Shearer, A.; Ryder, Alan G.; Ball, M.

doi:10.1117/12.447154

Cited by 7 publications

(5 citation statements)

References 21 publications

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“…Endogenous chromophores already present in tissue can hinder the observation of emission related solely to the desired photosensitizer due to similar emission wavelengths of the endogenous chromophores. However porphyrins fluorescence lifetimes are significantly longer than fluorescence lifetimes of endogenous components [36] and time-resolved evaluation of observed light establishes a reliable method to distinguish between photosensitizers and endogenous chromophores [36][37][38].…”

Section: Resultsmentioning

confidence: 99%

Physicochemical properties of potential porphyrin photosensitizers for photodynamic therapy

Kempa

Kozub

Kimball

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Section: Resultsmentioning

confidence: 99%

Physicochemical properties of potential porphyrin photosensitizers for photodynamic therapy

Kempa

Kozub

Kimball

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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“…Because various types of related effects, like auto fluorescence of tissues, makes it difficult to quantify the intensity in detection images during fluorescence diagnosis, it is important to measure the characteristic fluorescence lifetimes of such fluorophores to consider their potential use as diagnostic agents. If the lifetimes of such molecules will be relatively longer compared to the auto fluorescence lifetime, it will be helpful during the measurements inside cells 25…”

Section: Resultsmentioning

confidence: 99%

“…If the lifetimes of such molecules will be relatively longer compared to the auto fluorescence lifetime, it will be helpful during the measurements inside cells. [25] The fluorescence lifetime measurements (TCSPC data; Table 4) have a general pattern in the exponential decay. The Zn II complexes (2 a-4 a and 2 b-4 b; 8 a-10 a, and 8 b-10 b) of the chlorin e 6 and protoporphyrin IX series or the corresponding free bases follow a similar pattern of decay.…”

Section: Intermentioning

confidence: 98%

Synthesis of New Chlorin e₆Trimethyl and Protoporphyrin IX Dimethyl Ester Derivatives and Their Photophysical and Electrochemical Characterizations

Menezes

Faustino

Oliveira

et al. 2014

Chemistry A European J

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In view of increasing demands for efficient photosensitizers for photodynamic therapy (PDT), we herein report the synthesis and photophysical characterizations of new chlorin e6 trimethyl ester and protoporphyrin IX dimethyl ester dyads as free bases and Zn(II) complexes. The synthesis of these molecules linked at the β-pyrrolic positions to pyrano[3,2-c]coumarin, pyrano[3,2-c]quinolinone, and pyrano[3,2-c]naphthoquinone moieties was performed by using the domino Knoevenagel hetero Diels-Alder reaction. The α-methylenechromanes, α-methylenequinoline, and ortho-quinone methides were generated in situ from a Knoevenagel reaction of 4-hydroxycoumarin, 4-hydroxy-6-methylcoumarin, 4-hydroxy-N-methylquinolinone, and 2-hydroxy-1,4-naphthoquinone, respectively, with paraformaldehyde in dioxane. All the dyads as free bases and as Zn(II) complexes were obtained in high yields. All new compounds were fully characterized by 1D and 2D NMR techniques, UV/Vis spectroscopy, and HRMS. Their photophysical properties were evaluated by measuring the fluorescence quantum yield, the singlet oxygen quantum yield by luminescence detection, and also the triplet lifetimes were correlated by flash photolysis and intersystem crossing (ISC) rates. The fluorescence lifetimes were measured by a time-correlated single photon count (TCSPC) method, fluorescence decay associated spectra (FDAS), and anisotropy measurements. Magnetic circular dichroism (MCD) and circular dichroism (CD) spectra were recorded for one Zn(II) complex in order to obtain information, respectively, on the electronic and conformational states, and interpretation of these spectra was enhanced by molecular orbital (MO) calculations. Electrochemical studies of the Zn(II) complexes were also carried out to gain insights into their behavior for such applications.

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“…Fluorescence lifetimes were recorded in 1 cm pathlength quartz cuvettes using the Time Correlated Single Photon Counting (TCSPC) technique with a system that was assembled in house. 8,9 X,Y,Z Stage …”

Section: Photophysical Properties Of Phthalocyanine Derivativesmentioning

confidence: 99%

Time-gated fluorescence imaging of chloroaluminum phthalocyanine tetrasulfonate in a tissue phantom

et al. 2003

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Phthalocyanine derivatives are currently under investigation for use in Photodynamic Therapy, which is a promising treatment for cancer. These materials, which display preferential uptake in cancerous cells, also exhibit high fluorescence yields, and can be used for tumour detection. Problems with steady-state fluorescence techniques such as background autofluorescence can be eliminated by the use of time-resolved techniques. Improved contrast can be obtained with time-resolved techniques because of the differing lifetimes between endogenous and exogenous photosensitisers. An imaging system was constructed using a fast (200 psec) gated CCD camera and a pulsed 635 nm laser diode. A tissue phantom was assembled to test the system by drilling thirty-six wells of varying diameter and depth (10 mm to 1 mm) into a block of polymethyl methacrylate (PMMA). The system was used to record images of chloroaluminum phthalocyanine tetrasulfonate within the wells at differing concentrations in phosphate buffer. A mixture of 1) Intralipid to mimic tissue scatter, 2) Evans blue to mimic tissue absorption, and 3) zinc phthalocyanine tetrasulfonate to mimic healthy tissue autofluorescence of varying depth was placed on top of the PMMA block. These results contribute to the precision of a time-gated imaging system to image living organisms using fluorescence lifetimes.

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<title>Time-resolved fluorescence studies of porphycene and tetrasulfonated phthalocyanine dyes in varying solvents</title>

Cited by 7 publications

References 21 publications

Physicochemical properties of potential porphyrin photosensitizers for photodynamic therapy

Physicochemical properties of potential porphyrin photosensitizers for photodynamic therapy

Synthesis of New Chlorin e₆Trimethyl and Protoporphyrin IX Dimethyl Ester Derivatives and Their Photophysical and Electrochemical Characterizations

Time-gated fluorescence imaging of chloroaluminum phthalocyanine tetrasulfonate in a tissue phantom

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<title>Time-resolved fluorescence studies of porphycene and tetrasulfonated phthalocyanine dyes in varying solvents</title>

Cited by 7 publications

References 21 publications

Physicochemical properties of potential porphyrin photosensitizers for photodynamic therapy

Physicochemical properties of potential porphyrin photosensitizers for photodynamic therapy

Synthesis of New Chlorin e6Trimethyl and Protoporphyrin IX Dimethyl Ester Derivatives and Their Photophysical and Electrochemical Characterizations

Time-gated fluorescence imaging of chloroaluminum phthalocyanine tetrasulfonate in a tissue phantom

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Synthesis of New Chlorin e₆Trimethyl and Protoporphyrin IX Dimethyl Ester Derivatives and Their Photophysical and Electrochemical Characterizations