Spectral-Luminescent Properties of Cationic Indotricarbocyanine Dyes in Cancerous Cells and Solutions

Воропай, Е. С.; Самцов, М. П.; Каплевский, К. Н.; Луговский, А. А.; Alexandrova, E. N.

doi:10.1023/b:japs.0000032872.04743.f6

Cited by 10 publications

(9 citation statements)

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“…The spectral characteristics, the shape and position of the absorption and fluorescence spectra for all the studied dyes in deuterated solvents match the analogous data for conventional solvents. In this case, the photostability of the dyes in the deuterated solvents is more than an order of magnitude lower than for conventional solvents [21]. Accordingly, in order to ensure the reliability of the results obtained in deuterated solvents during the experiment, we monitored the dye concentrations and also repeated the measurements.…”

Section: Methodsmentioning

confidence: 99%

“…At the same time, such a study is important from both a scientific and an applied viewpoint. The applied importance is due to prospects for using these dyes for photochemotherapy of cancer and as biological fluorescent labels [7][8][9], and also because in biological structures, their molecules are mainly found in the form of contact ion pairs [10]. In this case, the efficiency of polymethine dyes as photosensitizers mainly depends on their capability for photoinduced generation of singlet oxygen [11].…”

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Generation of singlet oxygen by indotricarbocyanine dyes in low-polarity media

et al. 2008

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We present the results of a study of the spectral luminescence properties of three groups of indotricarbocyanine dyes, each of which is formed from compounds with the same cation and different anions. In high-polarity solvents, in the absorption and emission spectra of the dyes we see one type of center; in low-polarity solvents, due to the presence of different ionic forms of the dyes (free ions, contact ion pairs), we observe either one type or two types of centers. By analysis of the luminescence of molecular oxygen in the 1.27 µm spectral region, we determined the efficiency of photosensitization of 1 O 2 formation by dyes in deuterated solvents. We have shown that in low-polarity solvents, the yield for singlet oxygen generation is higher for indotricarbocyanine dyes which are found in the contact ion pair state and which also contain a heavy atom (I) in the anion. We have observed that an increase in the fraction of contact ion pairs in solution as the dye concentration increases or when an additional salt is introduced leads to an increase in the quantum yield for generation of singlet oxygen. In polar deuterated acetonitrile, the counterion has no effect on the efficiency of photosensitization of oxygen by the dyes.Introduction. Most polymethine dyes are salts whose molecules in solutions can be found in the form of an equilibrium mixture of several types of ionic forms (free ions, contact and solvent-separated ion pairs) [1]. The equilibrium between these forms is shifted toward an increase in the fraction of one form when the temperature and the nature of the solvent are varied, when the anion is substituted, and when ionic and solvating additives are added to the solution. The state of the ionic equilibrium in solutions has an effect on the processes of dissipation of the electronic excitation energy in the polymethine dye molecules. The fluorescence quantum yield and the fluorescence lifetime of the polymethine dye molecules decrease symbatically with strengthening of the anion-cation interactions [2, 3]. In the ion pairs, the probabilities of torsional vibrations in the polymethine chain are higher and the yield for photoisomerization of the molecules is higher; the degree of vibronic interactions and the probabilities of rotation about bonds are higher as more stable ion pairs are formed [4][5][6].Despite the significant number of publications devoted to study of the photophysical properties of polymethine dyes in different types of solvents, due attention has not been paid to the effect of the state of ionic equilibria on the efficiency of singlet oxygen generation by polymethine dyes. At the same time, such a study is important from both a scientific and an applied viewpoint. The applied importance is due to prospects for using these dyes for photochemotherapy of cancer and as biological fluorescent labels [7][8][9], and also because in biological structures, their molecules are mainly found in the form of contact ion pairs [10]. In this case, the efficiency of polymethine dyes as photosensitizers...

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Section: Methodsmentioning

confidence: 99%

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Generation of singlet oxygen by indotricarbocyanine dyes in low-polarity media

et al. 2008

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“…Radiation from a semi-conducting laser with λ gen = 740.7 nm was used for excitation. The fluorescence quenching kinetics of the dye were analyzed using a pulsed spectrofluorimeter developed in the Spectroscopy Laboratory of A. N. Sevchenko NII PFP (Minsk, Belarus) [27]. The experimental uncertainty of the fluorescence lifetime ∆τ = ±0.1 ns; of the degree of fluorescence polarization, ±0.4%.…”

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Optical properties of new indotricarbocyanine dye as a limiter of laser radiation power

et al. 2007

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We present results of experimental and theoretical studies of the optical characteristics of a new indotricarbocyanine dye that is capable of effectively limiting the power of laser radiation in the visible spectral range. The spectral-luminescent and energy characteristics of the dye molecules and their absorption spectra from the excited state with nanosecond resolution are investigated experimentally. Quantum-chemical methods are used to calculate electronic absorption spectra from the ground (S 0 → S n ) and excited (S 1 → S n ) states and to determine the nature of electronic states of the molecule and the rate constants of intramolecular photophysical processes. The results of the theoretical research agree with experimental data. It is shown that the investigated dye has singlet-singlet absorption at 400-600 nm. Nonlinear absorption of the dye upon excitation by radiation of the second harmonic of a Nd:YAG laser is studied by z-scanning with an open diaphragm. The ratio of dye absorption cross sections from the excited and ground states at 532 nm is determined in the framework of a three-level model. The results are compared with those for previously studied compounds.Introduction. Polymethine dyes (PD) are broadly used in various branches of science and technology, e.g., in the photographic industry as photosensitizers [1], in biology and medicine as fluorescent markers and materials for photochemotherapy [2][3][4], in solar cells [5][6][7] and quantum electronics as passive gates, active media for tunable lasers, and nonlinear materials [8-10], etc. Recently the nonlinear optical properties of PD [11][12][13][14][15] have become especially interesting due to the search for new nonlinear materials for application as limiters of laser radiation power (nonlinear limiters) in the visible spectral region [13,16,17]. The properties of nonlinear optical materials based on organic dyes must satisfy several requirements in order to be highly efficient [18][19][20][21]. A high attenuation coefficient for laser radiation is one of the main parameters for optical limiters. In addition, there must be a low threshold and activation time, a broad dynamic range, high linear transmission in a broad spectral range, and, finally, a long operational lifetime for the active medium. PD in solutions satisfy most of these requirements. Therefore, the search for molecular structures in this class of organic molecules and comprehensive investigations of the optical properties of the most promising compounds used as the active medium of limiters are extremely timely.The limiting properties of solutions of the indotricarbocyanine dye 2-{7-[1,3,5-trimethyl-3-ethyl-2-(1H)-indoliniden]-4-chloro-3,5-trimethylene-1,3,5-heptatrien-1-yl}-1,3,5-trimethyl-3-ethylindolium perchlorate (PD 7098) were previously studied upon excitation by nanosecond pulses of second harmonic radiation from a Nd:YAG laser (532 nm) [21]. Quantum-chemical calculations and experimental investigations of the photophysical properties of this dye were carried out in o...

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“…2) in HeLa cells and in a living organism (taking the absorption of blood components into account). Because the polarity of the medium has a significant influence on the spectral and luminescence characteristics of the class of compounds [19] under study, this agreement suggests identical surroundings for the photosensitizer molecules in vivo and in vitro; thus, the absorption spectra of the photosensitizer for these systems are the same. Hence, as in the case of the HeLa cell culture, the amount of photons absorbed by the photosensitizer per unit volume of tumor in vivo per unit time at λ = 668 nm was kept the same by using radiation with a flux 2.8 greater and at λ = 780 nm, 2.3 times greater, than at λ = 740 nm.…”

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Influence of photon energy on the efficiency of photochemotherapy

Самцов¹,

Voropay

Kaplevsky

et al. 2009

J Appl Spectrosc

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It is found that when indotricarbocyanine dye in HeLa cells is exposed to photons with different energies the efficiency of cell damage is wavelength independent provided the photosensitizer absorbs the same number of photons per unit time. In vivo animal experiments with two strains of tumor show that when the wavelength of the irradiating light is increased (668, 740, and 780 nm) and the number of photons absorbed per unit time per unit volume of the tumors is held constant, the damage depth increases by a factor of 1.5 and 3, respectively. The observed changes are related both to differences in the in vivo tissue optical transmission with increasing wavelength and an increased local concentration of oxygen owing to photodissociation of oxyhemoglobin.Key words: indotricarbocyanine dyes, in vivo, efficiency of photochemotherapy, wavelength of light Introduction. One of the most important parameters in the development of a new generation of sensitizers for photochemotherapy is their ability to be activated by light with wavelengths lying within the transparency region for biological tissues. The absorption bands for these compounds must lie within 700-800 nm [1-6], i.e., in the near IR. It has been shown [7, 8] that, even within the visible, moving to wavelengths with higher transmission in tissues leads to an increase in the depth to which tumors are destroyed. In the meantime, no data comparing the efficiency of photochemotherapy with light in the visible and near IR ranges have been published. This kind of study requires photosensitizers with a sufficiently wide absorption spectrum. The main absorption band of the tricarbocyanine dyes lies in the 600-800 nm range [9, 10] so that the degree of damage to tumors within this spectral range can be compared.Materials and Methods. Tricarbocyanine dye synthesized at the spectroscopy laboratory of the A. N. Sevchenko Institute of Applied Physical Problems [11] was used as a photosensitizer. Studies were carried out on a monolayer of HeLa tumor cells (planocellular cancer of the human uterine cervix) grown in a 199 nutritive medium supplemented with 10% calf blood serum and 100 mg/ml kanamycin. On completion of the light irradiation the flasks were kept in the dark for 20 h with thermostatic regulation at 37

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Spectral-Luminescent Properties of Cationic Indotricarbocyanine Dyes in Cancerous Cells and Solutions

Cited by 10 publications

References 8 publications

Generation of singlet oxygen by indotricarbocyanine dyes in low-polarity media

Generation of singlet oxygen by indotricarbocyanine dyes in low-polarity media

Optical properties of new indotricarbocyanine dye as a limiter of laser radiation power

Influence of photon energy on the efficiency of photochemotherapy

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