Academic literature on the topic 'Cyanines and squaraines'

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Journal articles on the topic "Cyanines and squaraines":

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Dereje, Degnet Melese, Carlotta Pontremoli, Maria Jesus Moran Plata, Sonja Visentin, and Nadia Barbero. "Polymethine dyes for PDT: recent advances and perspectives to drive future applications." Photochemical & Photobiological Sciences 21, no. 3 (February 1, 2022): 397–419. http://dx.doi.org/10.1007/s43630-022-00175-6.

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AbstractIt has been proved that the effectiveness of photodynamic therapy (PDT) is closely related to the intrinsic features of the photosensitizer (PS). Over the recent years, several efforts have been devoted to the discovery of novel and more efficient photosensitizers showing higher efficacy and lower side effects. In this context, squaraine and cyanine dyes have been reported to potentially overcome the drawbacks related to the traditional PSs. In fact, squaraines and cyanines are characterized by sharp and intense absorption bands and narrow emission bands with high extinction coefficients typically in the red and near-infrared region, good photo and thermal stability and a strong fluorescent emission in organic solvents. In addition, biocompatibility and low toxicity make them suitable for biological applications. Despite these interesting intrinsic features, their chemical instability and self-aggregation properties in biological media still limit their use in PDT. To overcome these drawbacks, the self-assembly and incorporation into smart nanoparticle systems are forwarded promising approaches that can control their physicochemical properties, providing rational solutions for the limitation of free dye administration in the PDT application. The present review summarizes the latest advances in squaraine and cyanine dyes for PDT application, analyzing the different strategies, i.e.the self-assembly and the incorporation into nanoparticles, to further enhance their photochemical properties and therapeutic potential. The in vivo assessments are still limited, thus further delaying their effective application in PDT. Graphical abstract
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Dülcks, Thomas, Walter Grahn, Hans-Hermann Johannes, Ulf Lawrentz, Miriam Rittner, Hans-Martin Schiebel, and Peter Schulze. "Mass Spectrometry of Oligomeric Cyanines and Squaraines of the Indole Series: Fast Atom Bombardment-Induced Chemical Reactions." Zeitschrift für Naturforschung B 57, no. 4 (April 1, 2002): 393–98. http://dx.doi.org/10.1515/znb-2002-0405.

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Fast atom bombardment (FAB) has been used for mass spectrometric characterization of oligomeric cyanines and squaraines of the indole series which are linked by different aromatic spacers. Markedly different results were obtained for the oligomers and for the corresponding monomers. In addition to the expected mono-anions and mono-cations, ions of high relative abundance were detected which can only be explained on the basis of FAB-induced chemical reactions of the initial oligomers. Formation of allenes, hydrogenation and dehydrogenation, respectively, is characteristic for this class of compounds under FAB-conditions.
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Lima, Eurico, Renato E. Boto, Diana Ferreira, José R. Fernandes, Paulo Almeida, Luis F. V. Ferreira, Eliana B. Souto, Amélia M. Silva, and Lucinda V. Reis. "Quinoline- and Benzoselenazole-Derived Unsymmetrical Squaraine Cyanine Dyes: Design, Synthesis, Photophysicochemical Features and Light-Triggerable Antiproliferative Effects against Breast Cancer Cell Lines." Materials 13, no. 11 (June 10, 2020): 2646. http://dx.doi.org/10.3390/ma13112646.

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Photodynamic therapy is an innovative treatment approach broadly directed towards oncological diseases. Its applicability and efficiency are closely related to the interaction of three main components, namely a photosensitizer, light and molecular triplet oxygen, which should drive cell death. Recently, several studies have demonstrated that squaraine cyanine dyes have a set of photophysical and photochemical properties that have made of these compounds’ potential photosensitizers for this therapeutic modality. In the present research work, we describe the synthesis and characterization of four quinoline- and benzoselenazole-derived unsymmetrical squaraine cyanine dyes. Except for the precursor of aminosquaraine dyes, i.e., O-methylated derivative, all dyes were evaluated for their behavior and absorption capacity in different organic and aqueous solvents, their ability to form singlet oxygen, their light-stability, and in vitro phototherapeutic effects against two human breast cancer cell cultures (BT-474 and MCF-7). Regardless of the nature of the used solvents, the synthesized dyes showed intense absorption in the red and near-infrared spectral regions, despite the formation of aggregates in aqueous media. Dyes showed high light-stability against light exposure. Despite the low ability to produce singlet oxygen, aminosquaraine dyes demonstrated worthy in vitro phototherapeutic activity.
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Lange, Natalia, Wojciech Szlasa, Jolanta Saczko, and Agnieszka Chwiłkowska. "Potential of Cyanine Derived Dyes in Photodynamic Therapy." Pharmaceutics 13, no. 6 (May 31, 2021): 818. http://dx.doi.org/10.3390/pharmaceutics13060818.

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Photodynamic therapy (PDT) is a method of cancer treatment that leads to the disintegration of cancer cells and has developed significantly in recent years. The clinically used photosensitizers are primarily porphyrin, which absorbs light in the red spectrum and their absorbance maxima are relatively short. This review presents group of compounds and their derivatives that are considered to be potential photosensitizers in PDT. Cyanine dyes are compounds that typically absorb light in the visible to near-infrared-I (NIR-I) spectrum range (750–900 nm). This meta-analysis comprises the current studies on cyanine dye derivatives, such as indocyanine green (so far used solely as a diagnostic agent), heptamethine and pentamethine dyes, squaraine dyes, merocyanines and phthalocyanines. The wide array of the cyanine derivatives arises from their structural modifications (e.g., halogenation, incorporation of metal atoms or organic structures, or synthesis of lactosomes, emulsions or conjugation). All the following modifications aim to increase solubility in aqueous media, enhance phototoxicity, and decrease photobleaching. In addition, the changes introduce new features like pH-sensitivity. The cyanine dyes involved in photodynamic reactions could be incorporated into sets of PDT agents.
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D. Martins, Tiago, Eurico Lima, Renato E. Boto, Diana Ferreira, José R. Fernandes, Paulo Almeida, Luis F. V. Ferreira, Amélia M. Silva, and Lucinda V. Reis. "Red and Near-Infrared Absorbing Dicyanomethylene Squaraine Cyanine Dyes: Photophysicochemical Properties and Anti-Tumor Photosensitizing Effects." Materials 13, no. 9 (May 1, 2020): 2083. http://dx.doi.org/10.3390/ma13092083.

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Photodynamic therapy is a medical modality developed for the treatment of several diseases of oncological and non-oncological etiology that requires the presence of a photosensitizer, light and molecular oxygen, which combined will trigger physicochemical reactions responsible for reactive oxygen species production. Given the scarcity of photosensitizers that exhibit desirable characteristics for its potential application in this therapeutic strategy, the main aims of this work were the study of the photophysical and photochemical properties and the photobiological activity of several dicyanomethylene squaraine cyanine dyes. Thus, herein, the study of their aggregation character, photobleaching and singlet oxygen production ability, and the further application of the previously synthesized dyes in Caco-2 and HepG2 cancer cell lines, to evaluate their phototherapeutic effects, are described. Dicyanomethylene squaraine dyes exhibited moderate light-stability and, despite the low singlet oxygen quantum yields, were a core of dyes that exhibited relevant in vitro photodynamic activity, as there was an evident increase in the toxicity of some of the tested dyes exclusive to radiation treatments.
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Qiao, Weiguo, and Zhong’an Li. "Recent Progress of Squaraine-Based Fluorescent Materials and Their Biomedical Applications." Symmetry 14, no. 5 (May 9, 2022): 966. http://dx.doi.org/10.3390/sym14050966.

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Squaraines (SQs) are unusual cyanine dyes with a unique resonance-stabilized zwitterionic structure. These dyes have attracted significant attention in the fields of organic electronics and organic photonics, due to their facile synthesis, intense and narrow visible and near-infrared absorption/emission, high photostability, low biotoxicity, etc. In this review, we summarize the recent progress of SQ-based fluorescent materials and their biomedical applications. After a brief introduction to SQs, general synthetic routes and design principles of SQ-based fluorescent materials, as well as their aggregation-induced luminescence behaviors, are discussed. Subsequently, their biomedical applications for cell imaging and as fluorescent sensors and therapeutic agents are introduced. Finally, a summary and perspective are given for promoting the development of SQs-based fluorescent materials.
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Terpetschnig, E. "Synthesis and characterization of unsymmetrical squaraines: a new class of cyanine dyes." Dyes and Pigments 21, no. 3 (1993): 227–34. http://dx.doi.org/10.1016/0143-7208(93)85016-s.

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TERPETSCHNIG, E., and J. R. LAKOWICZ. "ChemInform Abstract: Synthesis and Characterization of Unsymmetrical Squaraines: A New Class of Cyanine Dyes." ChemInform 25, no. 2 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199402240.

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Ma, Y. L., Shi Xue Ren, and Shi Yan Han. "Photo-Degradation Alkali Lignin by Bis-(2-Methyl Quinoline) Squarylium Cyanine TiO2 Photocatalyst in Sunlight." Advanced Materials Research 838-841 (November 2013): 2717–20. http://dx.doi.org/10.4028/www.scientific.net/amr.838-841.2717.

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Photo-degradation alkali lignin was prepared in sunlight by the system of TiO2 and squaraine dye (QSC). The influence of the ratio of QSC to TiO2 on the solar energy conversion efficiency was tested; the principle of degradation alkali lignin by TiO2 photocatalyst in sunlight was researched. The results showed that the number-average and mass-average molecular mass of degradation alkali lignin and the control lignin were 1,548 and 2,822, respectively, the phenolic hydroxyl of degradation alkali lignin is 5.63% with the control is 4.64%, and alcoholic hydroxyl of degradation alkali lignin is 3.21% with the control is 3.77%.
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Grynyov, Roman S., Alexander V. Sorokin, Gleb Ya Guralchuk, Svetlana L. Yefimova, Igor A. Borovoy, and Yuri V. Malyukin. "Squaraine Dye as an Exciton Trap for Cyanine J-Aggregates in a Solution." Journal of Physical Chemistry C 112, no. 51 (November 24, 2008): 20458–62. http://dx.doi.org/10.1021/jp809124m.

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Dissertations / Theses on the topic "Cyanines and squaraines":

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Noirbent, Guillaume. "Nouveaux systèmes d'amorçage radicalaire : la catalyse photoredox comme nouvelle stratégie pour la synthèse de polymère." Electronic Thesis or Diss., Aix-Marseille, 2021. http://www.theses.fr/2021AIXM0359.

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Ces dernières années, la photopolymérisation a fait l'objet d'intenses efforts de recherche en raison de la croissance constante des applications industrielles. C’est un processus rapide pouvant être réalisée à température ambiante, sans solvant et permettant d'obtenir un contrôle spatial et temporel de la polymérisation. Ces dernières années, l'utilisation de conditions d'irradiation douce qui constitue une alternative aux procédés de photopolymérisation UV à l'origine de nombreux soucis de sécurité est activement recherchée. Par conséquent, le développement de nouveaux systèmes photoamorceurs absorbant fortement dans la région visible ou du proche infra-rouge sont activement recherchés par les communautés académiques et industrielles. Néanmoins, même si certains résultats sont prometteurs, les systèmes reportés sont souvent caractérisés par des réactivités modérées et rivalisent difficilement avec les systèmes UV actuels. Dans ce contexte, nous avons synthétisé une large librairie de molécules photosensibles capables d’absorber la lumière dans le domaine du visible ou du proche infrarouge et capables d’amorcer une réaction de polymérisation avec un système photoamorceur basée sur la catalyse photoredox. Dans ce manuscrit, nous présentons aussi bien la synthèse et les capacités de polymérisation de différentes familles de colorants. Leurs propriétés photochimiques ont également été étudiées par spectrométrie UV-visible, luminescence, photolyse, surveillance de la température et expériences de résonance paramagnétique électronique. Des applications telles que l'impression 3D et les expériences d'écriture laser sont également présentées
In recent years, photopolymerization has been the subject of intense research efforts due to the constant growth of industrial applications. It is a quick process that can be performed at room temperature, solvent-free conditions and enables to get a spatial and a temporal control of the polymerization process. In recent years, the use of irradiation conditions that constitutes an alternative to the UV photopolymerization processes at the origin of numerous safety concerns are actively researched. Therefore, the development of new photoinitiating systems which absorb strongly in the visible or near infrared region are actively researched by both the academic and industrial communities. Nevertheless, even if some results are promising, the reported systems are often characterized by moderate reactivities and hardly compete with current UV systems. In this context, we have synthesized a large library of photosensitive molecules capable of absorbing light in the visible or near infrared range and capable of initiating a polymerization reaction with a photoinitiating system based on photoredox catalysis. In this manuscript, we present both the synthesis and the polymerization abilities of different families of dyes. Their photochemical properties were also studied by UV-Visible spectrometry, luminescence, photolysis, temperature monitoring and electronic paramagnetic resonance experiments. Applications such as 3D printing and laser write experiments are also presented
2

Renard, Brice-Loïc. "Développement de nouvelles sondes oligonucléotidiques fluorescentes pour l'analyse des acides nucléiques." Phd thesis, Université d'Orléans, 2008. http://tel.archives-ouvertes.fr/tel-00364558.

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De nouvelles sondes oligonucléotidiques fluorescentes spécifiques des structures d'acides nucléiques en double brin ont été obtenues. Ces oligonucléotides formant des triples hélices, sont liés par leurs extrémités 5'-ou/et 3' à une série de marqueurs fluorescents de la famille des cyanines monométhines possédant des propriétés intercalantes, par des bras polyméthylène de longueur variable. Dans tous les cas, l'hybridation des sondes avec les cibles en double brin s'accompagne d'une forte augmentation de l'intensité du signal fluorescent émis qui dépend de la structure de la cyanine et des paramètres de sa liaison aux oligonucléotides (longueur du bras de liaison et sa position de fixation sur les oligonucléotides et sur les marqueurs). En présence d'une cible simple brin, les modifications du signal ne sont pas significatives. La présence du marqueur stabilise les triples hélices. Les sondes comportant le thiazole orange, attaché par le noyau benzothiazole via un bras de liaison à huit méthylènes, présente le meilleur compromis en termes de stabilisation, d'intensité de fluorescence et d'augmentation d'intensité de fluorescence lors de l'hybridation.
Dans le but d'obtenir de nouvelles sondes utilisables en milieu cellulaire et in vivo, de nouveaux marqueurs fluorescents de type squaraine ont été synthétisés et couplés pour la première fois, à notre connaissance, à des oligonucléotides. Les conjugués correspondant émettent un signal fluorescent détectable au-delà de 650 nm et possèdent des rendements quantiques de fluorescence élevés. La photostabilité des marqueurs et des conjugués, en milieu acide faible et à 37 °C a été fortement augmentée après incorporation d'atomes de fluor sur le squaraine.

Book chapters on the topic "Cyanines and squaraines":

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Patsenker, Leonid D., Anatoliy L. Tatarets, Oleksii P. Klochko, and Ewald A. Terpetschnig. "Conjugates, Complexes, and Interlocked Systems Based on Squaraines and Cyanines." In Advanced Fluorescence Reporters in Chemistry and Biology II, 159–90. Berlin, Heidelberg: Springer Berlin Heidelberg, 2010. http://dx.doi.org/10.1007/978-3-642-04701-5_5.

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Patsenker, Leonid D., Anatoliy L. Tatarets, and Ewald A. Terpetschnig. "Long-Wavelength Probes and Labels Based on Cyanines and Squaraines." In Springer Series on Fluorescence, 65–104. Berlin, Heidelberg: Springer Berlin Heidelberg, 2010. http://dx.doi.org/10.1007/978-3-642-04702-2_3.

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