Microwave synthesis and fluorescence properties of homo- and heterodimeric monomethine cyanine dyes TOTO and their precursors

Alganzory, Hussein H.; El‐Sayed, Wael A.; Arief, M. M. H.; Amine, M. S.; Ebeid, El-Zeiny M.

doi:10.1080/17518253.2016.1258088

Cited by 6 publications

(7 citation statements)

References 38 publications

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“…The increase in the quantum yield of the T state of MCD in complexes with biomolecules may be of importance for using these dyes as potential candidates in photodynamic therapy (similarly to MCD synthesized earlier [ 73 ]). In the case of MCD 1 – 3 , triplet dye molecules will be formed only in a complex with a biomolecule, which imparts to these dyes targeted characteristics when used in photodynamic therapy.…”

Section: Resultsmentioning

confidence: 99%

Photonics of Some Monomethine Cyanine Dyes in Solutions and in Complexes with Biomolecules

Pronkin,

Tatikolov

2023

IJMS

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In search of new probes for biomolecules, the spectral fluorescent study of four monomethine cyanine dyes (MCD), both unsymmetrical and symmetrical, has been carried out in different organic solvents, in aqueous buffer solutions, and in the presence of DNA and HSA. The complexation of MCD with biomacromolecules leads to a steep growth of the fluorescence intensity. Complexes of MCD with dsDNA and HSA of various types were modeled in silico by molecular docking. Experiments on thermal dissociation of dsDNA in the presence of MCD showed the formation of intercalative complexes of MCD with DNA. Quenching of intrinsic fluorescence of HSA by MCD occurred with rate constants much higher than the diffusion limit, that is, in dye–HSA complexes. Effective constants of MCD complexation with the biomacromolecules were estimated. MCD 1 has the best characteristics as a possible fluorescent probe for dsDNA and can serve as a sensitive and selective probe for dsDNA in the presence of HSA. Photochemical properties of MCD complexed with DNA have been also studied. An increase in the quantum yield of the triplet states of MCD in complexes with DNA has been found, which may be important for using these dyes as potential candidates in photodynamic therapy.

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Section: Resultsmentioning

confidence: 99%

Photonics of Some Monomethine Cyanine Dyes in Solutions and in Complexes with Biomolecules

Pronkin,

Tatikolov

2023

IJMS

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“…The authors suggest avoiding the use of two quaternary precursors, which reduces the number of steps. Monocationic and dicationic MCDs of the TO family were prepared by the thioalkyl method under solvent-free microwave irradiation by condensation of benzothiazolium salts with quaternary quinolone salts having a reactive methyl group in the presence of triethylamine [15]. This method was used in a recent work [8] for the synthesis of symmetrical MCDs with various terminal heterocyclic groups and substituents at nitrogen atoms.…”

Section: Synthesis Of Mcdsmentioning

confidence: 99%

“…For the synthesis of homodimeric MCDs having 4 positive charges, the following scheme is known (Figure 8) [25]: In [26] the synthesis of new dimeric MCDs based on the TO chromophore under the action of microwave radiation was described. The synthesis is performed via the reaction of a monomethine dye having an iodoalkyl group with tertiary diamine linkers.…”

Section: Synthesis Of Mcdsmentioning

confidence: 99%

Fluorescent Probes for Biomacromolecules Based on Monomethine Cyanine Dyes

Пронкин

Татиколов

2023

Chemosensors

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Monomethine cyanine dyes (MCDs) are widely applied as biomolecular probes and stains in biochemical and biomedical research. This is based on the ability of MCDs to associate with biomolecules (mostly nucleic acids) with significant fluorescent growth. The present review considers the works devoted to the properties of MCDs and the influence of noncovalent interactions with biomacromolecules on their properties, as well as their use as noncovalent probes and stains for various biomacromolecules. The synthesis and photonics (photophysics and photochemistry; in particular, the generation of the triplet state) of MCDs are also considered. Areas and prospects of the practical applications of MCDs in biochemistry and biomedicine are discussed.

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“…A new series of oxindole sensitizers (29)(30)(31)(32)(33) were designed and synthesized under microwave irradiation [24]. These exhibited respectable photoelectric conversion efficiencies due to excellent electron-donating triphenylamine (TPA) donor and the thiophene in the spacer and are differentiated by various halogensubstituted oxindole acceptors.…”

Section: Microwave Synthesized Dyes/sensitizers In Dsscsmentioning

confidence: 99%

“…Likewise, the condensation of benzothiazole with quarternary salts of quinoline which upon coupling with the tertiary diamine linkers gave tetracationic analogous (bis-intercalators) of monomethine cyanine dyes 45. The steady-state fluorescence spectral studies of 45 revealed greater labeling affinity toward DNA and proved for singlet oxygen sensitization property, and found to be a potential candidate for photodynamic therapy [32].…”

Section: Cyanine Dyesmentioning

confidence: 99%

Microwave Synthesized Functional Dyes

Marganakop¹,

Kattimani²,

Satyanarayana³

et al. 2021

Microwave Heating - Electromagnetic Fields Causing Thermal and Non-Thermal Effects

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Microwave chemistry involves the application of microwave radiation to chemical reactions and has played an important role in organic synthesis. Functional dyes are those with hi-tech applications and this chapter attempts to provide an overview of the recent developments in microwave-assisted synthesis of functional dyes. Emphasis has been paid to the microwave-assisted synthesis of dye molecules which are useful in hi-tech applications such as optoelectronics (dye-sensitized solar cells), photochromic materials, liquid crystal displays, newer emissive displays (organic-light emitting devices), electronic materials (organic semiconductors), imaging technologies (electrophotography viz., photocopying and laser printing), biomedical applications (fluorescent sensors and anticancer treatment such as photodynamic therapy). In this chapter, the advantages of microwaves as a source of energy for heating synthesis reactions have been demonstrated. The use of microwaves to functional dyes is a paradigm shift in dye chemistry. Until recently most academic laboratories did not practice this technique in the synthesis of such functional dyes but many reports are being appeared in the journals of high repute.

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Microwave synthesis and fluorescence properties of homo- and heterodimeric monomethine cyanine dyes TOTO and their precursors

Cited by 6 publications

References 38 publications

Photonics of Some Monomethine Cyanine Dyes in Solutions and in Complexes with Biomolecules

Photonics of Some Monomethine Cyanine Dyes in Solutions and in Complexes with Biomolecules

Fluorescent Probes for Biomacromolecules Based on Monomethine Cyanine Dyes

Microwave Synthesized Functional Dyes

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