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S M Yarmoluk - One of the best experts on this subject based on the ideXlab platform.
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Novel, Monomeric Cyanine Dyes as Reporters for DNA Helicase Activity
Journal of fluorescence, 2007Co-Authors: Mykhaylo Yu. Losytskyy, S M Yarmoluk, Vladyslava B. Kovalska, D. V. Kryvorotenko, Sarah Mcclelland, Piero R. BiancoAbstract:The dimeric Cyanine Dyes, YOYO-1 and TOTO-1, are widely used as DNA probes because of their excellent fluorescent properties. They have a higher fluorescence quantum yield than ethidium homodimer, DAPI and Hoechst Dyes and bind to double-stranded DNA with high affinity. However, these Dyes are limited by heterogeneous staining at high dye loading, photocleavage of DNA under extended illumination, nicking of DNA, and inhibition of the activity of DNA binding enzymes. To overcome these limitations, seven novel Cyanine Dyes (Cyan-2, DC-21, DM, DM-1, DMB-2OH, SH-0367, SH1015-OH) were synthesized and tested for fluorescence emission, resistance to displacement by Mg2+, and the ability to function as reporters for DNA unwinding. Results show that Cyan-2, DM-1, SH-0367 and SH1015-OH formed highly fluorescent complexes with dsDNA. Of these, only Cyan-2 and DM-1 exhibited a large fluorescence enhancement in buffers, and were resistant to displacement by Mg2+. The potential of these two Dyes to function as reporter molecules was evaluated using continuous fluorescence, DNA helicase assays. The rate of DNA unwinding was not significantly affected by either of these two Dyes. Therefore, Cyan-2 and DM-1 form the basis for the synthesis of novel Cyanine Dyes with the potential to overcome the limitations of YOYO-1 and TOTO-1.
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Interaction of Cyanine Dyes with nucleic acids: XXXI. Using of polymethine Cyanine Dyes for the visualization of DNA in agarose gels.
Journal of biochemical and biophysical methods, 2003Co-Authors: B.p. Matselyukh, S M Yarmoluk, Vladyslava B. Kovalska, D. V. Kryvorotenko, Igor A. Kocheshev, A.b. Matselyukh, S. S. LukashovAbstract:Fifteen polymethine Cyanine Dyes were studied as fluorescent stains for DNA in electrophoretic gels. Among studied Cyanines, two Dyes CPent V and CCyan 2-O most effectively visualized covalently closed and linear double-stranded DNA molecules in gels under standard conditions using UV-illumination, green filter and black-and-white photo film. Ethidium bromide was 1.2-1.6 times more effective as compared to Cyanine Dyes in staining of DNA in the concentration range of 8-18 ng, while studied Cyanines were more sensitive to DNA quantity above 50 ng.
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New Approach for Fluorescent Peptide Labeling with Pyrylium Cyanine Dyes
Journal of Fluorescence, 2002Co-Authors: O. M. Kostenko, S. Y. Dmitrieva, O. I. Tolmachev, S M YarmolukAbstract:New approach for fluorescent peptide labeling with Cyanine Dyes utilizing the reaction of pyrylium salts with aliphatic aminogroup is proposed. The reaction of two pyrylium Cyanines dye acids was investigated. Lysocyme was used as a model peptide for conjugation. The proposed method can be used as a simple and convenient alternative for the known procedures because it does not require preparation of the unstable amino-reactive intermediates from a carboxyl- or sulfo-derivative of Cyanine Dyes.
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Interaction of Cyanine Dyes with nucleic acids — XXVII: synthesis and spectral properties of novel homodi- and homotrimeric monomethine Cyanine Dyes
Dyes and Pigments, 2001Co-Authors: S M Yarmoluk, Vladyslava B. Kovalska, Igor A. KocheshevAbstract:Three new methods of preparation based on reactions of pyrylium salts with primary amines, acylation of polyamines with activated carboxyl derivatives of Cyanine Dyes, diisocyanate with aminoderivatives of Cyanine Dyes were used to obtain fluorescent homodi- and, for the first time, homotrimer Cyanine Dyes. Spectral-luminescent properties of synthesized Dyes and their nucleic acid complexes were studied.
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Proteins and Cyanine Dyes. Part III. Synthesis and spectroscopic studies of benzothiazolo-4-[1,2,6-trimethylpyridinium] monomethine Cyanine Dyes for fluorescent detection of bovine serum albumin in solutions
Dyes and Pigments, 2001Co-Authors: S M Yarmoluk, Mykhaylo Yu. Losytskyy, D. V. Kryvorotenko, A.o. Balanda, Vladyslava B. KovalskaAbstract:Abstract The spectral-luminescent properties of a series of new Cyanine Dyes as possible probes for homogeneous assay of proteins have been studied. The fluorescent Cyanine Dyes development was based on the principle of “affinity-modifying group” with the use of benzothiazolo-4-[1,2,6-trimethylpyridinium] monomethine as template. It was shown that the Cyanine dye P-5 can be used as a sensitive and specific fluorescent probe for the detection of BSA.
Reda Mahmoud Abd El-aal - One of the best experts on this subject based on the ideXlab platform.
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Synthesis and physicochemical studies of some new quinolinoxazine pentamethine Cyanine Dyes
Arabian Journal of Chemistry, 2017Co-Authors: Reda Mahmoud Abd El-aal, N.m. Saber, S.m. Mina, Z.m. EssamAbstract:Abstract Polymethine Cyanine Dyes belong to a well-known class of organic compounds, which have been used in photography and as information storage in laser technology. A series of novel Cyanine Dyes were synthesized through the formylation of quinolinium[ b , c ]1,4-oxazine-chloride salt 1 . Reaction of compound 2-chloro-3-formyl-quinolinium[ b , c ]1,4-oxazine-chloride salt 2 with different molar ratios of 2(4)-methyl substituted heterocyclic in basic catalysis afforded the corresponding 2-chloroquinolinium[ b ,c]1,4-oxazine-chloride salt-3[2(4)]-dimethine ( 3a – c ), quinolinium[ b , c ]-1,4-oxazinechloride salt-2,3[2(4)]-pentamethine ( 4a – c ) and quinolino[ b , c ]1,4-oxazine-6yl[2(4)]-monomethine-/2,3[2(4)]-pentamethine Cyanine Dyes ( 5a – c ) respectively. The structure of the Dyes was characterized by elemental analysis, visible absorption, fluorescence emission, IR, 1 H-NMR and mass spectroscopy. The correlations between the structure and properties of these Dyes have been studied. A comparison of the visible absorption maxima between compounds 3b , 4b and 5b showed that asymmetrical mono-pentamethine Cyanine dye 5b reveals a bathochromic shift than both dimethine 3b and pentamethine Cyanine Dyes 4b . This could be attributed to the more extensive π-conjugation and increasing number of methine groups in asymmetric pentamethine. All the observations and analytical spectra in this paper support the syntheses of new di-, penta- and mono-/pentamethine Cyanine Dyes. The absorption spectra of Dyes were investigated in organic solvents. The results indicated that the excitation for their colour is a simple charge-transfer from oxygen atom of oxazine nucleus and/or nitrogen atom of pyridine (quinoline) nucleus to N-quaternary salts in di-, penta- and mono-/pentamethine Cyanine Dyes respectively. These Dyes showed positive solvatochromism with increased solvent polarity, which depends on the structure and the type of dye.
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The use of metal chelators in the synthesis of monomethine Cyanine Dyes
Dyes and Pigments, 2005Co-Authors: Reda Mahmoud Abd El-aal, A.a.m. BelalAbstract:Abstract A series of monomethine Cyanine Dyes incorporating a transient divalent metal complex have been synthesized and characterized with elemental analyses, visible absorption, IR, 1H NMR and mass spectroscopy. The correlations between the structure and properties of these Dyes have been studied. This work presents stabilized monomethine Cyanine metal complex Dyes that exhibit an enhanced resistance to light, heat and moisture, in comparison with non-stabilized Cyanine Dyes. They are, thus, of potential interest for use in optical recording media.
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Synthesis and antimicrobial activity of certain novel monomethine Cyanine Dyes
Dyes and Pigments, 2004Co-Authors: Reda Mahmoud Abd El-aalAbstract:Abstract A series of novel monomethine Cyanine Dyes were synthesized by using 3-methyl-5-substituted-1-phenyl-pyrano[2,3-c]pyrazole derivatives 2a – c . Reaction of equimolar ratios of 2a – c with 2(4)-methyl heterocyclic quaternary salts afforded the corresponding monomethine Cyanines 3a – c . Reaction of compound 5 with 2(4)-methyl heterocyclic quaternary salts gives monomethine 6a – c . Condensation reaction of equimolar ratios of compounds 7 and 9a , b with 2(4)-methyl heterocyclic quaternary salts afforded the corresponding monomethine Cyanines 8a – c and 10a , b respectively. The new synthesized monomethine Cyanine Dyes were identified by elemental analyses, IR, 1 H-NMR and Ms spectral data. The electronic absorption spectra in ethanolic solution of novel monomethine Cyanine Dyes were measured and the antimicrobial activity of some selected monomethine Cyanine Dyes was discussed.
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Spiro-azoles thiazolidinone in the synthesis of polymethine Cyanine Dyes
Phosphorus Sulfur and Silicon and the Related Elements, 2003Co-Authors: Reda Mahmoud Abd El-aalAbstract:A series of some spiro azoles (pyrazolone, oxazolone, and/or imidazolone) inconjucton with heterocyclic thiazolidinone derivatives were prepared as starting materials in the synthesis of polymethine Cyanine Dyes. Reaction of spiro 2-formyl (oxime) azoles thiazolidinone derivatives with equi- and/or molar ratios of 2(4)-methyl substituted heterocyclic quaternary salts afforded the corresponding compound pentamethine, aza-mero Cyanine, and azapentamethine Cyanine Dyes respectively. Elemental analyses, IR, 1 H-NMR, and mass-spectra identified the new spiro heterocyclic compounds and polymethine Cyanine Dyes. The visible absorption spectra of all new polymethine Cyanine Dyes were investigated.
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Synthesis and absorption spectra of new polymethine Cyanine Dyes
Dyes and Pigments, 2002Co-Authors: Reda Mahmoud Abd El-aalAbstract:Abstract The reaction of a ratio of 1 mol of 2-chloro- 1 -formyl crotonic ester 1 with 2 mol of an appropriate 2(4)-heterocyclic quaternary salt afforded the novel pentamehine Cyanine Dyes 2a – 2c . Condensation reaction of compound 1 with aromatic amines followed by reaction with 2(4)-heterocyclic quaternary salt resulted in aza-tetramethine Cyanine Dyes 4a – 4e . Condensation of compound 1 with active methylene compounds and acetophenone derivatives, followed by reaction with 2 mol of 2-methylquinoline methyliodide afforded the corresponding heptamethine Cyanine Dyes 6a – 6f . The structures of the novel compounds were established by elemental analysis, visible/near-infra-red (near-IR) absorption, IR, 1 H NMR spectroscopy and mass spectra. Absorption of electromagnetic radiation of some selected new polymethine Dyes was studied. The relationship between the constitution and properties of these Dyes has been studied.
H A Shindy - One of the best experts on this subject based on the ideXlab platform.
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Fundamentals in the chemistry of Cyanine Dyes: A review
Dyes and Pigments, 2017Co-Authors: H A ShindyAbstract:Abstract In this review paper, some of the important fundamentals in the chemistry of Cyanine Dyes were explained. This include topics like structure and resonance forms of Cyanine Dyes, naturally occurring Cyanine Dyes, different classes of Cyanine Dyes and formation mechanisms of Cyanine Dyes. This covers methine Cyanine Dyes, apoCyanine Dyes, styryl Cyanine Dyes (hemiCyanine Dyes), aza-styryl Cyanine Dyes)aza-hemiCyanine Dyes(, meroCyanine Dyes (acyclic meroCyanine Dyes and cyclic meroCyanine Dyes) squarylium Cyanine Dyes (aromatic squarylium Cyanine Dyes and heterocyclic squarylium Cyanine Dyes), spectral sensitization evaluation of Cyanine Dyes, solvatochromic evaluation of Cyanine Dyes, halochromic evaluation of Cyanine Dyes, Cyanine Dyes for CD-R and DVD-R, Cyanine Dyes as fluorescent labels for nucleic acid research, mechanisms of dimethine Cyanine Dyes and mechanisms of apoCyanine Dyes. In addition, in the introduction section of this review paper some light is focussed on some important uses and applications of Cyanine Dyes. This special and/or specific type of collective review in the fundamentals, principles, knowledge and/or the understanding of Cyanine Dyes chemistry has been paid little attention and is lacking in the chemistry literature.
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Synthesis, spectral behavior and biological activity of some novel 1,3,4-oxadiazine Cyanine Dyes
European Journal of Chemistry, 2015Co-Authors: H A Shindy, Maha Mubark Goma, Nemat Abd El-rahman HarbAbstract:New methine Cyanine Dyes covering monomethine Cyanine Dyes and dimethine Cyanine Dyes derived from benzo[(2,3-b)benzoxazine; (2,3-e)1,3,4-oxadiazine]-5,12-dione were prepared. The electronic visible absorption spectra of all the synthesized Cyanine Dyes were investigated in 95% ethanol solution. Biological activity for a number of selected compounds was tested and evaluated against various bacterial strains ( Bacillus subtilis , Escherichia coli , Pseudomona aeruginosa and Staphylococcus aureus ). Structural determination was carried out via elemental analysis, visible, mass, IR and 1 H NMR spectroscopic data.
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Synthesis, absorption spectra studies, solvatochromism and halochromism of polymethine Cyanine Dyes
Coloration Technology, 2009Co-Authors: H A Shindy, M. A. El-maghraby, Fayez M. EissaAbstract:New polymethine Cyanine Dyes, including tetramethine and bis-tetramethine Cyanine Dyes derived from benzo[2,3-b;2′,3′-b′]bis-pyrazolo[4,5-b]-1,4-(oxa-, thia- and pyra-)-zine-6,12-dione, were synthesised. Absorption spectra for all the synthesised Cyanine Dyes were examined in 95% ethanol. The solvatochromism and halochromism for some selected Dyes were investigated in pure solvents and in aqueous universal buffer solutions, respectively. Structural confirmations were carried out through elemental and spectroscopic analysis.
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Synthesis, absorption characteristics and solvatochromism of some novel heterocyclic Cyanine Dyes
Coloration Technology, 2007Co-Authors: H A ShindyAbstract:Novel heterocyclic monomethine, bis monomethine, trimethine and bis trimethine Cyanine Dyes incorporating benzo [2,3-b; ,-] bis furo [3,2-d] pyrazole nuclei were synthesised. The absorption characteristics of the prepared Cyanines were studied and determined through measuring their electronic visible absorption spectra in 95% ethanol. The solvatochromism of some of the synthesised Dyes was investigated.
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New photosensitizer Cyanine Dyes: Synthesis and properties
Indian Journal of Chemistry Section B-organic Chemistry Including Medicinal Chemistry, 2006Co-Authors: H A Shindy, M. A. El-maghraby, F. M. EissaAbstract:New photosensitizers, dimethine, bis dimethine and tcetramethine Cyanine Dyes containing furo, thieno and pyrrolo [2,3-b] pyrazole nucleus are prepared. Speetral characterization of the prepared Cyanine Dyes are examined in 95% ethanol solution. Structural determination is carried out via elemental analysis, IR and 'H NMR spectra.
Nadia Barbero - One of the best experts on this subject based on the ideXlab platform.
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Design and synthesis of symmetrical pentamethine Cyanine Dyes as NIR photosensitizers for PDT
Dyes and Pigments, 2018Co-Authors: Betty Ciubini, Sonja Visentin, Loredana Serpe, Roberto Canaparo, Nadia BarberoAbstract:Abstract Herein, we report the synthesis and spectroscopic characterization of novel Near Infra-Red (NIR) pentamethine Cyanine Dyes, as potential photosensitizers for Photodynamic Therapy (PDT) characterized by a strong absorption in the tissue transparency window (600–800 nm). The heteroaromatic benzoindolenine ring of various symmetrical Cyanine Dyes has been differently functionalized and quaternarized as a result of a structure-activity study and to determine the substituent effect on the cellular uptake, ROS production and photodynamic activity. These probes present low cytotoxicity in dark, but promote phototoxic effect, upon irradiation, in human fibrosarcoma cell line (HT-1080) with interesting and unexpected structure to property activity.
Lucinda V. Reis - One of the best experts on this subject based on the ideXlab platform.
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the synthesis and characterization of novel aza substituted squarylium Cyanine Dyes
Dyes and Pigments, 2009Co-Authors: Lucinda V. Reis, Paulo Almeida, J P Serrano, P F SantosAbstract:Abstract Several squarylium Cyanine Dyes derived from benzothiazole, benzoselenazole and quinoline were synthesised and the central four member ring functionalized by substitution of one of the oxygen atoms by benzylamine, aniline, 3-iodoaniline, N , N -dimethylhydrazine and 2-aminosulfonic acid groups. All of the ensuing, novel aza-substituted Dyes displayed strong absorption within the range 651–709 nm.
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New Synthetic Approach to Aminosquarylium Cyanine Dyes
Synlett, 2002Co-Authors: Lucinda V. Reis, J. P. C. Serrano, Paulo Almeida, Paulo F. SantosAbstract:A novel synthesis of aminosquarylium Cyanine Dyes, based on the methylation of readily available squarylium Dyes with methyl triflate, followed by nucleophilic substitution with appropriate aliphatic amines, was disclosed. By this procedure several new aminosquarylium Cyanine Dyes bearing benzothiazole, benzoselenazole and quinoline nuclei were prepared.
