Diamine Catalyzed Hemicyanine Dye Formation from Nonfluorescent Precursors through DNA Programmed Chemistry

Huang, Yumei; Coull, James

doi:10.1021/ja0753602

Cited by 64 publications

(48 citation statements)

References 18 publications

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“…Recently, some promising challenges have been reported to address this difficult task by split-probing of a gene using two (or more) probes through chemical ligation [23][24][25][26], monomer/ excimer color change [27,28], FRET [14,29,30], or reconstruction of the aptamer structure [31], DNA enzyme [32], and fluorescent dye [33]. The specific communication between the probes on the target produces synergistic effects.…”

Section: Introductionmentioning

confidence: 99%

Template-directed formation of luminescent lanthanide complexes: Versatile tools for colorimetric identification of single nucleotide polymorphism

Kitamura

Ihara

Tsujimura

et al. 2008

Journal of Inorganic Biochemistry

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Section: Introductionmentioning

confidence: 99%

Template-directed formation of luminescent lanthanide complexes: Versatile tools for colorimetric identification of single nucleotide polymorphism

Kitamura

Ihara

Tsujimura

et al. 2008

Journal of Inorganic Biochemistry

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“…553 Huang and Coull have described a system of generating a hemicyanine dye in situ (Scheme 2). 554 ssDNAs labelled with indolinium and aldehyde groups can be reacted together when in close proximity in the presence of a diamine. The preferred diamine was (S)-2-aminomethylpyrrolidine, and reaction of the indolinium and aldehyde groups generates a fluorescent hemicyanine dye (91).…”

Section: Fluorescencementioning

confidence: 99%

Nucleotides and Nucleic Acids; Oligo- and Polynucleotides

Loakes

2010

Organophosphorus Chemistry

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“…It is also a very important fluorescence dyes applied in lasers, molecular electronics and nonlinear optical photolimiting devices. Besides, hemicyanine dyes (Huang et al, 2002;Antonious, 1997;Kabatc, 2006;Huang, Coull, 2008;Deligeorgiev et al, 2010;Shim, 2009;Jedrzejewska, 2010;Mishra, 2000;Vasilev, 2008;Shindy, 2015;Li et al, 1998) have a number of good properties, such as ease of synthesis, they are fluorescent, have higher photostability than the classical cyanine dyes and they can cover the spectrum from the UV to near infrared (NIR) region. So, in this manuscript we prepared different series of hemicyanine and aza-hemicyanine dyes as new synthesis contribution, spectroscopic investigation and antimicriobial evaluation in this field to may be used and/or applied in any of the wide distributed multidisciplinary uses and application of cyanine dyes, and particularly as sensitizers in manufacturing technology of photosensitive material industry and/or as batericidals in pharmacology and pharmaceutical industry.…”

Section: Introductionmentioning

confidence: 99%

Novel Hemicyanine and Aza-Hemicyanine Dyes: Synthesis, Spectral Investigation and Antimicrobial Evaluation

2016

European Journal of Molecular Biotechnology

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Novel hemicyanine dyes and aza-hemicyanine dyes having the nucleus of furo [(3,2- )imidazol] iodide salt were prepared. The electronic visible absorption spectra of all the synthesized hemicyanine dyes and aza-hemicyanine dyes were investigated and in 95 % ethanol solution to evaluate their spectral characterization. The antimicrobial effects of some selected dyes were tested against various bacterial and fungal strains (Escherichia coli, Staphylococcus aureus, Aspergillus flavus and Candida albicans) to assess their antimicrobial (bactericidal and fungicidal) properties. The results discussed in this study revealed that both the spectral characterization and the antimicrobial properties of the examined dyes is highly effected by the type of the X substituted in the phenyl ring system for the hemicyanine dyes and by the type of the phenyl and/or the naphthyl ring system for the aza-hemicyanine dyes. Structural confirmations were identified by elemental analysis, visible spectra, IR and 1 H NMR spectroscopic data.Keywords: cyanine dyes, hemicyanine dyes, synthesis, absorption spectra, antimicrobial activity, aza-hemicyanine dyes. IntroductionHemicyanine dyes (Kim, 2006;Hammer, 1964;Raue, 1990; Pardal et al., 2002;Deligeorgiev, 2005;Mazinres, 2007;Nagarajan, Perumal, 2004; Lai et al., 1997;Kabatc et al., 2015;Malegoll et al., 2005; Narayan, Ansari, 2008;Davis et al., 2004) are one of the most widely used and important class of functional dyes. They are used as sensitizers and other additives in the photographic industry, chemosensors, indicator dyes, in optical recording media in laser disks, as flexible dyes, in textile industry, laser dyes, as optical sensitizers and in various other fields, for example dye-sensitized solar cells and dyes with non-linear optical properties. The most important applications for these dyes are in bio-labeling and in medicinal analysis. In addition, hemicyanine dyes (Davis et al., 2004;Shindy, Koraiem, 2008;Shindy et al., 2014;Davis et al., 2006;Wuskell et al., 2006;Banerji et al., 1982;Jha, Banerji, 1985;Jha, 1986;Heilbron, Walter, 1925;Ren et al., 2012; Shindy, 2015;Shindy, 2007) is common fluorescence probe for electrical membrane potential in biochemistry and biophysical area. It is also a very important fluorescence dyes applied in lasers, molecular electronics and nonlinear optical photolimiting devices. Besides,

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Diamine Catalyzed Hemicyanine Dye Formation from Nonfluorescent Precursors through DNA Programmed Chemistry

Cited by 64 publications

References 18 publications

Template-directed formation of luminescent lanthanide complexes: Versatile tools for colorimetric identification of single nucleotide polymorphism

Template-directed formation of luminescent lanthanide complexes: Versatile tools for colorimetric identification of single nucleotide polymorphism

Nucleotides and Nucleic Acids; Oligo- and Polynucleotides

Novel Hemicyanine and Aza-Hemicyanine Dyes: Synthesis, Spectral Investigation and Antimicrobial Evaluation

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