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Search for "cyanine dyes" in Full Text gives 9 result(s) in Beilstein Journal of Organic Chemistry.

Towards new NIR dyes for free radical photopolymerization processes

  • Haifaa Mokbel,
  • Guillaume Noirbent,
  • Didier Gigmes,
  • Frédéric Dumur and
  • Jacques Lalevée

Beilstein J. Org. Chem. 2021, 17, 2067–2076, doi:10.3762/bjoc.17.133

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  • ][9]. NIR dyes, and more especially cyanine dyes, have been studied in NIR photosensitive systems [5][6][7][9][10][11][12][13][14][15]. The cyanine acts as a photosensitizer: it absorbs the light emitted in the NIR range and then acts with a combination of additives (oxidant agents and reducing agents
  • isolated in 82% yield (Scheme 3). Due to the symmetrical substitution of the other dyes, a one-step procedure could be used for the synthesis of the pentamethine cyanine dyes. It has to be noticed that the present series of pentamethine dyes was prepared using synthetic protocols inspired by the literature
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Published 16 Aug 2021

Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications

  • Nikita Brodyagin,
  • Martins Katkevics,
  • Venubabu Kotikam,
  • Christopher A. Ryan and
  • Eriks Rozners

Beilstein J. Org. Chem. 2021, 17, 1641–1688, doi:10.3762/bjoc.17.116

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Published 19 Jul 2021

Naphthalene diimide bis-guanidinio-carbonyl-pyrrole as a pH-switchable threading DNA intercalator

  • Poulami Jana,
  • Filip Šupljika,
  • Carsten Schmuck and
  • Ivo Piantanida

Beilstein J. Org. Chem. 2020, 16, 2201–2211, doi:10.3762/bjoc.16.185

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  • -fluorescent at experimental conditions and addition. Since NDI dyes are known to emit fluorescence, we also tried fluorimetric titrations with the hope that the initially non-emissive compound 4 becomes fluorescent upon binding to DNA (for instance cyanine dyes and many other behave that way). However, we did
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Published 08 Sep 2020

1,2,3,4-Tetrahydro-1,4,5,8-tetraazaanthracene revisited: properties and structural evidence of aromaticity loss

  • Arnault Heynderickx,
  • Sébastien Nénon,
  • Olivier Siri,
  • Vladimir Lokshin and
  • Vladimir Khodorkovsky

Beilstein J. Org. Chem. 2019, 15, 2059–2068, doi:10.3762/bjoc.15.203

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  • rigid and the molecules can become more or less planar to adopt the constrains of the molecular packing. Thus, the structures of salts 6a and 7a resemble more those of cyanine dyes and the structure of 3 those of merocyanines. The protonation positions of 3 are correctly predicted by the calculations
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Published 28 Aug 2019

Fluorogenic PNA probes

  • Tirayut Vilaivan

Beilstein J. Org. Chem. 2018, 14, 253–281, doi:10.3762/bjoc.14.17

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  • extended backbone at the ligation site [91]. Examples of the fluorogenic templated ligation of PNA are given in Table 1 which include the simple native chemical ligation of two fluorophore-labeled probes [92], formation of cyanine dyes [93][94], fluorogenic Michael addition [95][96] and cross-linking of
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Published 29 Jan 2018

Halogen-containing thiazole orange analogues – new fluorogenic DNA stains

  • Aleksey A. Vasilev,
  • Meglena I. Kandinska,
  • Stanimir S. Stoyanov,
  • Stanislava B. Yordanova,
  • David Sucunza,
  • Juan J. Vaquero,
  • Obis D. Castaño,
  • Stanislav Baluschev and
  • Silvia E. Angelova

Beilstein J. Org. Chem. 2017, 13, 2902–2914, doi:10.3762/bjoc.13.283

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  • monomethine cyanine dyes 5a–d, which are analogues of the commercial dsDNA fluorescence binder thiazole orange (TO), have been synthesized. The synthesis was achieved by using a simple, efficient and environmetally benign synthetic procedure to obtain these cationic dyes in good to excellent yields
  • fluorescence spectroscopy) and theoretical (DFT and TDDFT calculations) methods. Keywords: cyanine dyes; DFT calculations; green synthesis; nucleic acids; thiazole orange; Introduction Since the discovery by Lee and co-workers [1][2] that the old photographic dye thiazole orange, TO, (Scheme 1) has excellent
  • valuable properties as nucleic acid stains have made these dyes an irreplaceable tool in the active and developing area of bioanalytical chemical research [9][10]. Cyanine dyes have found various bioanalytical applications as soluble DNA intercalators (e.g., in living cell imaging [11] and flow cytometry
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Published 28 Dec 2017

A comparative study of the interactions of cationic hetarenes with quadruplex-DNA forming oligonucleotide sequences of the insulin-linked polymorphic region (ILPR)

  • Darinka Dzubiel,
  • Heiko Ihmels,
  • Mohamed M. A. Mahmoud and
  • Laura Thomas

Beilstein J. Org. Chem. 2014, 10, 2963–2974, doi:10.3762/bjoc.10.314

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  • case of thiazole orange (6) whose emission intensity increases by a factor of I/I0 = 1766. Within the series of heptamethine cyanine dyes 1a–e, the derivative 1d exhibits the largest light-up factor with I/I0 = 128. In contrast, the emission of coralyne (2), bis-quinolinium derivative 3 and the
  • used (vide supra). On the other hand, a larger concentration of K+ was used during the fluorimetric titration leading to a higher fraction of the antiparallel form [9][10]. Apart from the derivatives 1c and 6 the binding constants of the cyanine dyes with the ILPR-DNA are larger than those observed
  • binding constant with telomeric quadruplex DNA, it has a lower affinity towards the ILPR quadruplex under the same conditions. In addition, thiazole orange (6) shows the least pronounced stabilization effect in the thermal denaturation experiment (Table 2). As cyanine dyes bind to quadruplex DNA by
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Published 11 Dec 2014

Come-back of phenanthridine and phenanthridinium derivatives in the 21st century

  • Lidija-Marija Tumir,
  • Marijana Radić Stojković and
  • Ivo Piantanida

Beilstein J. Org. Chem. 2014, 10, 2930–2954, doi:10.3762/bjoc.10.312

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  • non-emissive form in the free state/very strong emission in the bound state, it has several advantages over cyanine dyes: phenanthridine/phenanthridinium fluorescence is characterised by a large Stokes shift (up to 100 nm) allowing the full use of absorption maxima as well as easy incorporation in
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Published 10 Dec 2014

Molecular recognition of AT-DNA sequences by the induced CD pattern of dibenzotetraaza[14]annulene (DBTAA)–adenine derivatives

  • Marijana Radić Stojković,
  • Marko Škugor,
  • Łukasz Dudek,
  • Jarosław Grolik,
  • Julita Eilmes and
  • Ivo Piantanida

Beilstein J. Org. Chem. 2014, 10, 2175–2185, doi:10.3762/bjoc.10.225

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  • tracts by length and composition. This has been demonstrated, for instance, by the inability to distinguish between longer tracts (more than 20–30 base pairs) of homo and alternating distribution of AT base pairs. Our recent studies revealed a novel class of cyanine dyes characterized by bulky
  • importance of AT tracts and the selectivity of cyanine dyes. On this basis, we were inspired to prepare the novel binders AP5 with a DBTAA–adenine linker length between AP3 (oligo dT specific) and AP6 (oligo-dT inert) and AP3am, in which pyridinium is exchanged by a permethylated amine, with the aim of
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Published 12 Sep 2014
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