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Search for "dye" in Full Text gives 273 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Fluorogenic PNA probes

  • Tirayut Vilaivan

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

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  • fluorescence dye and quencher to be in close proximity, resulting in quenching of the dye. Binding to the complementary DNA target opened the hairpin structure and restored the fluorescence. In Armitage’s design [42], the entire beacon was purely PNA, while in the Ortiz design [41], PNA was employed as the DNA
  • can be used directly without having to modify the synthetic protocols, but it is difficult to vary the positions of the label attachment. The use of pre-formed dye labeled PNA monomers [42][52][53] or post-synthetically functionalizable PNA monomers [54][55][56][57][58][59] (Figure 8) permits facile
  • the biomolecular interactions to be investigated by adjusting the length and sequence of the PNA stem. PNA-based binary probes and DNA/RNA-templated reaction of PNA probes The working principle of binary probes involves the co-hybridization of two dye-labeled probes at adjacent positions on the same
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Published 29 Jan 2018

Polarization spectroscopy methods in the determination of interactions of small molecules with nucleic acids – tutorial

  • Tamara Šmidlehner,
  • Ivo Piantanida and
  • Gennaro Pescitelli

Beilstein J. Org. Chem. 2018, 14, 84–105, doi:10.3762/bjoc.14.5

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Published 08 Jan 2018

Photocatalytic formation of carbon–sulfur bonds

  • Alexander Wimmer and
  • Burkhard König

Beilstein J. Org. Chem. 2018, 14, 54–83, doi:10.3762/bjoc.14.4

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  • authors propose that the photo-excited state of the organic dye Eosin Y is reductively quenched by the aryl thiol to form the Eosin Y radical anion and the respective aryl thiyl radical cation. Neutral Eosin Y is regenerated through oxidation of the radical anion by dioxygen. The resulting superoxide
  • steps. Applying the organic dye Eosin Y as photocatalyst avoids this problem. The single-electron oxidation of aryl thiols by the excited state of Eosin Y is thermodynamically feasible and forms a thiyl radical cation, which subsequently can be deprotonated by pyridine to the respective thiyl radical
  • (Scheme 46) [83]. By using Eosin Y as organic dye, aryl sulfinic acids could efficiently be cross-coupled with terminal alkynes. The Markovnikov regioselectivity is rationalized by a radical/radical cross-coupling pathway, instead of radical addition to an unsaturated system. The authors propose that
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Published 05 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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  • 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
  • also noteworthy that the presence of the Br substituent in the C-5 position of the benzothiazole system does not influence the positions of the absorption maxima (cf. 5a vs 5c and 5b vs 5d) but does lead to a decrease in the molar absorptivity (up to 20% from 5b to 5d). The addition of dsDNA to the dye
  • solutions in TE buffer led to clear bathochromic (in the range 6 to 10 nm) and hypohromic shifts and this is illustrated as an example for 5b in Figure 2. Such a spectral change is generally accepted as evidence for the intercalation of dye molecules into DNA [39][40][41]. Emission All dyes have a
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Published 28 Dec 2017

Binding abilities of polyaminocyclodextrins: polarimetric investigations and biological assays

  • Marco Russo,
  • Daniele La Corte,
  • Annalisa Pisciotta,
  • Serena Riela,
  • Rosa Alduina and
  • Paolo Lo Meo

Beilstein J. Org. Chem. 2017, 13, 2751–2763, doi:10.3762/bjoc.13.271

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  • cyclodextrin core/number of phosphate groups of pDNA). The pH value of the reaction medium was kept at 7.5 using TE buffer as the solvent [59]. Ten µL of each binding reaction sample (mixed with bromophenol blue dye at a 1:1 ratio) was loaded on a 0.8% agarose gel containing ethidium bromide in TBE 0.5× (5.4 g
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Published 18 Dec 2017

Pyrene–nucleobase conjugates: synthesis, oligonucleotide binding and confocal bioimaging studies

  • Artur Jabłoński,
  • Yannic Fritz,
  • Hans-Achim Wagenknecht,
  • Rafał Czerwieniec,
  • Tytus Bernaś,
  • Damian Trzybiński,
  • Krzysztof Woźniak and
  • Konrad Kowalski

Beilstein J. Org. Chem. 2017, 13, 2521–2534, doi:10.3762/bjoc.13.249

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  • final concentrations were 3 µM template and 45 µM dye. To enable an assessment about the assembly, also a negative sample was prepared in every case with 45 µM dye and without template strand and both samples were centrifuged at 14000 rpm for 20 min. This excludes the solubility of the dyes in water
  • the dye for 15 minutes. The imaging was performed using a LSM 780 confocal system (Zeiss), equipped with an AxioObserver Z1 inverted microscope, a 63× oil immersion objective (NA 1.4), a 355 nm DPSS laser (50 mW), a 561 nm DPSS laser (20 mW), and a multi-anode PMT (32 elements). The luminescence
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Published 28 Nov 2017

Synthesis and application of trifluoroethoxy-substituted phthalocyanines and subphthalocyanines

  • Satoru Mori and
  • Norio Shibata

Beilstein J. Org. Chem. 2017, 13, 2273–2296, doi:10.3762/bjoc.13.224

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  • years, the term “functional dyes” was proposed [9][10][11]. Functional dye is a generic name for dyes that exceed the framework of coloration and show various chemical and physical responses. In modern times, unlike the concept of colorants in the past, dyes have been developed for various applications
  • novel material in the future. Besides blue organic pigments such as ink and colorants, it is expected to be widely applied to electronic devices in the medical field such as color filters for liquid crystal screens [12][13], storage media [14], dye-sensitized solar cells [15][16], photodynamic cancer
  • dye because it absorbs light of long wavelengths with high tissue transparency. However, ordinary phthalocyanines cause the deterioration of spectroscopic properties and solubility by forming aggregates, so it is necessary to suppress this aggregation [87]. As described above, the ability of the
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Published 27 Oct 2017

Phosphonic acid: preparation and applications

  • Charlotte M. Sevrain,
  • Mathieu Berchel,
  • Hélène Couthon and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2017, 13, 2186–2213, doi:10.3762/bjoc.13.219

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  • dots [107] and used as anchoring group for dye-sensitized solar cells [108][109][110] or for the immobilization of organocatalyst [111][112]. Phosphonic acid was also used for coating superparamagnetic iron oxide (e.g., magnetite) assessed as contrast agent in magnetic resonance imaging [113] or to
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Published 20 Oct 2017

Superstructures with cyclodextrins: Chemistry and applications IV

  • Gerhard Wenz

Beilstein J. Org. Chem. 2017, 13, 2157–2159, doi:10.3762/bjoc.13.215

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  • nanoparticles with the sensitizer Zn-phthalocyanine and the antineoplastic drug docetaxel. These materials might be applicable for dual cancer therapy [15]. Another self-assembled CD nanocarrier for the photoreactive dye squaraine that is useful for photodynamic therapy is described in this Thematic Series [16
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Published 18 Oct 2017

β-Cyclodextrin- and adamantyl-substituted poly(acrylate) self-assembling aqueous networks designed for controlled complexation and release of small molecules

  • Liang Yan,
  • Duc-Truc Pham,
  • Philip Clements,
  • Stephen F. Lincoln,
  • Jie Wang,
  • Xuhong Guo and
  • Christopher J. Easton

Beilstein J. Org. Chem. 2017, 13, 1879–1892, doi:10.3762/bjoc.13.183

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  • PAAβ-CDen alone provides insight into the factors affecting dye complexation. The rates of release of the dyes through a dialysis membrane from the three aqueous networks show a high dependence on host–guest complexation between the β-CDen substituents and the dyes as well as the structure and the
  • ADddn protons and the methylene protons of its dodecyl tether are also observed for solutions of β-CD and PAAADddn [14].) UV–vis dye complexation studies The complexations of the three dyes by β-CD alone in aqueous solution are used as a basis for assessing the effects of the substitution of β-CDen onto
  • poly(acrylate) in PAAβ-CDen and the subsequent network formation with PAAADen, PAAADhn and PAAADddn on dye complexation. The variation of absorbance of all three dyes with added β-CD is consistent with the dominant formation of 1:1 β-CD–dye complexes (Equation 4 and Equation 5 where A, εdye and εβ-CD
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Published 07 Sep 2017

The chemistry and biology of mycolactones

  • Matthias Gehringer and
  • Karl-Heinz Altmann

Beilstein J. Org. Chem. 2017, 13, 1596–1660, doi:10.3762/bjoc.13.159

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Published 11 Aug 2017

2-Methyl-2,4-pentanediol (MPD) boosts as detergent-substitute the performance of ß-barrel hybrid catalyst for phenylacetylene polymerization

  • Julia Kinzel,
  • Daniel F. Sauer,
  • Marco Bocola,
  • Marcus Arlt,
  • Tayebeh Mirzaei Garakani,
  • Andreas Thiel,
  • Klaus Beckerle,
  • Tino Polen,
  • Jun Okuda and
  • Ulrich Schwaneberg

Beilstein J. Org. Chem. 2017, 13, 1498–1506, doi:10.3762/bjoc.13.148

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  • of the cysteine function of 2 (Cys545) using the fluorescence dye ThioGlo® 1 (fluorescent thiol reagent, Figure S2, Supporting Information File 1). More than 90% of the cysteines are occupied, showing a very high coupling efficiency of the rhodium catalyst. Further, the biohybrid conjugate was
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Published 31 Jul 2017

Detection of therapeutic radiation in three-dimensions

  • John A. Adamovics

Beilstein J. Org. Chem. 2017, 13, 1325–1331, doi:10.3762/bjoc.13.129

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  • leuco dye, which is radiolytically oxidized to a dye absorbing at 630 nm. Keywords: dosimeters; leuco dyes; polymers; radiation; triarylmethane synthesis; Introduction Radiotherapy treatment is a complex 3D process, which is the principle treatment modality for most cancers [1]. The two main types of
  • dosimeter would be firm in structure and tissue equivalent [14]. This review describes such a 3D dosimeter, which we have been studying since 2004, composed primarily of the polymer polyurethane containing a radiochromic leuco dye and a radical initiator [15]. Review Leuco dyes and radical initiators Our
  • radiation doses. Consequently, radical initiators were necessary to promote the transformation. A variety of leuco dyes and radical initiators were screened for response to ionizing radiation. Initially the most promising leuco dye was leucomalachite green (LMG) which is a N,N-dimethyl-substituted
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Published 05 Jul 2017

BODIPY-based fluorescent liposomes with sesquiterpene lactone trilobolide

  • Ludmila Škorpilová,
  • Silvie Rimpelová,
  • Michal Jurášek,
  • Miloš Buděšínský,
  • Jana Lokajová,
  • Roman Effenberg,
  • Petr Slepička,
  • Tomáš Ruml,
  • Eva Kmoníčková,
  • Pavel B. Drašar and
  • Zdeněk Wimmer

Beilstein J. Org. Chem. 2017, 13, 1316–1324, doi:10.3762/bjoc.13.128

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  • reduces its potential medicinal applications. The targeted delivery of hydrophobic drugs can be achieved using liposome-based carriers. Therefore, we designed a traceable liposomal drug delivery system for trilobolide. The fluorescent green-emitting dye BODIPY, cholesterol and trilobolide were used to
  • describe the synthesis and application of a fluorescent construct (further called construct 6, depicted in Scheme 1) based on a green-emitting BODIPY dye and trilobolide–cholesterol (Tb-ChL) in a liposome formulation. Trilobolide (Tb, Figure 1) is a potent natural compound of the sesquiterpene lactone
  • , trilobolide. More specifically, we synthesized and characterized a fluorescent construct of Tb conjugated to cholesterol and a green-emitting BODIPY dye, which was successfully incorporated into liposomes. The immunomodulatory activity tested in primary rat macrophages revealed significant dose-dependent NO
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Published 04 Jul 2017

Regioselective (thio)carbamoylation of 2,7-di-tert-butylpyrene at the 1-position with iso(thio)cyanates

  • Anna Wrona-Piotrowicz,
  • Marzena Witalewska,
  • Janusz Zakrzewski and
  • Anna Makal

Beilstein J. Org. Chem. 2017, 13, 1032–1038, doi:10.3762/bjoc.13.102

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  • ; pyrene; thioamide; Introduction Direct functionalization of pyrene 1 has attracted a great deal of attention in recent years because it is the most straightforward route to novel organic molecular materials for optoelectronic devices (OLEDs, field-effect transistors, fluorescent sensors, dye lasers, etc
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Published 29 May 2017

Glyco-gold nanoparticles: synthesis and applications

  • Federica Compostella,
  • Olimpia Pitirollo,
  • Alessandro Silvestri and
  • Laura Polito

Beilstein J. Org. Chem. 2017, 13, 1008–1021, doi:10.3762/bjoc.13.100

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  • convenient for the biosensing application, considering that the light scattered by a single AuNP can be about 1 million times more intense than the fluorescence emitted by a dye [49][50]. Gold core: the size and the shape role AuNP core dimension and shape are important parameters to take into consideration
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Published 24 May 2017

The effect of cyclodextrin complexation on the solubility and photostability of nerolidol as pure compound and as main constituent of cabreuva essential oil

  • Joyce Azzi,
  • Pierre-Edouard Danjou,
  • David Landy,
  • Steven Ruellan,
  • Lizette Auezova,
  • Hélène Greige-Gerges and
  • Sophie Fourmentin

Beilstein J. Org. Chem. 2017, 13, 835–844, doi:10.3762/bjoc.13.84

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  • Landy et al. [23] was used to determine the formation constants (Kf) of HP-β-CD/Ner inclusion complexes. Methylorange (MO), an azo dye, was used as a competitor. First, the Kf of the HP-β-CD/MO inclusion complex was calculated by a direct titration method. Then, a spectral displacement method was
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Published 05 May 2017

Energy down converting organic fluorophore functionalized mesoporous silica hybrids for monolith-coated light emitting diodes

  • Markus Börgardts and
  • Thomas J. J. Müller

Beilstein J. Org. Chem. 2017, 13, 768–778, doi:10.3762/bjoc.13.76

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  • synthesis of mesoporous hybrid materials by postsynthetic grafting to commercially available MCM-41. These individually dye-functionalized hybrid materials are mixed in variable ratios to furnish a powder capable of emitting white light with CIE chromaticity coordinates of x = 0.33, y = 0.33 and an external
  • inherent robustness and stability of the rigid inorganic silica material can be combined with the functionality and tunability of the organic chromophore. In addition, these mesoporous materials possess defined pore structures in which the organic dye can be homogeneously distributed [13]. Thereby
  • aggregation induced self-quenching and singlet oxygen dependent dye degradation can be efficiently prevented [14][15]. By the rigid silica host framework bimolecular photochemical reactions are also suppressed [16]. Additionally, mesoporous materials possess the crucial advantage that they can be synthesized
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Published 25 Apr 2017

Novel β-cyclodextrin–eosin conjugates

  • Gábor Benkovics,
  • Damien Afonso,
  • András Darcsi,
  • Szabolcs Béni,
  • Sabrina Conoci,
  • Éva Fenyvesi,
  • Lajos Szente,
  • Milo Malanga and
  • Salvatore Sortino

Beilstein J. Org. Chem. 2017, 13, 543–551, doi:10.3762/bjoc.13.52

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  • /bjoc.13.52 Abstract Eosin B (EoB) and eosin Y (EoY), two xanthene dye derivatives with photosensitizing ability were prepared in high purity through an improved synthetic route. The dyes were grafted to a 6-monoamino-β-cyclodextrin scaffold under mild reaction conditions through a stable amide linkage
  • xanthene-type PSs in conjugation with CDs is very scarce. The reasons behind this fact are most probably the difficulties in selective CD functionalization and limitations in xanthene-dye modification. Xanthene dyes can be introduced into the CD scaffold most easily through an ester linkage between the
  • available hydroxy groups of the CD and the carboxylic acid group of the dye [21]. These conjugates, however, cannot be used in biomedical applications because of the lability of the ester bond towards enzymatic degradation. Any cleavage of the conjugate would result in an increased free dye concentration in
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Published 15 Mar 2017

Investigation of the action of poly(ADP-ribose)-synthesising enzymes on NAD+ analogues

  • Sarah Wallrodt,
  • Edward L. Simpson and
  • Andreas Marx

Beilstein J. Org. Chem. 2017, 13, 495–501, doi:10.3762/bjoc.13.49

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  • -ribosylation, whereas in case of ARTD6 both are used as substrates in both assays with similar efficiencies. Dye-modified NAD+ analogues Because the alkyne-tag induces only small alterations to the NAD+ scaffold, we also investigated how these enzymes would act on bulkier substitutions. For this purpose, we
  • selected bulky, dye-modified NAD+ analogues 5 and 6, which were previously prepared by our group [21], in order to have a direct, fluorescent read-out. The outcome is summarised in Table 2 and the SDS PAGE gels obtained are depicted in Figure 4 and Supporting Information File 1, Figures S3 and S4. As shown
  • the employed substitutions in adenine at position 7 and 8 completely abrogated the processing towards PAR. The DNA-dependent ARTDs ARTD1 and ARTD2 can process 2-modified analogues best as also sterically demanding compounds such as dye-modified 5 are processed. Thus, 2-modified analogues are the best
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Published 10 Mar 2017

Interactions between photoacidic 3-hydroxynaphtho[1,2-b]quinolizinium and cucurbit[7]uril: Influence on acidity in the ground and excited state

  • Jonas Becher,
  • Daria V. Berdnikova,
  • Darinka Dzubiel,
  • Heiko Ihmels and
  • Phil M. Pithan

Beilstein J. Org. Chem. 2017, 13, 203–212, doi:10.3762/bjoc.13.23

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  • ]quinolizinium was synthesized by cyclodehydration route and its optical properties in different media were investigated. The absorption and emission spectra of this compound depend on the pH of the solution. Thus, at higher pH values the deprotonation yields a merocyanine-type dye that exhibits significantly
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Published 01 Feb 2017

A new class of organogelators based on triphenylmethyl derivatives of primary alcohols: hydrophobic interactions alone can mediate gelation

  • Wangkhem P. Singh and
  • Rajkumar S. Singh

Beilstein J. Org. Chem. 2017, 13, 138–149, doi:10.3762/bjoc.13.17

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  • the gel were carried out using scanning electron microscopy, FTIR spectroscopy, rheology and powder XRD techniques. This gel also showed a good absorption profile for a water soluble dye. Given the non-polar nature of this molecule, gel formation is likely to be mediated by hydrophobic interactions
  • linear molecular arrays and also between two-dimensional planar arrays. The weak intensity peak at 22.39° (3.96 Å) can be attributed to the presence of π–π stacking between benzene rings of adjacent triphenylmethyl groups. Dye absorption studies Dyes are commercially important and are widely used in many
  • character (perhaps with a large π surface area, e.g., Direct Red 80). The hypothesis being hydrophobic interactions between the non-polar self-assembled TPM-G12 microstructures with Direct Red 80 may facilitate dye absorption and removal. Figure 10a shows the time-dependent dye absorption profile of Direct
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Published 23 Jan 2017

A postsynthetically 2’-“clickable” uridine with arabino configuration and its application for fluorescent labeling and imaging of DNA

  • Heidi-Kristin Walter,
  • Bettina Olshausen,
  • Ute Schepers and
  • Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2017, 13, 127–137, doi:10.3762/bjoc.13.16

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  • donors in the energy transfer-based DNA systems (vide infra). The corresponding dye azides were synthesized as previously described [19][23][24]. The modified double strands (ds) DNA2aD1 to DNA2aD4 were compared with their structural counterpart among the duplexes DNA2rD1 to DNA2rD4 with respect to their
  • -modified duplexes. The stabilization of dsDNA2a ranges only from 0.7 °C for D1 to 3.2 °C for D3 and D4, whereas the stabilizing effects for dsDNA2r are more diverse, ranging from 2.0 °C for D1 to 3.7 °C for D3. Obviously, the dye interactions with double-stranded DNA do slightly depend on the type of dye
  • . In D1 and D2, the pyridinium part is connected to the rest of the dye by its 4-position, in D3 and D4 via its 2-position. The latter connectivity has a larger stabilizing influence on the DNA2a double strands. The fluorescence quantum yields of dsDNA2a are all higher than the corresponding ones of
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Published 20 Jan 2017

Stabilization of nanosized titanium dioxide by cyclodextrin polymers and its photocatalytic effect on the degradation of wastewater pollutants

  • Tamás Zoltán Agócs,
  • István Puskás,
  • Erzsébet Varga,
  • Mónika Molnár and
  • Éva Fenyvesi

Beilstein J. Org. Chem. 2016, 12, 2873–2882, doi:10.3762/bjoc.12.286

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  • . CMBCD-P itself showed a catalytic effect on the UV degradation of methylene blue. In addition to enhancing the colloid stability of nanoTiO2 CMBCD-P showed also synergistic effects in catalyzing the photodecomposition process of the dye. On the other hand, ibuprofen as a model pharmaceutical, a
  • . Photocatalytic effect of the CMBCD-P stabilized nanoTiO2 dispersions The photocatalytic effect of nanoTiO2 on the decomposition of two model contaminants: a dye (methylene blue, MB) and a drug (ibuprofen, IBR) was studied in various media (distilled water, NaCl solution and tap water) in the presence and absence
  • . The polymer itself showed some catalytic effect: the rate of degradation of MB was slightly increased in all the three media resulting in the shortest half-life time in tap water similarly to the dye alone. The catalytic effect of nanoTiO2 itself could be measured only in distilled water, as both in
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Published 28 Dec 2016

Biomimetic synthesis and HPLC–ECD analysis of the isomers of dracocephins A and B

  • Viktor Ilkei,
  • András Spaits,
  • Anita Prechl,
  • Áron Szigetvári,
  • Zoltán Béni,
  • Miklós Dékány,
  • Csaba Szántay Jr,
  • Judit Müller,
  • Árpád Könczöl,
  • Ádám Szappanos,
  • Attila Mándi,
  • Sándor Antus,
  • Ana Martins,
  • Attila Hunyadi,
  • György Tibor Balogh,
  • György Kalaus (†),
  • Hedvig Bölcskei,
  • László Hazai and
  • Tibor Kurtán

Beilstein J. Org. Chem. 2016, 12, 2523–2534, doi:10.3762/bjoc.12.247

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  • increase P-gp inhibitory activity [18]. Based on the unaltered accumulation of rhodamine 123, a P-gp substrate fluorescent dye, in the P-gp transfected L5178MDR cells, we observed that none of the synthesized compounds inhibits this transporter. The antioxidant activity of dracocephins A and B was also
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Published 24 Nov 2016
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