- A Reversible Photoacid Functioning in PBS Buffer under Visible Light
-
A metastable-state photoacid that can reversibly release a proton in PBS buffer (pH = 7.4) under visible light is reported. The design is based on the dual acid-base property and tautomerization of indazole. The quantum yield was as high as 0.73, and moderate light intensity (102 μmol·m2·s-1) is sufficient for the photoreaction. Reversible pH change of 1.7 units was demonstrated using a 0.1 mM aqueous solution. This type of photoacid is promising for control of proton-transfer processes in physiological conditions and may find applications in biomedical areas.
- Abeyrathna, Nawodi,Liao, Yi
-
-
Read Online
- Accumulation of the photonic energy of the deep-red part of the terrestrial sun irradiation by rare-earth metal-free: E - Z photoisomerization
-
Large scale solar energy storage in the form of E-Z photoisomerisable organic materials requires avoidance of applying rare earth metals at any stage of the process used. Here, drastic shortening of the synthetic route of crown ether functionalized hemicyanine dyes, suitable for efficient E-Z photoisomerization under extremely low excitation light intensities compared with unconcentrated sunlight is reported. The higher energetic form was successfully stabilized by rare earth free cations-in this case by styryl dye-Ba2+ complexes. For the first time E-Z photoisomerization was demonstrated and was observed directly by excitation with light substantially red-shifted compared to the absorption spectrum of the trans-to-cis active moieties via the process of triplet-triplet annihilation upconversion.
- Baluschev, Stanislav,Dimitrova, Ralitza,Kandinska, Meglena,Landfester, Katharina,Vasilev, Aleksey
-
p. 7119 - 7126
(2021/06/16)
-
- Near-infrared double-acid dye connected with oxygen ether chain as well as preparation method and application thereof
-
The invention discloses a near-infrared double-acid dye connected with an oxygen ether chain, and preparation and application thereof. The 2 -methylbenzothiazole derivative and dicyanovinyl modified semiaromatic acid derivative which is linked with an oxygen ether chain is prepared from a raw material. The near-infrared both-side acid dye has good stability and excellent optical performance, and especially the introduction of a sulfonic acid group and an oxygen ether chain can enhance the water solubility of the dye. When the near-infrared double-acid dye is used for detection G - quadruplex, G - quadruplex can interact with the dye molecules, and the change of the dye absorption spectrum and the fluorescence spectrum is caused while G - quadruplex topological structure changes, so that the dye can be used as G - quadruplex. Fluorescent probes for detection.
- -
-
Paragraph 0024
(2021/09/08)
-
- 4,4-disubstituted cyclohexyl bridged heptamethine cyanine dyes and uses thereof
-
The invention relates to a family of compounds that comprise fluorescent cyanine dyes. The compounds are near infrared absorbing heptamethine cyanine dyes with a 4,4-disubstituted cyclohexyl ring as part of the polymethine chromophore. The compounds are generally hydrophilic and can be chemically linked to biomolecules, such as proteins, nucleic acids, and therapeutic small molecules. The compounds can be used for imaging in a variety of medical, biological and diagnostic applications.
- -
-
Page/Page column 60; 68-69; 71-72
(2021/12/23)
-
- An activatable probe for detecting alcoholic liver injuryviamultispectral optoacoustic tomography and fluorescence imaging
-
A probe has been developed for imaging alcoholic liver injury through detecting the overexpressed cytochrome P450 reductase in hypoxia in the hepatic region. Upon response to the enzyme, the activated probe displays turn-on fluorescence and near-infrared absorption and generates prominent optoacoustic signals.
- Chen, Junjie,Fang, Yichang,Sun, Lihe,Zeng, Fang,Wu, Shuizhu
-
supporting information
p. 11102 - 11105
(2020/10/05)
-
- Simultaneous imaging of lysosomal and mitochondrial viscosity during mitophagy using molecular rotors with dual-color emission
-
Two molecular rotors with a single excitation and dual-color emission wavelengths were engineered for simultaneous imaging of lysosomal and mitochondrial viscosity. These two molecular rotors were highly sensitive to viscosity without dependence on pH or polarity, facilitating simultaneous imaging of lysosomal and mitochondrial viscosity during mitophagy in living cells.
- Chen, Wen,Han, Junyan,Jiang, Jian-Hui,She, Jiaxin,Wang, Fenglin,Yu, Ru-Qin,Zhu, Lei
-
supporting information
p. 7797 - 7800
(2020/07/27)
-
- Precious metal-free molecular machines for solar thermal energy storage
-
Four benzothiazolium crown ether-containing styryl dyes were prepared through an optimized synthetic procedure. Two of the dyes (4b and 4d) having substituents in the 5-position of the benzothiazole ring are newly synthesized compounds. They demonstrated a higher degree of trans-cis photoisomerization and a longer life time of the higher energy forms in comparison with the known analogs. The chemical structures of all dyes in the series were characterized by NMR, UV-vis, IR spectroscopy and elemental analysis. The steady-state photophysical properties of the dyes were elucidated. The stability constants of metal complexes were determined and are in good agreement with the literature data for reference dyes. The temporal evolution of trans-to-cis isomerization was observed in a real-time regime. The dyes demonstrated a low intrinsic fluorescence of their Ba2+ complexes and high yield of E/Z photoisomerization with lifetimes of the higher energy form longer than 500 seconds. Density functional theory (DFT) calculations at the B3LYP/6-31+G(d,p) level were performed in order to predict the enthalpies (H) of the cis and trans isomers and the storage energies (ΔH) for the systems studied.
- Kandinska, Meglena I.,Kitova, Snejana M.,Videva, Vladimira S.,Stoyanov, Stanimir S.,Yordanova, Stanislava B.,Baluschev, Stanislav B.,Angelova, Silvia E.,Vasilev, Aleksey A.
-
supporting information
p. 1096 - 1106
(2019/06/08)
-
- Asymmetric anthocyanin dye and application thereof
-
The invention provides a compound adopting an asymmetric anthocyanin dye structure. The compound has a general chemical structure formula (I). The compound has no fluorescence itself, but can produceintensive fluorescence signals when composited with RNA, has the intensity of the fluorescence signal directly proportional to the concentration of RNA and has high selectivity for RNA. Therefore, theconcentration of RNA in biological samples can be simply and quickly determined by use of the compound.
- -
-
Paragraph 0092-0095
(2018/09/13)
-
- Unsymmetrical cyanine dyes and their application
-
The invention describes the preparation and use of fluorescent stains for nucleic acids derived from unsymmetrical cyanine dyes. The dyes of the invention possess superior fluorescent properties when complexed with nucleic acids, and have utility in any application which requires detection of nucleic acids, such as detection of nucleic acids in solution, in gels, in blots, in microarrays, and in bacteria and cells, and for use in analysis of cell structure, membrane integrity, and function. The dyes of the invention have the formula where X is O, S, or C(CH3)2; Each of R1 and R6 is independently hydrogen, carboxy, sulfo, sulfonamide, halogen, CN, or alkoxy; Each of t and s is an integer from 0 to 4; R2 is an alkyl, or alkyl group substituted by a carboxy, or a sulfo; R3 is H, C6H4CO2R7, or C6H4CH2N(R7)2, where R7 is an alkyl; R4 is H, alkyl, aryl, halogen, alkoxy, alkylamino, or alkylthio; R5 is an alkyl, aryl, alkyl group substituted by a carboxy, or a sulfo, or —(CH2)a—[O—(CH2)b]m—O—Z, where Z is H, alkyl, or carboxy; each of a and b is an integer from 1 to 4; m is an integer selected from 0 to 4.
- -
-
Page/Page column 21
(2018/01/20)
-
- MODIFIED CARBOCYANINE DYES AND THEIR CONJUGATES
-
Chemically reactive carbocyanine dyes incorporating an indolium ring moiety that is substituted at the 3-position by a reactive group or by a conjugated substance, and their uses, are described. Conjugation through this position results in spectral properties that are uniformly superior to those of conjugates of spectrally similar dyes wherein attachment is at a different position. The invention includes derivative compounds having one or more benzo nitrogens.
- -
-
Paragraph 0138
(2015/09/22)
-
- Promising near-infrared non-targeted probes: Benzothiazole heptamethine cyanine dyes
-
A series of benzothiazole heptamethine cyanine dyes have been synthesized and their photophysical properties evaluated in relation to their structural features. These have been compared against two classical probes of this type: Indocyanine Green (IGC) and New Indocyanine Green (IR-820). Growth inhibitory studies were also performed using a eukaryotic, unicellular organism, fission yeast Schizosaccharomyces pombe. Herein we highlight some potentially interesting candidates with improved fluorescence quantum yields when compared with ICG and IR-820.
- Okoh, Okoh Adeyi,Bisby, Roger H.,Lawrence, Clare L.,Rolph, Carole E.,Smith, Robert B.
-
-
- PROCESS FOR DYE PRODUCTION
-
The present invention relates to a process for the production of certain compounds, especially dye compounds defined in general by Formula I: The invention provides a one-step method in which a compound of Formula II or a reactive intermediate derived in situ therefrom is reacted in situ with a compound of Formula III (optionally in the presence of a compound of Formula IV) to produce compounds of Formula I in excellent yield, and in a manner which avoids undesirable by- product formation.
- -
-
Paragraph 00113
(2013/08/15)
-
- N-Alkylated 2,3,3-trimethylindolenines and 2-methylbenzothiazoles. Potential lead compounds in the fight against Saccharomyces cerevisiae infections Dedication in memory of the late Derek Bennett 17-07-1931 to 05-04-2013.
-
The synthesis of a variety of N-alkylated 2,3,3-trimethylindolenines and 2-methylbenzothiazoles is reported herein. Their potential as antifungal agents is evaluated by preliminary screening against Saccharomyces cerevisiae (S. cerevisiae), Schizosaccharomyces pombe (S. pombe), and Candida albicans (C. albicans). Statistical analyses illustrate a strong relationship between chain length and growth inhibition for S. cerevisiae and S. pombe (p 0.0001 in every case). Of particular interest is the activity of both sets of compounds against S. cerevisiae, as this is emerging as an opportunistic pathogen, especially in immunosuppressed and immunocompromised patients. Bioassays were set up to compare the efficacy of our range of N-alkylated compounds against classic antifungal agents; Amphotericin B and Thiabendazole.
- Tyler, Andrew R.,Okoh, Adeyi Okoh,Lawrence, Clare L.,Jones, Vicky C.,Moffatt, Colin,Smith, Robert B.
-
supporting information
p. 222 - 227
(2013/07/27)
-
- Highly selective and sensitive colourimetric detection of Hg2+ ions by unsymmetrical squaraine dyes
-
A novel class of sulphonate group containing unsymmetrical squaraine dyes has been synthesized. These dyes show a selective and sensitive affinity towards Hg2+ in methanol and are practically insensitive to most other environmentally and biologically relevant metal ions. Isothermal titration calorimetric (ITC) studies and High Resolution Mass Spectral (HRMS) analysis indicate a 1:1 binding mode. 1H and 13C NMR of the isolated Dye...Hg2+ adduct showed an unusual addition reaction of Hg2+ along the phenyl-squarate carbon-carbon bond which was also supported by TD-DFT calculations using PM6 level geometries.
- Shafeekh,Rahim,Basheer,Suresh,Das
-
p. 714 - 721
(2013/03/14)
-
- Efficient electron injection due to a special adsorbing group's combination of carboxyl and hydroxyl: Dye-sensitized solar cells based on new hemicyanine dyes
-
A series of new benzothiazolium hemicyanine dyes (HC-1, HC-2, HC-3, HC-4, and HC-5 in Scheme 1) were designed and synthesized for sensitization of nanocrystalline TiO2 electrodes by introducing carboxyl, hydroxyl, or sulfonate anchoring groups onto the dyes' skeletons. A naphthothiazolium hemicyanine with both sulfonate and hydroxyl (HC-6) was also prepared for comparison. The photophysical and photoelectrochemical studies revealed that three kinds of efficiencies, i.e. the fluorescence quenching efficiencies of the dyes by colloidal TiO2, the monochromatic incident photon-to-current conversion efficiencies (IPCEs) for the dye-sensitized TiO2 electrodes, and the overall photoelectric conversion efficiencies (η) for the dye-sensitized solar cells (DSSCs) based on these hemicyanines, all depended strongly on the anchoring group types and decreased in the order: carboxyl + hydroxyl > carboxyl > sulfonate + hydroxyl, indicating the importance of the dyes' adsorbing groups for their sensitization effects in DSSCs. The combination of carboxyl and hydroxyl as anchoring groups led to highly efficient IPCEs over a wide spectrum region with the maximum IPCE of 73.6% and a η of 5.2% under AM1.5 Global simulated light (80 mW cm-2) for the HC-1 based DSSC, which may result from the complex formation between HC-1 and TiO2 and the cathodic shift of the excited state oxidation potential. The Royal Society of Chemistry 2005.
- Chen, You-Sheng,Li, Chao,Zeng, Zhang-Hua,Wang, Wei-Bo,Wang, Xue-Song,Zhang, Bao-Wen
-
p. 1654 - 1661
(2007/10/03)
-
- Dyeing method using a specific cationic derivative and a compound selected among a specific aldehyde, a specific ketone, a quinone and a di-imino-isoindoline or 3-amino-isoindolone derivative
-
Compositions, methods, and kits for dyeing at least one keratin fiber, comprising at least one specific cationic compound and at least one compound chosen from specific aldehydes, specific ketones, quinones, diiminoisoindoline derivatives, and 3-aminoisoindolone derivatives, with the proviso that the inventive compositions do not comprise an oxidizing agent.
- -
-
-
- Crown ether styryl dyes: 22. Synthesis and complexation of the cis-isomers of photochromic aza-15-crown-5 ethers
-
New crown ether-containing styryl dyes of the benzothiazole series containing an aza-15-crown-5-ether moiety were synthesized. The trans - cis-photoisomerization of these dyes and their analogs was studied; the effect of metal cations on the kinetics of dark cis -trans-isomerization was elucidated. The stability constants of the complexes of the cis-isomers of these dyes with Ca(ClO4)2 were estimated. The dramatic increase (by more than three orders of magnitude) in the stability of the complexes on passing from a cationic dye to a betaine was attributed to the formation of an intramolecular bond in the cis-complexes between the sulfo group of the N-substituent and the metal cation located in the cavity of the azacrown-ether moiety.
- Gromov,Ushakov,Fedorova,Soldatenkova,Alfimov
-
p. 1143 - 1148
(2007/10/03)
-
- Crown ether styryl dyes 18. Synthesis, anion-"capped" complexes, and ion-selective stereospecific [2+2] autophotocycloaddition of photochromic 18-crown-6 ethers
-
New crown ether styryl dyes (trans- 1c,d) containing the 18-crown-6 ether fragment were synthesized. Interaction of trans-1c,d dyes, as well as their analogs, trans-1a,b containing the 15-crown-5 ether fragment, with Ca(ClO4)2 in MeCN afforded supramolecular structures (dimeric complexes). Competing reactions, trans-cis-photoisomerization with the formation of anion-"capped" complexes of cis-1a-d and [2+2] autophotocycloaddition with the formation of cyclobutane derivatives 8a-d and 9c, were observed on photolysis of solutions of complexes of trans-1a-d with Ca2+. Preorganization of trans-isomers in dimeric complexes with Ca2+ determined the regio- and stereoselectivity of each of the two directions of the photocycloaddition and the efficiency of the reaction.
- Gromov,Ushakov,Fedorova,Buevich,Alfimov
-
p. 654 - 661
(2007/10/03)
-