15626-30-9Relevant academic research and scientific papers
Enhancement of fluorescent properties of near-infrared dyes using clickable oligoglycerol dendrons
Redy-Keisar, Orit,Huth, Katharina,Vogel, Uwe,Lepenies, Bernd,Seeberger, Peter H.,Haag, Rainer,Shabat, Doron
, p. 4727 - 4732 (2015)
Near-infrared (NIR) fluorescent dyes are gaining increased attention due to their potential to serve as molecular probes for in vivo imaging. Here, we demonstrate that oligoglycerol dendrons effectively enhance the fluorescence properties of an NIR dye by increasing the solubility in water and the prevention of aggregate formation. First- and second-generation oligoglycerol dendrons were conjugated to an NIR dye via a dipolar-cycloaddition (click) reaction. The two new dye conjugates exhibited enhanced NIR fluorescent emission and considerably higher fluorescent quantum yields than the dye alone. The high photostability measured for one of the oligoglycerol-linked dyes, in comparison to commonly used fluorogenic dyes such as Cy5 and Cy7, was validated using fluorescence microscopy of macrophages.
A stable room-temperature molecular assembly of zwitterionic organic dipoles guided by a Si(111)-7 x 7 template effect
Makoudi, Younes,Arab, Madjid,Palmino, Frank,Duverger, Eric,Ramseyer, Christophe,Picaud, Fabien,Cherioux, Frederic
, p. 9287 - 9290 (2007)
(Figure Presented) Chiral assemblies of achiral molecules: High-resolution STM images of zwitterionic organic dipoles deposited on Si(111)-7 x 7 show a chiral molecular assembly on this surface (see picture). Density functional calculations demonstrate that a sulfonato group can act as an electrostatic shield that protects the π skeleton of organic molecules from the dangling bonds of semiconductor surfaces, which is a major advance in the deposition of π-conjugated molecules.
COMPOUNDS AND METHODS FOR OPTICAL SENSING OF ELECTRICAL ACTIVITY IN BIOLOGICAL SYSTEMS
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Paragraph 0090, (2019/08/20)
Disclosed are tethered chromophore compositions comprising a membrane-spanning tether. The compounds can include covalently tethered fluorophore-quencher combinations useful for measuring action potentials and other fast electrical events in cells and tissues.
Photocontrolled molecular assembler based on cucurbit[8]uril: [2+2]autophotocycloaddition of styryl dyes in the solid state and in water
Gromov, Sergey P.,Vedernikov, Artem I.,Kuz'Mina, Lyudmila G.,Kondratuk, Dmitry V.,Sazonov, Sergey K.,Strelenko, Yuri A.,Alfimov, Michael V.,Howard, Judith A. K.
experimental part, p. 2587 - 2599 (2010/09/08)
Three styryl dyes of the 4-pyridine series that form syn-headto-tail dimeric pairs in polycrystalline films were synthesised. NMR and UV/Vis spectroscopic studies showed that this promotes stereospecific [2+2]-autophotocycloaddition (PCA) in the dimeric pairs to give rctt-isomers of cyclobutane derivatives. For the dye with an N-ammoniopropyl substituent, this transformation was accomplished according to the singlecrystal-to-single-crystal pattern. In aqueous solutions, the dyes and cucurbit[n]urils (CB[n], n = 7, 8) form complexes with a pseudorotaxane structure. CB[7] tends to form 1:1 complexes, and CB[8] forms 1:1 and 2:1 complexes. The structure of the termolecular complex formed by the betaine of the N-sulfonatopropyl styryl dye and CB[8] was determined by X-ray diffraction. The stability of the complexes was measured by 1H NMR titration in a D2O/[D3]MeCN (10:1) mixture (logK1:1 ≥ 3.2, logK2:1 ≥ 2.6). Free dyes and their complexes with CB[7] in water undergo only (E)/(Z) photoisomerisation. Termolecular complexes of all dyes with CB[8] were found to undergo effective stereospecific PCA reactions to give rctt isomers of cyclobutane derivatives. The 1:1 complexes of the obtained cyclobutanes with CB[8] (logKcb = 3.2-4.8) are less stable than those of the starting dyes with the same stoichiometry. Thus, CB[8] can play the role of a photocontrolled molecular assembler, i.e., even in the presence of 5 mol-% of CB[8], complete conversion of styryl dyes into the corresponding cyclobutane derivatives takes place upon irradiation in solution.
Charge-Shift Probes of Membrane Potential. Synthesis
Hassner, A.,Birnbaum, D.,Loew, L. M.
, p. 2546 - 2551 (2007/10/02)
We are reporting two general synthetic approaches to a number of (aminostyryl)pyridinium dyes and their heterocyclic analogues which are of interest as electrochromic probes for membrane potential.The two routes which involve palladium-catalyzed coupling or aldol condensation permit considerable structure variations to be introduced in the dyes.Some spectral properties of the dyes are discussed.
