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Upstream product

• 591-27-5 m-Hydroxyaniline 
• 85-44-9 phthalic anhydride 
• 41175-50-2 8-hydroxyjulolidine 

Downstream Products

• 311349-30-1 3-diethylamino-10-tetrahydroquinolizino[1,9-hi]-9-[2'-carboxyphenyl]-benzo[c]xanthylium 
• 1354688-45-1 C₃₉H₃₉N₂O₃⁽¹⁺⁾*ClO₄^(1-) 
• 1354688-51-9 C₄₃H₄₁N₂O₃⁽¹⁺⁾*ClO₄^(1-) 
• 64339-18-0 rhodamine 101 
• 41175-47-7 2-(12-oxo-2,3,6,7-tetrahydro-1H,5H,12H-chromeno[2,3-f]pyrido[3,2,1-ij]quinolin-9-yl)benzoic acid 

Relevant academic research and scientific papers

Novel rhodamine dye with large Stokes shifts by fusing the 1,4-diethylpiperazine moiety and its applications in fast detection of Cu2+

Rhodamine dyes were widely developed for designing probes due to their excellent photophysical properties and biocompatibility. However, traditional rhodamine dyes still bear major drawbacks of short emission wavelengths (600 nm) and narrow Stokes shifts (30 nm), which limit their biological imaging applications. Herein, we reported a novel mitochondria-Targeted fluorescent dye JRQ with near-infrared (NIR) emission wavelength and improved Stokes shift (63 nm) by tuning the donor-Acceptor-donor (D-A-D) character of the rhodamine skeleton. As expected, JRQ exhibited multiple excellent properties and could accumulate in mitochondria, and can therefore be used as a signal reporter for the design of fluorescent probes by taking advantage of the fluorescence controlled mechanism of the ring opening and closing chemical processes of the spirolactone platform. By using JRQ as a precursor, a highly sensitive fluorescent probe JRQN for the fast detection of mitochondrial Cu2+ ions was synthesized based on the Cu2+-Triggered specific hydrolysis mechanism because mitochondria are an important reservoir of intracellular Cu2+. We expect that the Stokes shift increase of rhodamine dyes via tuning the donor-Acceptor-donor (D-A-D) character of the rhodamine skeleton will provide a novel synthetic approach for the development of rhodamine dyes and expansion of their applications. This journal is

Absorption, fluorescence, and acid-base equilibria of rhodamines in micellar media of sodium dodecyl sulfate

Rhodamine dyes are widely used as molecular probes in different fields of science. The aim of this paper was to ascertain to what extent the structural peculiarities of the compounds influence their absorption, emission, and acid-base properties under unified conditions. The acid-base dissociation (HR+???R?+?H+) of a series of rhodamine dyes was studied in sodium n-dodecylsulfate micellar solutions. In this media, the form R exists as a zwitterion R±. The indices of apparent ionization constants of fifteen rhodamine cations HR+ with different substituents in the xanthene moiety vary within the range of pKaapp?=?5.04 to 5.53. The distinct dependence of emission of rhodamines bound to micelles on pH of bulk water opens the possibility of using them as fluorescent interfacial acid–base indicators.

Deep red emitting triphenylamine based coumarin-rhodamine hybrids with large Stokes shift and viscosity sensing: Synthesis, photophysical properties and DFT studies of their spirocyclic and open forms

We designed and synthesized triphenylamine based and coumarin fused rhodamine hybrid dyes and characterized using 1H, 13C NMR and HR-LCMS analysis. Both the newly synthesized hybrid dyes were found to show red shifted absorption as well as emissions and large Stokes shift (40–68 nm) as compared to the small Stokes shift (25–30 nm) of reported dyes Rhodamine B and 101. Photophysical properties of these dyes were studied in different solvents and according to the solvents acidity or basicity they preferred to remain in their spirocyclic or open form in different ratio. We studied the spirocyclic as well as open form derivatives of these dyes for their viscosity sensitivity in three different mixture of solvents i.e. polar-protic [EtOH-PEG 400], polar-aprotic [toluene-PEG 400] and non-polar-aprotic [toluene-paraffin]. They are found to show very high viscosity sensitivity in polar-protic mixture of solvents [EtOH-PEG 400] and hence concluded that both polarity as well as viscosity factor worked together for the higher emission enhancement rather than only viscosity factor. As these dyes showed very high viscosity sensitivity in their spirocyclic as well as open form, they can be utilized as viscosity sensors in visible as well as deep red region. We also correlated our experimental finding theoretically by using Density Functional theory computations.

Altering Fundamental Trends in the Emission of Xanthene Dyes

Fluorescent small molecules enable researchers and clinicians to visualize biological events in living cells, tissues, and organs in real time. Herein, the focus is on the structure and properties of the relatively rare benzo[a]xanthenes that exhibit enhanced steric and electronic interactions due to their annulated structures. Three types of fluorophores were synthesized: (i) pH- and solvent-dependent seminaphthorhodafluors, (ii) pH- and solvent-independent seminaphthorhodafluors, and (iii) pH-independent but solvent-sensitive seminaphthorhodamines. The probes exhibited promising far-red to near-infrared (NIR) emission, large Stoke shifts, broad full width at half-maximum (fwhm), relatively high quantum yields, and utility in immunofluorescence staining. Deviation of the π-system from planarity due to changes in the fluorophore ionization state resulted in fluorescence properties that are atypical of common xanthene dyes.

Synthesis and properties of seminaphthorhodafluor red laser dyes

In the present work, we synthesized two seminaphthorhodafluor red laser dyes SNARF-X1 and SNARF-X2 and investigated their photo-physical properties in different solvents and the laser properties in ethanol. It was found that the wavelengths of absorption and fluorescence emission spectra are not very sensitive to the solvent polarity, while the fluorescence intensities decrease with the increase in solvent polarity. SNARF-X1 and SNARF-X2 not only emit tunable red laser (590–670?nm for SNARF-X1 and 600–680?nm for SNARF-X2) but also show high laser conversion efficiency. The above two dyes also show high photo-stability under 532?nm ND:YAG laser irradiation. In this regard, the half-lives of laser efficiency for SNARF-X1 and SNARF-X2 are 7?h and 6?h, respectively.

Synthesis and optical properties of 1-naphthol rhodamine for deep red laser dyes

In this study, we synthesized two asymmetric rhodamine laser dyes based on 1-naphthol (Dye-1 and Dye-2) and investigated their photophysical and laser performances. It was found that the fluorescence emission wavelengths of the two dyes are successfully extended to the deep red region. Compared with Dye-1, the esterification product Dye-2 displays a redshift of ～8 nm in the maximum absorption wavelength (λabs) and fluorescence emission wavelength (λem). In aprotic solvents, both λabs and λem of Dye-2 red-shift with the increase of solvent polarity, while its fluorescence quantum yield always decreases with the increase of solvent polarity, no matter in protic solvents or aprotic solvents. The results of laser tests indicated that both Dye-1 and Dye-2 have wide laser tuning range and strong laser conversion efficiency in the red region. The laser conversion efficiency is closely relative to the dye concentration and linearly increases with the increase of pump laser energy.

A novel near-infrared fluorescent probe with an improved Stokes shift for specific detection of Hg2+in mitochondria

The mercury ion (Hg2+), one of the most notorious heavy metal ions, not only causes environmental pollution, but also endangers human health. There is evidence that Hg2+ tends to accumulate in the mitochondria and to induce apoptosis. However, mitochondria-targeted near-infrared (NIR) fluorescent probes with large Stokes shifts are still scarcely described for the specific detection of Hg2+. In this work, a novel near-infrared fluorescent probe JRQNS with a large Stokes shift (78 nm) was reported, and applied for sensitive and specific detection of Hg2+ in mitochondria by incorporating an additional amine group with fused rings to rhodamine dyes to enhance the electron donating ability of amine groups. As expected, the probe exhibited high selectivity and sensitivity to Hg2+ with a detection limit as low as 1.5 nM and fast response times (3 min), revealing that JRQNS could be used as a practical probe for quantitative detection of Hg2+ in real-time. Importantly, JRQNS can be used as an efficient organelle-targeting probe for imaging Hg2+ in the mitochondria of living cells, and thus detect Hg2+ in real-time there. The application of the probe for its selective localization in mitochondria along with the nanomolar level of limit of detection to Hg2+ ions provided a potential tool for studying the cytotoxic mechanisms of Hg2+. This journal is

Near-infrared fluorescent probe for detecting hydrogen sulfide as well as preparation method and application of near-infrared fluorescent probe

The invention belongs to the technical field of organic synthesis, and particularly relates to a near-infrared fluorescent probe for detecting hydrogen sulfide as well as a preparation method and an application of the near-infrared fluorescent probe. The molecular formula of the fluorescent probe is C42H30N2O5S2, and the structural formula of the fluorescent probe is shown in the specification. The disulfide bond of the fluorescent probe reacts with H2S to break the bond, the sulfydryl of the broken disulfide bond attacks carbonyl in a nucleophilic manner, a rhodamine dye molecular monomer is released, and the fluorescence intensity is enhanced by nearly 10 times and is accompanied by obvious color change, so that the fluorescent probe is relatively rapid in H2S atopic recognition reaction, good in selectivity and relatively high in sensitivity, and the detection limit reaches 7.161*10 M.

Stress response decay with aging visualized using a dual-channel logic-based fluorescent probe

Diagnosing aging for preventative intervention generally relies on the tracking of aging biomarkers in the resting state. However, the static marker levels are insufficient to fully evaluate aging, particularly given that the stress response capacity (SRC) decay is currently viewed as a critical feature of aging. Therefore, we have developed a dual-channel fluorescent probe ROKS capable of the logic-based visualization of thiophenol (stressor) and HOCl (thiophenol-activated stress response product) in vivo, which provides a new strategy from the time dimension to precisely assess the SRC of individuals under stress using the dual-channel fluorescence ratio. Using ROKS we observed that the SRC of live cells decayed with senescence, and that a higher SRC was found for young vs. aged Caenorhabditis elegans. As such, our study offers a promising strategy for the fluorescence-guided diagnosis of aging and paves the way for accurate evaluation of the efficacy of anti-aging drugs.

Rhodol-HBT derivative and preparation method and application thereof

The invention discloses a Rhodol derivative as shown in a structural general formula (I). According to the invention, benzothiazole is introduced into a Rhodol structure, a novel Rhodol-HBT dye is developed, the dye has multiple excellent properties of two fluorophores Rhodol and HBT, and two active sites which are easy to modify are provided. The compound can be used as a fluorescent probe for logic detection of thiophenol and hypochlorous acid, visual imaging of the oxidative stress process in cells, zebra fishes and nematodes is successfully achieved by means of a fluorescence confocal microscope, and dynamic evaluation of aging of the cells and the nematodes is further achieved by means of the probe.