5809-23-4Relevant articles and documents
Convenient method for synthesis of 6-(N,N-diethylamino)-9-(2-carboxyphenyl) -1,2,3,4-tetrahydroxanthylium perchlorate [2]
Prostota
, p. 116 - 117 (2004)
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Rhodol-based fluorescent probes for the detection of fluoride ion and its application in water, tea and live animal imaging
Jin, Xilang,Gao, Jingkai,Wang, Ting,Feng, Wan,Li, Rong,Xie, Pu,Si, Lele,Zhou, Hongwei,Zhang, Xianghan
, (2020)
Herein, we presented two novel turn-on colorimetric and fluorescent probes based on a F? triggered Si[sbnd]O bond cleavage reaction, which displayed several desired properties for the quantitative detection for F?, such as high specificity, rapid response time (within 3 min) and naked-eye visualization. The fluorescence intensity at 574 nm (absorbance at 544 nm) of the solution was found to increase linearly with the concentration of F? (0.00–30.0 μM) with the detection limit was estimated to be 0.47 μM/0.48 μM. Based on these excellent optical properties, the probes were employed to monitor F? in real water samples and tea samples with satisfactory. Furthermore, it was successfully applied for fluorescent imaging of F? in living nude mice, suggesting that it could be used as a powerful tool to predict and explore the biological functions of F? in physiological and pathological processes.
Dual-site lysosome-targeted fluorescent probe for separate detection of endogenous biothiols and SO2 in living cells
Wu, Ming-Yu,Wang, Yue,Liu, Yan-Hong,Yu, Xiao-Qi
, p. 4232 - 4238 (2018)
Biothiols and SO2 play crucial roles in many physiological and pathological processes. To unravel their complicated interrelationship and cellular cross-talk, it would be highly desirable to develop single-molecule fluorescent probes that can selectively detect biothiols and SO2via different emission channels. Here, a novel chromenylium derivative, BPO-Py-diNO2, based on the rational design of dual recognition sites for biothiols and SO2 selectively and sensitively responded to biothiols with near-infrared fluorescence, and to SO2 with green fluorescence. The emission shift for the two channels was 170 nm. BPO-Py-diNO2 was selectively enriched in lysosomes. It could also be used to evaluate dual-channel imaging of endogenous biothiols and SO2 in living HeLa cells, and it could be used for monitoring the mutual interconversion of biothiols and SO2.
A highly sensitive and rapidly responding fluorescent probe based on a rhodol fluorophore for imaging endogenous hypochlorite in living mice
Zhang, Yanhui,Ma, Lin,Tang, Chunchao,Pan, Shengnan,Shi, Donglei,Wang, Shaojing,Li, Minyong,Guo, Yuan
, p. 725 - 731 (2018)
Hypochlorous (HOCl) acid is generated as a defense tool in the immune system and plays a vital role in killing a wide range of pathogens. There is therefore great interest in developing fluorescent probes that can endogenously respond to the change in concentration of HOCl in vivo. To address this challenge, we here present a rapidly responding fluorescent probe RO610 to image endogenous HOCl in living mice. The development of RO610 was based on a novel water-soluble and pH-independent fluorescent xanthene dye, 2′-formylrhodol ROA, which exhibits highly selective and sensitive responses to HOCl/ClO- over other reactive species. Moreover, adding a little more than 5 equiv. of ClO- to the solution of RO610 resulted in a clearly observable fluorescence enhancement (48-fold) within 30 s. Based on these properties, RO610 was used to detect ClO- in A549 cells without interference by other oxidants. It was applied for the imaging of endogenous HOCl in living nude mice with satisfactory results.
A novel colorimetric fluorescent probe for SO2 and its application in living cells imaging
Wu, Ming-Yu,Wu, Jing,Wang, Yue,Liu, Yan-Hong,Yu, Xiao-Qi
, (2018)
A novel chromenylium-based fluorescent probe was exploited for sulphur dioxide (SO2) detecting. The probe displayed a remarkable fluorescence turn-on response towards SO2 based on the nucleophilic addition reaction to the carbon-carbon double bond with 105 nm Stock shift. The probe was successfully applied for the quantification of SO2.The linear detection range was from 0–160 μM with the detection limit as low as 99.27 nM. It also exhibited high selectivity for SO2 than other reactive species and amino acids. Furthermore, cell staining experiments indicated that the probe was cell membrane permeable and could be used for high-performance imaging of SO2 in living cells. The superior properties of the probe made it highly promising for use in chemical and biological applications.
Ring-restricted N-nitrosated rhodamine as a green-light triggered, orange-emission calibrated and fast-releasing nitric oxide donor
He, Haihong,He, Tingting,Zhang, Ziqian,Xu, Xiu,Yang, Huibin,Qian, Xuhong,Yang, Youjun
, p. 1497 - 1499 (2018)
Nitric oxide (NO) donors are versatile tools for nitric oxide biology. The biological response of NO is dependent on the transient concentration and the sustained duration. N-Nitrosated rhodamines are photo-triggered and photo-calibrated NO donors. We recently discovered that suppression of the dihedral angle between the N-nitroso fragment with the rhodamine scaffold facilitates NO release. Inspired by this discovery, we developed a fast-releasing NO donor (NOD575) suitable for biological applications, e.g., the pulmonary arterial smooth muscle cells (PASMCs).
A simple yet effective fluorescent probe for detecting and imaging mercury ions in cells
Zhang, Yan-Ru,Wang, Qing-Rong,Su, Peng,Zhao, Fei,Huang, Jun,Zhao, Bao-Xiang
, p. 20634 - 20638 (2015)
We have synthesized rhodol hydrazide (RDH) as a simple fluorescent probe for detecting Hg2+. The probe can be applied in nontoxic solvents (EtOH and H2O). The probe has high selectivity and sensitivity to Hg2+ at pH 6-8. In addition, the probe has a superior capacity to resist interference from other ions. Both fluorescence intensity and absorbance have a linear relationship with the concentration of Hg2+, which ensured the precise detection of Hg2+. Furthermore, we have studied the intracellular Hg2+ imaging behavior of the probe on mammalian cells, which indicated that the probe can be applied to monitor Hg2+ within biological samples, especially in mammalian cells.
A novel rhodol-based colorimetric and ratiometric fluorescent probe for selective detection of sulfite in living cells
Lv, Hongmin,Wang, Zhaoyu,Lv, Jing,Gao, Nan,Kong, Xiangfeng,Zhang, Yingying
, p. 83 - 91 (2019)
A new type of colorimetric and ratiometric fluorescent probe 1 for sulfite is developed based on a rhodol-benzothiazole platform. Ratiometric sensing of sulfite is achieved by utilizing the nucleophilic addition of sulfite to the vinyl bridge (?C=C?) to block the π-conjugated system of the probe, which results in significant blueshifts in the absorption and emission spectra of the sensing system (from 590 to 530?nm in the absorption spectra and from 650 to 555?nm in the emission spectra). This probe exhibits the desired selectivity for sulfite over other anions and biothiols. The fluorescence intensity ratio at 555?nm and 650?nm (I555/I650) increases linearly with the sulfite concentration in the range of 0.5?15?μM with a detection limit of 0.28?μM. A cytotoxicity assay indicates that probe 1 has low cytotoxicity and good cell membrane permeability and can be used for sulfite detection in practical samples and for ratiometric fluorescent imaging of sulfite in living HepG2 cells.
A novel NIR fluorescent probe for the double-site and ratiometric detection of SO2 derivatives and its applications
Zhu, Jianming,Qin, Fengyun,Zhang, Di,Tang, Jun,Liu, Wenya,Cao, Wenbo,Ye, Yong
, p. 16806 - 16811 (2019)
A feasible double-site near-infrared (NIR) fluorescent probe Q5 based on xanthenes was developed. Probe Q5 showed clearly HSO3- induced changes in the fluorescence ratio of two well-separated NIR and VIS peaks, showing excellent selectivity compared with other analytes. And the detection limit of the probe for HSO3- was found to be 89 nM. Furthermore, fluorescence imaging experiments of HSO3- in CEM cells revealed that the probe has potential application value in biological systems.
Long wavelength emission fluorescent probe for highly selective detection of cysteine in living cells
Cai, Jianhua,Hao, Junsheng,Li, Yaping,Lv, Xin,Qiao, Liuqi,Yang, Yongxing
, (2021/08/16)
We developed a fluorescent probe, named 2-(4-(acryloyloxy) phenyl)-4-(2-carboxyphenyl)-7-(diethylamino) chromenylium (PA-A), for detecting Cys using the –OH protection/deprotection strategy, which can react with Cys to form a red-emitting anthocyanidin derivative fluorophore. The probe has high selectivity to Cys over Hcy and GSH in phosphate buffer solution (PBS, 10 mM, pH = 7.4), high sensitivity, a low detection limit of 4.48 × 10?8 mol/L, and it can be recognized with the naked eye. Fluorescence imaging experiment of Cys with PA-A at the cellular successfully showed excellent tissue penetration.
Methylquinolin-benzopyrylium derivative and preparation method and application thereof
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Paragraph 0028, (2021/02/24)
The invention provides a methylquinolin-benzopyranium derivative and a preparation method and application thereof. The preparation method of the methylquinolin-benzopyranium derivative is simple, rawmaterials are cheap and easy to obtain, the synthesis cost is low, the methylquinolin-benzopyranium derivative shows the advantages of high selectivity, low detection limit, large Stokes shift and ultra-sensitive responsiveness to SO2 detection, and CMQ has good water solubility and can realize efficient detection of SO2 in a water phase system. Meanwhile, the CMQ has good biocompatibility, has agood fluorescence development effect in living cells, and can be used for detecting SO2 in the cells. The methylquinolin-benzopyranium derivative can also realize quantitative detection of SO2 additives in foods, can also be prepared into an SO2 detection kit, is convenient for determination of the content of SO2 additives in various foods, and has a wide market application prospect.
An Integrated Photoelectrochemical Nanotool for Intracellular Drug Delivery and Evaluation of Treatment Effect
Chen, Feng-Zao,Chen, Hong-Yuan,Jiang, Dechen,Ruan, Yi-Fan,Xu, Jing-Juan,Xu, Yi-Tong,Yu, Si-Yuan,Zhang, Tian-Yang,Zhao, Wei-Wei
supporting information, p. 25762 - 25765 (2021/11/09)
With reduced background and high sensitivity, photoelectrochemistry (PEC) may be applied as an intracellular nanotool and open a new technological direction of single-cell study. Nevertheless, the present palette of single-cell tools lacks such a PEC-oriented solution. Here a dual-functional photocathodic single-cell nanotool capable of direct electroosmotic intracellular drug delivery and evaluation of oxidative stress is devised by engineering a target-specific organic molecule/NiO/Ni film at the tip of a nanopipette. Specifically, the organic molecule probe serves simultaneously as the biorecognition element and sensitizer to synergize with p-type NiO. Upon intracellular delivery at picoliter level, the oxidative stress effect will cause structural change of the organic probe, switching its optical absorption and altering the cathodic response. This work has revealed the potential of PEC single-cell nanotool and extended the boundary of current single-cell electroanalysis.
