Default Latest Most Read Please wait a minute... Reviews Recent Advances in Reaction-Based Excited State Intramolecular Proton Transfer (ESIPT) Fluorescence Probe Wang Ruixianga, Lai Xiaojinga, Qiu Guanyinsheng, Liu Jinbiao Chin. J. Org. Chem. 2019, 39 (4): 952-960. DOI: 10.6023/cjoc201811006 Published: 17 December 2018 Abstract (1951) PDF (673KB)(2005) Knowledge map Fluorescence detection based on excited state intramolecular proton transfer (ESIPT) using reaction-based probes has attracted considerable attention in the scientific community as they offers promising advantages, including high selectivity, high sensitivity and large Stoke shift. The representative examples of design strategies, mechanism of actions, existing challenges and future developments for reaction-based ESIPT fluorophores reported in the last ten years are reviewed. Reference | Related Articles | Metrics Reviews Research Progress in Design, Synthesis and Application of Multifunctional Fluorescent Probes Chen Sihong, Pang Chuming, Chen Xiaoyun, Yan Zhihao, Huang Shimin, Li Xiangdi, Zhong Yating, Wang Zhaoyang Chin. J. Org. Chem. 2019, 39 (7): 1846-1857. DOI: 10.6023/cjoc201901033 Published: 09 April 2019 Abstract (1607) PDF (756KB)(1776) Knowledge map The multifunctional fluorescent probes can detect a plurality of anions and cations or other small molecules. These probes can greatly improve the detection efficiency and reduce the analysis cost with respect to the mono-analyte fluorescent probes. Thus, they have attracted much attention in recent years. According to their molecular structural characteristics, the reported multifunctional fluorescent probes are divided into three types as organic small molecules, polymers and metal-organic complexes. The new progress on their molecular design, synthesis and detecting application is reviewed on the viewpoint of sensing objects and performances. The developing potential of multifunctional fluorescent probes is envisioned also, and the probes capable of simultaneously identifying multiple analytes in the same system should be highlighted in the future Reference | Related Articles | Metrics Reviews Molecular Fluorescence Probe for Detecting Reactive Nitrogen/Reactive Oxygen Jiao Chunpeng, Liu Yuanyuan, Lu Wenjuan, Zhang Pingping, Wang Yanfeng Chin. J. Org. Chem. 2019, 39 (3): 591-616. DOI: 10.6023/cjoc201810013 Published: 30 November 2018 Abstract (1560) PDF (1972KB)(3012) Knowledge map Reactive nitrogen and reactive oxygen are chemical substances with strong biological activity. In human cells, peroxides can be generated due to enzymatic or non-enzymatic processes. Abnormal levels of peroxide can cause oxidative damage and aging and various diseases such as cardiovascular disease, neurological diseases, Alzheimer's disease, Parkinson's disease and even cancer. In order to effectively cure these diseases, health workers must find the source of the problem. Currently, there is no better way to detect reactive oxygen species and reactive nitrogen. Fluorescence spectrometry in recent years becomes the preferred method for the majority of researchers for detecting active oxygen and reactive nitrogen. Therefore, the development of selective recognition and high sensitivity molecular fluorescent probes to achieve effective detection of reactive nitrogen and reactive oxygen species is of great significance. On one hand, molecular fluorescent probe detecting and imaging technology has excellent characteristics such as high sensitivity, strong selectivity, small damage and good cell compatibility. On the other hand, fluorescent probes play an important role in the pathophysiological process of reactive nitrogen and reactive oxygen species. Therefore, the fluorescent probe method is widely used in the fields of biology and medicine. However, due to the inherent specificity of reactive nitrogen and reactive oxygen species, it has become an urgent problem for researchers, such as high reactivity, short cycle, etc. In order to overcome the shortcomings of fluorescent probe analysis, researchers are constantly striving to find better active fluorescent probes for the detection of reactive nitrogen and reactive oxygen species. Recent evolutions in the development of molecular fluorescent probes for the detection of active nitrogen and reactive oxygen species and cell imaging work are reviewed. Finally, a new type of molecular fluorescent probe is proposed to be used for the challenge of active nitrogen and active oxygen detection, and the future development direction and prospect. Reference | Related Articles | Metrics Cited: CSCD(1) Reviews Recent Progress on Endoplasmic Reticulum-Targetable Small Organic Fluorescent Probes Zhang Shengxia, Niu Qingmina, Wu Songzeb, Lü Haijuana, Xing Guowen Chin. J. Org. Chem. 2019, 39 (4): 940-951. DOI: 10.6023/cjoc201810021 Published: 28 December 2018 Abstract (1497) PDF (1495KB)(2213) Knowledge map Endoplasmic reticulum (ER) is an important organelle in eukaryotic cells and participates in the synthesis and secretion of various proteins, glycogen, lipids, and cholesterol substances. It is surrounded by a single membrane in the cytoplasm, which is a three-dimensional mesh structure formed by flat cysts, membrane tubes, and bubbles. Research on the physiological morphology of ER can facilitate the resolution of certain metabolic diseases. Due to the good optical properties and outstanding specific localization, fluorescent probe technology has been widely used in structural investigation and activity tracking of organelles. The ER fluorescent probes can be divided into two types, one is a single functional ER localization probe, the other is a multi-functional ER probe, which has multiple functions of locating and detecting active species in ER, the morphology and environment of ER. In this article, the structure, function and biological application of ER fluorescent probes in recent years are summarized and reviewed. Various localization mechanisms of ER fluorescent probes are described. The development trend of ER fluorescent probes in life science research is prospected. Reference | Related Articles | Metrics Reviews Synthesis and Fluorescent Sensing Application of Porous Organic Polymer Materials Pang Chuming, Luo Shihe, Hao Zhifeng, Gao Jian, Huang Zhaohao, Yu Jiahai, Yu Simin, Wang Zhaoyang Chin. J. Org. Chem. 2018, 38 (10): 2606-2624. DOI: 10.6023/cjoc201804009 Published: 06 June 2018 Abstract (1482) PDF (2598KB)(2317) Knowledge map Porous organic polymer fluorescence materials have the characteristics of high porosity and outstanding fluorescence properties. The function of fluorescence sensing is given when the skeleton has binding sites with specific analytes, such as nitroaromatic explosives (NAEs), metal ions, anions, gases, organic solvents, etc. In this paper, according to the different types of porous organic polymer materials (POPs), namely the amorphous porous organic polymer materials, crystal porous metal organic framework materials (MOFs) containing coordination bond, and crystal covalent organic framework materials (COFs), the new progress of the POPs fluorescence materials in recent years is reviewed. Especially, the design and synthesis based on functional organic molecules, and their fluorescence sensing applications, are introduced in details. In the future, continuing to design new types of fluorescent COFs from the molecular level is a development direction of highly efficient and recyclable fluorescence chemosensors for detecting NAEs, metal ions, anions, etc. Reference | Related Articles | Metrics Cited: CSCD(3) REVIEW Research Progress in Design, Synthesis and Application of Benzo Nitrogen-Containing Heterocyclic Fluorescent Probes Wang Neng, Arulkumar Mani, Chen Xiaoyun, Wang Bowen, Chen Sihong, Yao Chen, Wang Zhaoyang Chinese Journal of Organic Chemistry 2019, 39 (10): 2771-2785. DOI: 10.6023/cjoc201904061 Published: 03 June 2019 Abstract (1372) HTML (43) PDF (894KB)(2052) Knowledge map Benzo five-/six-membered nitrogen-containing heterocyclic compound with a rigid plane and a large conjugate structure can emit characteristic fluorescence in a variety of organic solvents and mixed solutions, and N, O, S heteroatoms in the structure can serve as binding sites for fluorescent probes. Therefore, in recent years, benzo nitrogen-containing heterocyclic compounds are increasingly becoming one of the research focuses in the field of fluorescent probes. From the perspective of starting materials, synthesis methods, molecular structure, interaction mechanism, benzo five- / six-membered nitrogen-containing heterocyclic fluorescent probes containing the structure of benzoxazole, benzothiazole, benzimidazole, indole, carbazole, quinoline, benzopyrazine and phenazine are introduced with emphasis. And their detection application for a variety of analytes, such small molecules, metal cations, anions and pH are reviewed. In the future, it is worthy of further attention to the research on the integration of multiple heterocyclic functional structures into a multifunctional fluorescent probe by simple and green synthesis. Fig. & Tab. | Reference | Related Articles | Metrics REVIEW Recent Advances of Organic Fluorescent Probes for Detection of Human Serum Albumin Lü Taoyuze, Zhu Kangning, Liu Bin Chinese Journal of Organic Chemistry 2019, 39 (10): 2786-2795. DOI: 10.6023/cjoc201903060 Published: 21 May 2019 Abstract (1322) HTML (121) PDF (1304KB)(1648) Knowledge map Human serum albumin (HSA) is the most abundant protein in human blood plasma, which plays important roles in physiological and biological processes, such as keeping the osmotic pressure and transporting small molecular ligands. The level of HSA in in biological samples especially in blood serum can reveal several health conditions, and thus, quantitative determination of HSA has vital importance for disease diagnosis. In recent years, as the rapid development of fluorescent probe technique, a great number of fluorescent probes have been reported for sensitive and selective detection of HSA. This article summarizes recent reported organic-based fluorescent probes, subsequently carefully describes the chemical structures, sensing mechanisms, spectral features, limit of detection, and binding sites, and moreover, the future developments and prospects for HSA detection by using fluorescent probes have been discussed Fig. & Tab. | Reference | Related Articles | Metrics Research Progress in the Fluorescent Probes for Alkaline Phosphatase Zhang Jidong, Liu Hongze, Meng Li Chinese Journal of Organic Chemistry 2019, 39 (11): 3132-3144. DOI: 10.6023/cjoc201903008 Published: 19 June 2019 Abstract (1216) HTML (29) PDF (2724KB)(1708) Knowledge map Alkaline phosphatase (ALP) is an important enzyme for various mammalian tissues. As a biomarker and diagnostic indicator, ALP provides important information for the applied research of molecular biology and the treatment of human diseases. Due to its reliability of information in human health, the research on fluorescence detection as important detection method has become intense in recent years. The fluorescent chemosensors are categorized by different luminous feature involving excitedstate intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) chemosensors, aggregation-induced luminescent molecules (AIE), diminishes the electron donating ability (D d-E) and disruption of the π conjugated systems (D π-C), inner filter e?ect (IFE) chemosensors, and other sensing systems. In the end, the development tendency of the sensing ensembles for ALP is prospected. Fig. & Tab. | Reference | Related Articles | Metrics Reviews Progress in Fluorescence Sensors for Detection of Thiols Yan Peipei, Wang Ting, Zhang Dan, Ma Xiaoxue Chin. J. Org. Chem. 2019, 39 (4): 916-928. DOI: 10.6023/cjoc201807055 Published: 28 December 2018 Abstract (1174) PDF (873KB)(1686) Knowledge map Sulfhydryl compounds, such as cysteine (Cys), homocysteine (Hcy), glutathione (GSH) and so on, play an important role in the normal human physiological processes. Molecular fluorescent probes have attracted much attention of scholar in the detection of sulfhydryl compounds, since it has the advantage of good selectivity, high sensitivity, good biocompatibility and real-time in situ monitoring. At present, the design of thiol-based fluorescent probes is mainly based on the strong nucleophilicity of sulfhydryl groups. In this paper, the synthesis of fluorescent probes for detecting sulfhydryl compounds, which was reported from 2013 to 2018, is reviewed based on the different mechanism of the reaction between fluorescence probe and sulfhydryl, including Michael addition, cyclization of aldehyde groups, sulfonamides or sulfonates of the lysis, natural chemical linkage and so on. The detection limit of the probe, response time, equivalence ratio were elaborated. Reference | Related Articles | Metrics Reviews Progress of Fluorescent Bio-probe Based on Water-Soluble Boron-dipyrromethene Lu Bowei, Meng Shuxian, Feng Yaqing Chin. J. Org. Chem. 2018, 38 (2): 350-362. DOI: 10.6023/cjoc201706018 Published: 11 October 2017 Abstract (1141) PDF (829KB)(1646) Knowledge map Recently, the fluorescent bio-probe based on water-soluble boron-dipyrromethene (BODIPY) obtains enormous progress on structural optimization and functional modification, and becomes novel high-performance biological imaging materials owing to the development of hydrophilic modification. Focusing on the methods for improving the hydrophilicity of BODIPY, the water-soluble BODIPYs have been classified as ionic probe, electrically-neutral probe and amphiphilic probe. The research progress on the application of water-soluble BODIPY dyes in field of biology and medicine since 2006 has been summarized in this review, such as detection of necessary and pathogenicbiological chemical components, early detection and intervention of cancer, labelling drug delivery, marking specific organelles, real-time monitoring of biochemical and property changes with cells, andphotodynamic therapy. The merits of methods for improving the hydrophilicity and main issues of current studies have been summed up. The hypothesis for future directions has also been put forward. Reference | Related Articles | Metrics Cited: CSCD(1) Progress of Fluorescent Probes with Perylene Tetracarboxylic Diimide as Chromophore Shi Yan, Yu Youwei, Xue Lin, Wang Yanfeng Chinese Journal of Organic Chemistry 2019, 39 (12): 3414-3437. DOI: 10.6023/cjoc201906015 Published: 24 July 2019 Abstract (1140) PDF (3596KB)(1872) Knowledge map In recent years, molecular fluorescent probes have attracted extensive attention due to their high sensitivity, high selectivity, specificity and simplicity of design. Perylene tetracarboxylic diimide derivatives (PDIs) are well known for their excellent photothermal stability, chemical stability, high fluorescence quantum yield, large stokes shift and easy modification. Therefore, they can be used as excellent fluorophores. PDI itself has strong electron-withdrawing group and easily to be reduced but it is hard to be oxidized. However, due to their inherent structure, the poor water solubility and aggregatable ablility limited their applications in biological fields. The water solubility of PDI was improved by introducing hydrophilic groups into the structure. Therefore, the PDIs with the unique advantages will have potential application values in the field of fluorescence probe and has been developed rapidly for the past few years. The development of PDI as a chromophore in fluorescent probe for the detection of ion, gas, biomolecules, etc. is systematically summarized. Meanwhile, the design of the probes, fluorescence response mechanism and application of the probe are also discussed. Finally, a novel type of PDI fluorescent probe is proposed. The challenge of construction of the PDIs and future development are also reviewed. Reference | Related Articles | Metrics REVIEW Two-Photon Fluorescence Probes for Small Biomolecules Imaging Huang Chibao, Chen Hui, Li Fuqin, An Siya Chin. J. Org. Chem. 2019, 39 (9): 2467-2484. DOI: 10.6023/cjoc201901024 Published: 08 April 2019 Abstract (1132) PDF (2855KB)(1691) Knowledge map Small molecules (biological small molecules) in vivo are not only in a large number, involving inorganic small molecules, such as SO2, H2S, NO and CO, and more organic small molecules, such as monosaccharides, oligosaccharides, hormones, coenzymes, glycerol, stimulating factors, regulatory factors, Vitamins, etc., moreover, play an important role in pathology, physiology, and so on. Therefore, it is necessary to observe and monitor small molecules in vivo in real time, and the two-photon fluorescence probe is a necessary tool to achieve this goal. The advantages of two-photon fluorescence probe, such as fixed target (very small dot) excitation, high horizontal and vertical resolution, no photobleaching, no phototoxicity and deep imaging in tissues, and so on, demonstrate its unparalleled superiority. It can be used for dynamic 3D observation and monitoring of biological small molecules in cells or tissues. In this paper, CO, monosaccharide (glucose, β-galactosidase), SO2, H2S, NO, peroxy (sulfur) compounds, mercaptan/thiophenol, 1O2, formaldehyde, HNO, HclO, O2·- and ONOO- two-photon fluorescence probes which have been developed in recent 5 years were reviewed. The sensing mechanisms of these two-photon fluorescence probes were systematically analyzed, and the development and prospect of two-photon fluorescence probes for small biomolecules are prospected. Reference | Related Articles | Metrics Reviews Research Progress in 1, 8-Naphthalimide-Based Fluorescent Probes for Two-Photon Imaging Xie Zhenda, Fu Manlin, Yin Biao, Zhu Qing Chin. J. Org. Chem. 2018, 38 (6): 1364-1376. DOI: 10.6023/cjoc201712031 Published: 06 February 2018 Abstract (1107) PDF (1322KB)(1743) Knowledge map Fluorescent imaging technology has received great attention owing to their advantageous features in high sensitivity, relatively simple operations and real-time living cells, tissue and in vivo imaging. Compared with one-photon confocal imaging, two-photon confocal imaging offers considerable advantages such as high resolution, deep-tissue depth, lower tissue auto-fluorescence and so on. As typical D-π-A two-photon dyes, 1,8-naphthalimide dyes have wide application in two-photon imaging for enzyme, reactive carbon species, reactive oxygen species, reactive nitrogen species, biothiols and ions due to their advantages such as high photostability, large Stokes/anti-Stokes shifts. According to the mechanisms of intramolecular charge transfer, photoinduced electron transfer and fluorescence resonance energy transfer, etc., the application in two-photon imaging of 1,8-naphthalimide dyes is summarized and emphasized. Reference | Related Articles | Metrics Cited: CSCD(3) Progress in Fluorescent Probes for Carbon Monoxide Detecting Wei Chao, Zhang Pingzhu, Li Xiaoliu Chinese Journal of Organic Chemistry 2019, 39 (12): 3375-3383. DOI: 10.6023/cjoc201906029 Published: 07 August 2019 Abstract (1103) PDF (680KB)(1263) Knowledge map As an important endogenous gas transmitter, carbon monoxide (CO) has been found taking part in multiple physiological and pathological processes for life. Therefore, the selective recognition and sensitive detection of CO are of great biological and medical significance. Fluorescent probe method is highlighted by its good selectivity, high sensitivity, suitable for high-throughput screening, especially noninvasive detection, and real-time monitoring in situ. Therefore, the development of fluorescent probes for intracellular CO has been becoming one of the hot topics. Herein, the progress during the last decade of fluorescent molecular probes based on the small molecules for CO detection is reviewed. These fluorescent probes are classified and concluded according to the design concepts, detection mechanism, and biological applications. In addition, the relationship between molecular structures and properties is elucidated. Finally, the challenge and application prospects for the development of CO fluorescent probes are also discussed. Reference | Related Articles | Metrics Reviews Advances in Development of Chiral Sensors Xiong Fei, Li Li Chin. J. Org. Chem. 2018, 38 (11): 2927-2936. DOI: 10.6023/cjoc201805042 Published: 22 June 2018 Abstract (1008) PDF (693KB)(1785) Knowledge map Chiral compounds play an essential role in asymmetric synthesis, biology, medical field and pharmacology. It is necessary to establish fast, sensitive and high enantioselective chiral analysis methods. Chiral sensors, which could determine the absolute configuration and the value of enantiomeric excess of enantiomers, have the advantages of simple, rapid, sensitive and real-time. Herein, the review is focused on the recent progress of chiral fluorescent sensors, circular dichroism sensors, UV-Vis sensors, NMR sensors and MS sensors. Their characteristics, sensing mechanism and applications in chiral recognition are reviewed, and the prospects of chiral sensors are also discussed. Reference | Related Articles | Metrics An Excited-State Intramolecular Proton Transfer (ESIPT) Plus Ag-gregation Induced Emission (AIE) Phenanthro[9, 10-d]imidazole-Based Fluorescence Probe for Detection of Fe3+ in Living Cells He Yuqian, Zhao Bing, Kan Wei, Wang Liyan, Song Bo, Yin Guangming, Bi Ye, Chen Shuwen Chinese Journal of Organic Chemistry 2019, 39 (11): 3250-3257. DOI: 10.6023/cjoc201904078 Published: 19 June 2019 Abstract (966) HTML (12) PDF (4512KB)(999) Knowledge map Selective detection of Fe3+ has considerable importance due to its active involvement in various biological processes. Based on the mechanism of excited-state intramolecular proton transfer (ESIPT) plus aggregation induced emission (AIE), a fluorescence probe of phenanthro[9, 10-d]imidazole modified by the phenolic hydroxyl (PIP-o-OH) had been designed, synthesized and applied in the detection of Fe3+. The structure of PIP-o-OH was characterized by 1H NMR, 13C NMR, IR, HRMS and X-ray single diffraction. Furthermore, a clear intramolecular hydrogen bond was observed between hydroxyl O-H and imidazole N atom in X-ray single structure, which improved the impossibility of ESIPT activity. ESIPT and AIE activities of PIP-o-OH were adequately determined by absorption, emission spectra and scanning electron microscope (SEM). The aggregated PIP-o-OH in MeOH/H2O (V:V=1:9, Hepes 10 μmol/L, pH=7.4) exhibited a good sensitivity towards Fe3+ with "turn-off" fluorescence response just after 20 s. The limit of detection (LOD) was calculated as low as 0.49 μmol/L. So it could be utilized to detect Fe3+ in biology and environmental samples. In addition, the calculation of the density functional theory (DFT) confirmed the formation of PIP-o-OH-Fe3+ complex. Also, PIP-o-OH was successfully applied to monitor Fe3+ in HeLa cells by the fluorescence change and quantificationally detect Fe3+ in water samples. Fig. & Tab. | Reference | Supporting Info. | Related Articles | Metrics Notes Design, Synthesis and Application of Fluorescence Resonance Energy Transfer-Based Ratiometric Hydrazine Fluorescent Probe Yang Ziqi, Liu Xingkun, Jiang Lu'nan, Wang Mei Chin. J. Org. Chem. 2019, 39 (5): 1483-1488. DOI: 10.6023/cjoc201811034 Published: 18 January 2019 Abstract (903) PDF (560KB)(1050) Knowledge map Hydrazine (N2H4) is a highly toxic biochemical reagent with the capability of mutagenic, teratogenic and carcinogenic. For accurately monitoring the concentration of N2H4 in the environment and life, two FRET (fluorescence resonance energy transfer)-based dual-emissive ratiometric fluorescent probes (FRET-1/2) were designed and synthesized. The structures of both probes were charactered by 1H NMR, 13C NMR and HRMS. The results prove that both probes exhibit good selectivity and sensitivity to N2H4 and can be used for detecting N2H4 in water samples. Reference | Supporting Info. | Related Articles | Metrics Notes A Novel Rhodamine Analogues-Based Near-Infrared Fluorescent Probe for Cys Tian Qing, Chen Shuanghu, Chen Jinglong, Liu Rui, Wang Yushi, Yang Xiaopeng, Ye Yong Chin. J. Org. Chem. 2019, 39 (7): 2089-2093. DOI: 10.6023/cjoc201812047 Published: 08 March 2019 Abstract (899) PDF (479KB)(890) Knowledge map A near-infrared fluorescence probe CS-Cys was synthesized using rhodamine analoguse as near-infrared fluorescent group. The probe can specifically response to Cys, not to other sulfhydryl amino acids. The response mechanism is that Cys reacts with the acrylic ester of CS-Cys and the conjugated addition-cyclization reaction occurs, then the hydroxyl groups are exposed and fluorescence is released. Through studying the fluorescence changes of CS-Cys and Cys in different pH environments, it was found that the donor ability of the electron-donor group and the process of the ICT could be monitored by changing the pH of probe solution, and the fluorescence excitation wavelength and the emission wavelength could be adjusted to the near infrared region. Reference | Related Articles | Metrics Reviews Application of Fluoroboron Fluoresceins (BODIPYS) and Their Derivatives in the Synergistic Diagnosis and Treatment of Tumor Feng Tong, Xue Zhongbo, Yin Juanjuan, Jiang Xu, Feng Yaqing, Meng Shuxian Chin. J. Org. Chem. 2019, 39 (7): 1891-1912. DOI: 10.6023/cjoc201812016 Published: 19 February 2019 Abstract (885) PDF (12770KB)(1891) Knowledge map Tumor is one of the diseases with the highest mortality rate in the world. In view of the high risk and high mortality of tumor, researchers around the world are committed to develop more accurate and rapid diagnostic strategies and more effective treatments to fight tumor. Gradually, integrated optical diagnosis and treatment technologies for tumors have emerged. Fluoroboron fluorescein (BODIPY) has been widely used in tumor phototherapy because of its excellent optical properties. In this paper, BODIPY and its derivatives are introduced in detail as photosensitizers, photothermal transformants, and contrast agents in the diagnosis and treatment of tumors (photodynamic therapy, photothermal therapy, photoacoustic imaging) and integration of diagnosis and treatment. The effects of different BODIPY structures and their derivatives in tumor diagnosis and treatment were evaluated systematically. This is of great significance for the rational design of near-infrared BODIPY materials with high singlet oxygen quantum yield, high photothermal conversion, and good light stability and solubility. Reference | Related Articles | Metrics ARTICLE Lysosome-Targeted Dual-Photon Nitroxyl Fluorescent Probe: Synthesis and Application in Living Cell Imaging Wang Xiaofen, Wei Chao, Li Xueyan, Zheng Xueyang, Geng Xiaowei, Zhang Pingzhu, Li Xiaoliu Chin. J. Org. Chem. 2019, 39 (2): 469-474. DOI: 10.6023/cjoc201807032 Published: 18 September 2018 Abstract (884) PDF (1219KB)(1111) Knowledge map Nitroxyl (HNO), which is the one-electron reduced and further protonated form of nitric oxide, plays important biological functions. A lysosome-targeted dual-photon HNO fluorescent probe (Lyso-HNO), which contains 4-(2-amino-ethyl)morpholine as lysosomal-targetable groups, 1,8-naphthalimide as two-photon fluorophore and triphenylphosphine as HNO reaction site, was synthesized and characterized. The recognition behaviors of Lyso-HNO to HNO were investigated. The results showed that Lyso-HNO exhibited good selectivity and sensitivity to HNO with fast response,. and the detection limit of Lyso-HNO to HNO was estimated to be 202 nmol·L-1. The probe can be applied to bioimaging exogenous lysosomal HNO by two-photon fluorescence confocal microscopy. Reference | Supporting Info. | Related Articles | Metrics Articles A Reaction Type Colorimetric and Fluorescence Chemosensor Based on Coumarin Derivatives Design for Detecting Cyanide Ion and Its Application Huang Qing, Qu Wenjuan, Chen Jie, Lin Qi, Yao Hong, Zhang Youming, Wei Taibao Chin. J. Org. Chem. 2018, 38 (3): 629-635. DOI: 10.6023/cjoc201709040 Published: 17 November 2017 Abstract (884) PDF (1669KB)(1330) Knowledge map A novel CN- chemosensor based N-4-pyridylcoumarin-3-carboxamide derivative Q1 was designed and synthesized. The recognition performance of sensor Q1 for ten different anions was studied by UV and fluorescence spectroscopy. When anions such as CN-, F-, Cl-, Br-, I-, AcO-, H2PO4-,HSO4-,ClO4- and SCN- were added to the mixed solution (DMSO/H2O, V:V=9:1), addition of CN- could increase the absorption peak of Q1 at 304 nm, and the corresponding fluorescence produced a strong emission peak at 431 nm. Q1 solution with CN- emitted strong blue fluorescent that can be easily observed by naked eyes. The color changed (from colorless to faint yellow) and the "Turn-On" fluorescence behavior suggested that Q1 could detect CN- by dual-channel. Happily, the fluorescent limit of detection (LOD) is 1.44×10-8 mol/L, was lower than the specified content by World Health Organization (WHO) in drinking water. Based on all the experimental facts, we speculated that the possible identification mechanism was that the addition reaction took place between Q1 and CN-, and it can also be confirmed by density functional theory (DFT). This result can be applied to the detection of CN- in cherry kernel. Reference | Supporting Info. | Related Articles | Metrics Notes Preparation of Hydrophobic SiO2 Aerogel by Rapid Solvents Exchange Method and Its Application Loaded with Organic Fluorescence Probe Wang Yafei, Zhang Tao, Guo Xudong, Hu Rui, Wang Shuangqing, Yang Guoqiang Chin. J. Org. Chem. 2019, 39 (2): 550-554. DOI: 10.6023/cjoc201808002 Published: 26 September 2018 Abstract (883) PDF (1374KB)(1208) Knowledge map Aerogel is a kind of gel materials, of which the fluid phase is gas. Aerogel has the characteristics of low density and high porosity, and has a wide application prospects. In this work, a rapid solvents exchange method was developed, and using in-situ secondary extraction, rapid solvents exchange in aerogel preparation was achieved through the miscibility and immiscibility of ethanol-dichloromethane-water. Combined with hydrophobic treatment and vacuum drying, hydrophobic silica aerogel was obtained. The aerogel had a low density and a contact angle with water of 155.8°. The aerogel can load various organic fluorescent probe dyes, which can effectively avoid the fluorescence quenching caused by the aggregation of the probe molecules, which it will expand the practical application range of the organic fluorescent probes in wider fields. Reference | Supporting Info. | Related Articles | Metrics Articles A Novel Fluorescent pH Probe Based on Isolongifolanone and Its Application in Bioimaging Zhang Yan, Wang Zhonglong, Tao Yu, Xu Xu, Fang Hua, Wang Shifa Chin. J. Org. Chem. 2018, 38 (10): 2693-2699. DOI: 10.6023/cjoc201803012 Published: 14 May 2018 Abstract (857) PDF (4885KB)(739) Knowledge map A novel pH probe 7-(4'-(dimethylamino)benzylidene)-isolongifolanone (DB) was designed and synthesized from isolongifolanone and characterized by 1H NMR, 13C NMR, and MS. The recognition properties of the probe towards H+ were investigated by UV-Vis and fluorescence spectroscopy. The results showed that DB exhibited highly selective and sensitive fluorescence response towards H+ ion, and the fluorescence intensity decreased linearly in a relatively low range of acidic pH. In addition, the recognition ability of DB towards H+ was not affected by various metal ions. The fluorescence intensity of DB had a linear relationship in the acidic pH range of 1.0~3.5, I=174.134pH-47.836, R=0.9936. DB was also sensitive to change in surrounding trifluoroacetic acid (TFA) vapor. Moreover, the pH probe was successfully applied to imaging extreme acidity in HeLa cells. Reference | Supporting Info. | Related Articles | Metrics Recent Progress in Fluorescent Probes for Adenosine Triphosphate Based on Small Organic Molecules Zhang Jidong, Zhang Jun, Yan Zhan, Xie Juanping Chinese Journal of Organic Chemistry 2019, 39 (11): 3051-3064. DOI: 10.6023/cjoc201905024 Published: 17 July 2019 Abstract (839) HTML (22) PDF (1155KB)(1344) Knowledge map Adenosine triphosphate (ATP) is a high-energy phosphate compound commonly existing in various living cells, which plays important roles in the biological activities such as energy storage, cell respiration and enzyme catalytic reactions. Therefore, it is very crucial to ATP research in bio-organism. Fluorescence detection techniques has the advantages of convenient operation, good selectivity and high sensitivity, etc. In recent years, the design and synthesis of efficient ATP fluorescence sensors have become a research focus in the fields of biochemistry and analytical chemistry. According to the structure characteristics, ATP fluorescence chemosensors are categorized as Zn(Ⅱ) metal ions as recognition of bonding site type, other metal ions as recognition of bonding site type and electrostatic or hydrogen bond as interaction type. Based on organic small molecule fluorescence sensors, the recent progress in research of ATP fluorescence sensors in molecular design and application is reviewed, and the prospects for their development are discussed. Fig. & Tab. | Reference | Related Articles | Metrics Reviews Recent Progress on Endoplasmic Reticulum-Targetable Fluorescence Probe Lü Hui, Xu Xuetao, Huang Danying, Wu Panpan, Sheng Zhaojun, Liu Wenfeng, Li Dongli, Alharbi Njud S., Zhang Kun, Wang Shaohua Chin. J. Org. Chem. 2018, 38 (12): 3165-3175. DOI: 10.6023/cjoc201806043 Published: 22 August 2018 Abstract (838) PDF (586KB)(1108) Knowledge map The endoplasmic reticulum, a subcellular organelle, plays an important role in the life activities of mammalian cells. Therefore, visualizing the endoplasmic reticulum, and further examining its active substances, microenvironments and physiological processes have important guiding value for the diagnosis and treatment of related diseases. In recent years, the design and synthesis of endoplasmic reticulum-targetable fluorescent probes have received more and more attentions. Currently, reported endoplasmic reticulum-targetable fluorescent probes mainly include simple endoplasmic reticulum imaging, metal ions, small molecule material, big molecule material, microenvironments, etc. This article summarizes and describes the design and synthesis of the reported endoplasmic reticulum-targetable fluorescent probes, analyzes the application of endoplasmic reticulum fluorescent probes in the study of cellular physiological processes, and prospects the development trend of endoplasmic reticulum-targetable fluorescent probes. Reference | Related Articles | Metrics An “Off-On” Fluorescent Probe for Biothiols and Its Application in Bioimaging Zhou Tingting, Yang Yutao, Zhou Keyan, Xu Wenzhi, Li Wei Chinese Journal of Organic Chemistry 2019, 39 (12): 3498-3504. DOI: 10.6023/cjoc201906004 Published: 01 August 2019 Abstract (837) PDF (2946KB)(1640) Knowledge map An "off-on" fluorescent probe CO-NBS based coumarin derivative was designed and synthesized, which can respond selectively with biothiols including cysteine (Cys), homocysteine (Hcy) and glutathione (GSH). The optical properties were studied by UV-Vis absorption spectrum and fluorescence spectrum. The results showed that probe was capable to respond rapidly, sensitively and selectively to Cys, Hcy and GSH with the detection limits of 92, 30 and 62 nmol/L, respectively. In addition, with low cytotoxicity and good biocompatibility, the probe can be successfully applied to image biothiols in living cells and in living zebrafish. Reference | Supporting Info. | Related Articles | Metrics Articles A Flavone-Based Fluorescent Probe for Hydrazine and Its Bioimaging in Live Cells Ju Zhiyu, Shu Penghua, Xie Zhiyu, Jiang Yuqing, Tao Weijie, Xu Zhihong Chin. J. Org. Chem. 2019, 39 (3): 697-702. DOI: 10.6023/cjoc201808035 Published: 26 November 2018 Abstract (836) PDF (1249KB)(1371) Knowledge map A 3-hydroxyflavonoid esters HFBA was synthesized by the reaction of 2-hydroxyacetophenone with p-methyl benzaldehyde, and its structure was characterized by NMR and high resolution mass spectrometer. The recognition behaviors of HFBA to hydrazine were investigated and the results show that HFBA exhibits good selectivity and sensitivity to N2H4 with fast response and good anti-interference ability in DMSO/PBS buffer (pH=7.4). Furthermore, the detection limit of HFBA for hydrazine was estimated to be 0.11 μmol/L, and the probe HFBA was successfully applied for the imaging of hydrazine in living cells. Reference | Supporting Info. | Related Articles | Metrics Cited: CSCD(3) ARTICLE A Novel Naphthalene-Fused Boron Dipyrromethene (BODIPY)-Based Near Infrared Fluorescent Probe for Detecting Fluoride in Living Cells Zhou Jianping, Wu Baogeng, Zhou Zhikuan, Tian Jiangwei, Yuan Aihua Chin. J. Org. Chem. 2019, 39 (2): 406-411. DOI: 10.6023/cjoc201804043 Published: 10 September 2018 Abstract (831) PDF (2139KB)(1518) Knowledge map A colorimetric and fluorescent turn-off chemosensor for fluoride based on novel naphthalene-fused boron dipyrromethene (BODIPY) 5 was designed and synthesized. In various anions, only upon addition of fluoride, the UV-Vis absorption peak of probe 5 red-shifted 100 nm, reaching the near infrared (NIR) region. Thus, it can be used as naked-eye detector for fluoride ion. In the fluorescence test, upon addition of fluoride, the fluorescence of probe 5 quenched significantly. Confocal fluorescence microscopy experiments demonstrate that 5 can be used for monitoring fluoride in living cells. Reference | Supporting Info. | Related Articles | Metrics ARTICLE Ratiometric Fluorescent Probe for Homocysteine and CysteineBased on the Aldehyde Functionalized Coumarin and SuccessfulBioimaging Application Cheng Xiaohong, Xu Ke, Qu Shaohua, Ruan Zhijun Chinese Journal of Organic Chemistry 2019, 39 (10): 2835-2842. DOI: 10.6023/cjoc201904020 Published: 06 June 2019 Abstract (797) HTML (18) PDF (4830KB)(964) Knowledge map Novel reactive probes (C1 and C2) towards homocysteine/cysteine (Hcy/Cys) were designed and synthesized, based on the unique nucleophilic nature of bio-thiols. In the presence of Hcy/Cys, probe C1 displayed remarkable fluorescence enhancement. Meanwhile, ratiometric fluorescent probe C2 was designed through subtle structure adjustment. Differently, compound C2 displayed dramatic blue-shift in both fluorescence (100 nm) and absorption (95 nm) spectra upon the addition of Hcy/Cys. By virtue of the specific nucleophilic reaction, probe C2 had outstanding selectivity towards Hcy over Cys, GSH and other amino acids. The detection limit of probe C2 was calculated to be as low as 2.8×10 –7 mol/L. Moreover, C2 was successfully applied to microscopic imaging for the detection of Hcy in HeLa cells with ratiometric fluorescent methods. Fig. & Tab. | Reference | Related Articles | Metrics Articles Aggregation-Induced Emission-Active Fluorescent Probe for Zn2+ Based on Isolongifolanone and Its Application in Plant-Cell Imaging Wang Zhonglong, Yang Jinlai, Yang Yiqin, Xu Xu, Li Mingxin, Zhang Yan, Fang Hua, Xu Haijun, Wang Shifa Chin. J. Org. Chem. 2018, 38 (6): 1401-1413. DOI: 10.6023/cjoc201712009 Published: 16 March 2018 Abstract (793) PDF (6234KB)(1033) Knowledge map A series of hexahydroquinazolin-2-amine-based derivatives have been designed and synthesized from renewable isolongifolanone. Their solid states exhibited an enhanced emission and a dark green to bright yellow color range. In addition to good thermal stability, their solid-state fluorescence is not readily restricted by multiple conventional factors such as long term UV irradiation, increasing operated pressure and elevated heating temperature. In contrast to the derivatives which undergo serious aggregation-caused quenching (ACQ), the dimethylamino-substituted derivative 1-6,6,10,10-tetramethyl-4-(4'-(N,N-dimethylamino)phenyl)-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[h]quinazolin-2-imino)methyl)naphthalen-2-ol (3e) demonstrate obvious aggregation-induced emission (AIE) characteristics. Moreover, these fluorescent derivatives were also used for specific and sensitive sensing of Zn2+ ion in aqueous solutions. Then, their photophysical mechanisms were obtained by the density functional theory calculations. These probes were successfully applied to image Zn2+ ion in pollen grains of Althaea rosea. Reference | Supporting Info. | Related Articles | Metrics ARTICLE A Novel Fluorescent Sensor Based on Aryl-furfural Functionalized Barbituric Acid for Recognition and Separation of Hg 2+/Fe 3+ Zhu Wenbo, Zhu Wei, Ding Jindong, Ma Xiaoqiang, Yao Hong, Zhang Youming, Lin Qi, Wei Taibao Chinese Journal of Organic Chemistry 2019, 39 (10): 2829-2834. DOI: 10.6023/cjoc201903053 Published: 06 June 2019 Abstract (791) HTML (26) PDF (2704KB)(879) Knowledge map A novel fluorescent sensor based on 5-(3-nitrophenyl)-furan-2-carbaldehyde functionalized barbituric acid derivative (QS) was successfully synthesized. QS was characterized by 1H NMR, 13C NMR and MS. The maximum fluorescence emission wavelength of QS in dimethyl sulfoxide (DMSO) solution was determined to be 498 nm and green fluorescence was emitted under 365 nm ultraviolet lamp. QS showed different fluorescence identification ability for aqueous solution of Hg 2+ and Fe 3+. Hg 2+ can enhance the fluorescence of probe QS to orange, and Fe 3+ quenches its fluorescence, thus realizing real- time detection. The limits of detection of QS for Hg 2+ and Fe 3+ are 3.25×10 –8 and 4.0×10 –8 mol? L –1, respectively. The fluorescence measurements and MS studies suggest that the binding stoichiometry ratios of QS with Hg 2+ and Fe 3+ are recognized as 1∶1, respectively. The possible modes of QS with Hg 2+ and Fe 3+ are proposed. The addition of $H_{2}PO_{4}^{-}$ caused the fluorescence of QS-Fe recover, indicating that QS can be used for cyclic detection of Fe 3+. More importantly, the separation percentages of the solid QS for Hg 2+and Fe 3+ are 92.0% and 91.8% in aqueous solution, respectively, indicating that it has excellent ingestion capacity. Fig. & Tab. | Reference | Related Articles | Metrics Reviews Review of the Small Molecular Fluorescent Sensors for Intracellular Reactive Oxygen Species Hou Jiting, Li Kun, Qin Caiqin, Yu Xiaoqi Chin. J. Org. Chem. 2018, 38 (3): 612-628. DOI: 10.6023/cjoc201709020 Published: 31 October 2017 Abstract (788) PDF (1105KB)(1396) Knowledge map Among the numerous bio-active species which are involved in the various chemical reactions in our body, reactive oxygen species (ROS) are a class of important biological species, which are oxidative. ROS can maintain the intracellular redox balance and are tightly related with the cell growth and death. Hence, the fluorescence detection of intracellular ROS has attracted wide attention. However, owining to the inherent features of ROS, such as the short lifetime and high reactivity, fluorescence analysis of ROS is always faced with some problems, like low selectivity and side reactions. Herein, the development of small molecular fluorescent probes for intracellular ROS over the past decade is summarized, and the design mechanisms and bio-applications of these probes are emphasized. Reference | Related Articles | Metrics Articles Detection of HSO4- Ion with a Colorimetric and Fluorescent Probe Based on Hydrolysis Reaction of Carbazole-Derived Schiff Base in Aqueous Medium Li Yingjun, Zhang Nan, Liu Jihong, Jin Kun, Wang Siyuan Chin. J. Org. Chem. 2018, 38 (11): 3026-3031. DOI: 10.6023/cjoc201804041 Published: 16 July 2018 Abstract (742) PDF (4298KB)(928) Knowledge map A novel carbazole-based Schiff base derivative L was synthesized and evaluated for the property of selective detection of HSO4- ion in aqueous medium. N-(9-Ethyl-carbazol-3-yl)-1-methyl-1-(4-nitrophenyl)-methanimine (L) selectively recognized HSO4- ion in CH3CN-H2O (V:V=9:1) via the hydrolysis reaction of Schiff bases to elicit a distinct visual colour change from orange to colorless with a significant blue fluorescence under the UV lamp. The fluorescence enhancement phenomenon caused by HSO4- ion did not change in the presence of other anions. The sensing mechanism of probe L for HSO4- had been investigated by Job's plot, 1H NMR titration spectra and HRMS spectrum. The detection limit for the HSO4- ion was determined as 1.91×10-8mol·L-1. The compound L can be used as a highly selective and sensitive colorimetric, and fluorescent turn-on probe for HSO4-. Reference | Supporting Info. | Related Articles | Metrics Articles Synthesis and Fe3+ Sensing Properties of the Chemosensor Based on Functionalized Naphthalimide Schiff Base Derivative Zhang Youming, Han Bingbing, Lin Qi, Mao Pengpeng, Chen Jinfa, Yao Hong, Wei Taibao Chin. J. Org. Chem. 2018, 38 (7): 1800-1805. DOI: 10.6023/cjoc201711002 Published: 16 March 2018 Abstract (724) PDF (3715KB)(1305) Knowledge map A novel sensor molecule 2-hydroxyl-1-naldehyde-N-(4-aminophenyl)-1,8-naphthalimide (H1) based on functionalized naphthalimide Schiff Base derivative was synthesized. H1 was characterized by 1H NMR, 13C NMR and HRMS. Furthermore, its fluorescence properties were studied in dimethyl sulfoxide (DMSO)/H2O (V:V=7:3) solutions. Its maximum emission wavelength was 496 nm. The solution of H1 has yellow-green fluorescence under the UV lamp (365 nm). H1 showed fluorescence-colorimetric dual channel identification ability for Fe3+. With the addition of various metal ions into the H1 solution, only Fe3+ caused the fluorescence of the H1 quenching and the color disappeared. Other cations such as Ag+, Ca2+, Ba2+, Co2+, Ni2+, Cd2+, Pb2+, Zn2+, Cu2+, Mg2+ and Hg2+ could not induce similar response. The results of anti-disturbance experiment demonstrated that other cations can not interfere in the detection of Fe3+. H1 has good sensitivity for Fe3+, the fluorescence and UV-Vis detection limits of the H1 for Fe3+ are 3.04×10-8 and 2.71×10-6 mol·L-1, respectively. Finally, the test strips based on the H1 were prepared, which could conveniently and efficiently detect Fe3+ in water. Reference | Supporting Info. | Related Articles | Metrics Visual Imaging of Plasma Membrane: New Application for Aggregation Induced Emission (AIE) Probe Yang Jie, Li Zhen Chinese Journal of Organic Chemistry 2019, 39 (11): 3304-3305. DOI: 10.6023/cjoc201900001 Abstract (720) HTML (18) PDF (984KB)(851) Knowledge map Fig. & Tab. | Reference | Related Articles | Metrics Articles A Novel Schiff-Base Fluorescent Probe for Cr3+ and Its Bioimaging in Cells Chang Yongxina, Li Baia, Gao Yunfana, Xu Kuoxi Chin. J. Org. Chem. 2019, 39 (4): 1023-1028. DOI: 10.6023/cjoc201809028 Published: 07 December 2018 Abstract (711) PDF (3504KB)(1160) Knowledge map Trivalent chromium (Cr3+) plays an important role in the metabolismof fats, nucleic acids, carbohydrates and proteins. Moreover, Cr3+ is considered to be a carcinogen and is extremely harmful to humans. Therefore, Cr3+ fluorescent probe L was synthesized by reaction of 8-hydroxyquinolinaldehyde with thiocarbazone. The probe L showed high selectivity towards Cr3+ ion through the color of solution changed from colorless to yellow for naked-eye detection and significant fluorescence intensity enhanced in CH3CN/H2O (V:V=1:2, Tris buffer 50 mmol/L, pH=7.3) solution. The 1:1 binding stoichiometry between probe and Cr3+ was determined from Job's plot, fluorescence titration, ESI-MS and density functional theory (DFT) calculations. The association constant (Ka) and the detection limit for Cr3+ were found to be to be 1.00×105 and 2.85×10-7 mol/L, respectively. Moreover, bioimaging experiments showed that L could sense Cr3+ ion in living cells with a fluorescence enhancement signal. Reference | Supporting Info. | Related Articles | Metrics ARTICLE N,N-Bis(2-pyridylmethyl)amine-Based Truxene Derivative as a Highly Sensitive Fluorescence Sensor for Cu2+ and Ni2+ Ion Zhu Yangmin, Wang Zhonglong, Yang Jian, Xu Xu, Wang Shifa, Cai Zhengchun, Xu Haijun Chin. J. Org. Chem. 2019, 39 (2): 427-433. DOI: 10.6023/cjoc201807042 Published: 12 October 2018 Abstract (694) PDF (681KB)(952) Knowledge map A new turn-off probe 6 was synthesized from bis(pyridin-2-ylmethyl)amine and truxene derivatives, and its structure was confirmed by 1H NMR and HRMS. The recognition behaviors of 6 to various metal ions were investigated and the results show that 6 exhibited good selectivity and high sensitivity to Cu2+ and Ni2+ with good anti-interference. The probe 6 presented apparent fluorescence quenching in DMF/H2O (V/V=8/2, pH=7.0) solution toward Cu2+ and Ni2+. HRMS analysis showed a 1:1 binding stoichiometry between 6 and Cu2+ or Ni2+. The detection limit for Cu2+ and Ni2+ was calculated to be 28 and 41 nmol/L, respectively. The detection limit of 6 for Cu2+ and Ni2+ was far lower than the maximum allowable level of World Health Organization (WHO) limit for drinking water. Reference | Supporting Info. | Related Articles | Metrics ARTICLE A New Dicyano-vinyl Modified Difurylperhydrocyclopentene Photoswitch: Fluorescent Properties, Sensing Ability and in vivo Application Zheng Tianjiao, Chen Xuanying, Zhu Liangliang, Wang Daolei, Zou Qi, Zeng Tao, Chen Wenbo Chin. J. Org. Chem. 2019, 39 (9): 2492-2498. DOI: 10.6023/cjoc201903033 Published: 06 May 2019 Abstract (693) PDF (854KB)(1040) Knowledge map Recently, fluorescent labeling techniques have been greatly developed with the aid of highly optimized small-molecule fluorescent dyes, fluorescent proteins and advanced tagging techniques. Many reasonable strategies have been used to design fluorescent diarylethene, mainly focusing on the introduction of luminophores by conjugated junction and the modification of aryl cores in the diarylethene. Compared to thiophene, furan has superior properties such as solubility, biodegradable ability and rigidity fluorescence. Therefore, difurylethene is a better candidate for fluorescent labeling techniques. Herein, a new fluorescent photoswitch based on dicyano-vinyl modified difurylethenes was designed and prepared. This compound demonstrates typical reversible photochromism in solution and outstanding performance for the fluorescent detection of cyanide ions with excellent selectivity, sensitivity and high contrast. Furthermore, the mechanism of sensing toward cyanide ions was explained by 1H NMR titrations experiments. Owing to the strong fluorescence from a superior derivation with furan instead of thiophene, it is successfully applied as the fluorescent dyes and probe for detecting cyanide ions in vivo application. Reference | Supporting Info. | Related Articles | Metrics Articles Synthesis and Live Cell Imaging of Tetraphenylethene-Based Fluorescent Nanoprobes Xia Qi, Chen Zikang, Zhang Zhide, Liu Ruiyuan Chin. J. Org. Chem. 2018, 38 (10): 2700-2705. DOI: 10.6023/cjoc201803029 Published: 06 June 2018 Abstract (690) PDF (2537KB)(994) Knowledge map In recent years, designing and synthesizing fluorescent nanoprobes with good biocompatibility, stable optical properties and low cytotoxicity are research hotspots in the biomedical field. The novel tetraphenylethene-based fluorescent probe (TPE-Rho) was synthesized by reaction of 1,1,2-triphenyl-2-(4-formylphenyl)ethene with 2-(4-oxo-3-phenyl-1,3-thia-zol-2-ylidene)malononitrile. After the aggregation-induced emission (AIE) characteristics of TPE-Rho were investigated, TPE-Rho dots with uniform particle size distribution were obtained through a modified nanoprecipitation method by using Pluronic F-127 (amphiphilic surfactant) as the encapsulation. TPE-Rho dots have excellent optical property such as strong yellow fluorescence, good stability and long Stokes shift (ca. 200 nm), and have little effect on cell growth activity. Then, TPE-Rho dots were utilized to stain live SK-Hep1 cells and LoVo cells, the staining region and fluorescent intensity were analyzed. The experimental results show that TPE-Rho dots have no significant effect on cell viability, and can stain live cells and selectively act on the cytoplasm. Thus, it can be confirmed that TPE-Rho dots has good biocompatibility, low cytotoxicity, high cell membrane permeability, and good stability, therefore it can be used as a viable cell staining agent. Reference | Supporting Info. | Related Articles | Metrics NOTES Synthesis and Application of Fluorescent Probe Containing Barbitone Unit Liu, Yu, Tang, Yongxing, Luo, Yueyang, Zhu, Yeting, Yang, Jin, Wei, Xinyu, Liu, Xiong, Zhao, Yunhui Chinese Journal of Organic Chemistry 2019, 39 (10): 2980-2984. DOI: 10.6023/cjoc201904001 Published: 21 May 2019 Abstract (682) HTML (14) PDF (2096KB)(934) Knowledge map Mercury ion pollution has serious harmful impact on the ecological environment and human health. It is of great significance to develop a probe with high selectivity and sensitivity that could be applied to the detection of mercury ion in water environment. In this paper, a novel excited-state intramolecular proton transfer (ESIPT) fluorescent probe containing barbitone unit was designed and synthesized from salicylaldehyde. Mechanism studies showed that mercury ions and probes formed a structure similar to “(thymine)T-Hg-T” which has high selectivity in determining mercury ions. The calibration curve indicated that there was a good linear correlation between the relative fluorescent intensities over the concentration range of 4~20 μmol·L –1 of Hg 2+ ion. Fig. & Tab. | Reference | Related Articles | Metrics page Page 1 of 2 Total 59 records First page Prev page Next page Last page