- A fluorescent sensor for selective detection of hypochlorite and its application in Arabidopsis thaliana
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Hypochlorite, as one of reactive oxygen species, has drawn much attention due to its essential roles in special biological events and disorders. The exogenous hypochlorite remains a risk for human, animals and plants. In this work, a novel water soluble quinolin-containing nitrone derivative T has been developed for fluorometric sensing hypochlorite. The response mechanism of T towards ClO? was reported for the first time. In comparison with the reported sensors for ClO?, the sensor T in this work exhibited advantages including high selectivity (80 fold over other analytes), rapid response (within 5 s) and lipid-water distribution transformation (LogP from 2.979 to 6.131). Further biological applications suggested that T was capable of monitoring both exogenous and endogenous ClO? in living cells. The imaging in Arabidopsis thaliana indicated that the absorption and transmission of ClO? in plant could be monitored by this sensor through the chlorine-related mechanism. This work might raise referable information for further investigations in the physiological and pathological events in both tumor and plants.
- Gu, Jin,Li, Dong-Dong,Liu, Ya-Ni,Wang, Bao-Zhong,Yang, Yu-Shun,Zeng, Zi-Xuan,Zhu, Hai-Liang
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Read Online
- Monitoring of Fe (II) ions in living cells using a novel quinoline-derived fluorescent probe
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Physiologically, Fe(III) and Fe(II) is the most important redox pairs in a variety of biological and environmental procedures with its capability of transition. The detection of physiological iron, especially Fe(II), has become the recent research focus of investigations on revealing the mechanism of iron-related metabolism. In this work, we exploited a novel quinoline-derived fluorescent probe, YTP, for the detection of Fe(II). It could monitor the level of Fe(II) with a linear range of 0–2.0 equivalent and the detection limit of 0.16 μM. High selectivity from other analytes including Fe(III) and steadiness for over 24 h confirmed the practicability of YTP. YTP was further applied in real buffer systems and in cellular imaging. The probe could achieve the semi-quantitative monitoring of Fe(II) in living cells. This work provided a potential implement for the detection of Fe(II), and raised important information for further researches on the redox pairs of iron, in mechanism and in practice.
- Cai, Chun-He,Wang, He-Li,Man, Ruo-Jun
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Read Online
- Imaging of formaldehyde in plants with a ratiometric fluorescent probe
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The fluorescence monitoring of formaldehyde in real environmental samples and live plant tissues is of great importance for physiological and pathological studies. However, there is a lack of suitable chemical tools to directly trace and measure the formaldehyde activity in bio-systems, and developing effective and, in particular, selective sensors for mapping formaldehyde in live tissues still remains a great challenge. Here, we demonstrate for the first time that the ratiometric fluorescence monitoring of formaldehyde in live plant tissues is achieved with a newly developed ratiometric fluorescent probe, FAP, which effectively eliminated interference from other comparative analytes. Live tissue analyses reveal that FAP can potentially detect exogenous and endogenous formaldehyde in live Arabidopsis thaliana tissues, exposing a potential application for biological and pathological studies of formaldehyde.
- Li, Zhen,Xu, Yuqing,Zhu, Hailiang,Qian, Yong
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Read Online
- Fluorescent probe with AIE property, preparation method and application of fluorescent probe in detection of transthyretin tetramer protein
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The invention discloses a fluorescent probe with an AIE property, preparation and application of the fluorescent probe in detection of transthyretin tetramer protein. The structural formula of the fluorescent probe is shown as a formula (I). The preparation method comprises the following steps: adding 6-(dimethylamino) quinoline-2-formaldehyde, 4-aminophenylacetonitrile and tetrabutylammonium bromide into ethanol, carrying out a reflux reaction under the conditions of sealing and 80 +/-5 DEG C, cooling to room temperature after the reaction is finished, standing to separate out a solid, carrying out suction filtration, and washing to obtain the fluorescent probe with the AIE property. The fluorescent probe with the AIE property, prepared by the invention, has a fluorescence aggregation-induced emission effect, can be combined with transthyretin tetramer protein to generate stronger fluorescence, and can be used for quantitative research of transthyretin tetramer protein of an organism.
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Paragraph 0054-0059
(2021/04/21)
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- Beta-amyloid protein targeting fluorescent probe, preparation and application of beta-amyloid protein targeting fluorescent probe in Alzheimer's disease
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The invention discloses a beta-amyloid protein targeting fluorescent probe, preparation and application of the beta-amyloid protein targeting fluorescent probe in Alzheimer's disease. The structural formula of the fluorescent probe is as shown in formula I in the specification. The fluorescent probe disclosed by the invention is a compound taking 6-dimethylamino-1-methylquinoline as a parent structure, and the fluorescent probe has the advantages of long emission wavelength, large Stock shift, capability of specifically detecting beta amyloid protein, sensitivity to viscosity in tissue cells, and good response to the viscosity. After the fluorescent probe is combined with beta amyloid protein in the brain of a patient suffering from the Alzheimer's disease, a fluorescence signal is obviously enhanced, and the fluorescent probe can be used for detecting the beta amyloid protein and early diagnosing the Alzheimer's disease and has important guiding significance on development of diagnosis and treatment probes of the Alzheimer's disease.
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Paragraph 0109-0114
(2021/06/09)
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- Near-infrared fluorescent probe, preparation and application of near-infrared fluorescent probe in detection of transthyroxine tetramer protein
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The invention discloses a near-infrared fluorescent probe, preparation and an application of the near-infrared fluorescent probe in detection of transthyroxine tetramer protein. The structural formula of the near-infrared fluorescent probe is shown as a formula (I). The preparation method comprises the following steps: adding 2-aldehyde-6-dimethylaminoquinoline, 2-acetonitrile benzothiazole and tetrabutylammonium bromide into ethanol, carrying out a reflux reaction under the conditions of sealing and oil bath at 80 +/-5 DEG C, cooling to room temperature after the reaction is finished, standing to separate out a solid, carrying out suction filtration, and washing to obtain the near-infrared fluorescent probe. The fluorescent probe prepared in the invention has near-infrared emission wavelength, and can be used for detecting the content of transthyretin tetramer protein and diagnosing transthyretin familial amyloidosis.
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Paragraph 0061-0066
(2021/06/02)
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- A quinoline-benzothiazole hybrid as the first near-infrared fluorescent probe for transthyretin
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Transthyretin (TTR) amyloidosis is a disease caused by the misfolding and aggregation of TTR protein, including familial amyloidotic polyneuropathies (FAP), senile systemic amyloidosis (SSA), familial amyloidotic cardiomyopathies (FAC), Alzheimer's disease (AD), etc. Nowadays, the emission wavelength of reported probes for wild-type TTR is relatively short, which restricts their further application. In this study, a quinoline-benzothiazole conjugated scaffold (QCN-2) was rationally designed and synthesized as the first near-infrared fluorescent (NIRF) probe for the determination of TTR content. QCN-2 displayed remarkable turn-on fluorescence (25-fold) with high sensitivity when bound to wild-type TTR (detection limit, 204.4 nM). Moreover, the molecular docking study indicated that the benzothiazole moiety could enter the inner cavity binding site, and the cyano group could form a hydrogen bond with LYS15 residues, which might restrict the rotation of the vinyl bond, leading to increasing the ICT process and emission intensity. All these excellent properties of this probe make it a robust and promising tool for the diagnosis of diseases related to TTR amyloidosis.
- Huang, Yanan,Liu, Jinsheng,Liu, Yu,Xiong, Yinghong,Yan, Jinwu,Zhang, Lei,Zhu, Xinyin
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p. 18453 - 18458
(2021/10/25)
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- Synthesis and efficacy of pyrvinium-inspired analogs against tuberculosis and malaria pathogens
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Herein, we report the synthesis and evaluation of pyrvinium-based antimalarial and antitubercular compounds. Pyrvinium is an FDA approved drug for the treatment of pinworm infection, and it has been reported to have antiparasitic and antimicrobial activities. Pyrvinium contains quinoline core coupled with pyrrole. We replaced the pyrrole with various aryl or heteroaryl substituents to generate pyrvinium analogs. The profiling of these compounds against malaria parasite P. falciparum 3D7 revealed analogs with better antimalarial activity than pyrvinium pamoate. Compound 14 and 16 showed IC50 of 23 nM and 60 nM against P. falciparum 3D7, respectively. These compounds were also effective against drug-resistant malaria parasite P. falciparum Dd2 with IC50 of 53 nM and 97 nM, respectively. The cytotoxicity against CHO-K1, HEK and NRK-49F cells revealed better selectivity index for these new analogs compared to pyrvinium. Additionally, this series of compounds showed activity against M. tuberculosis H37Rv; particularly compounds 10, 13, 14 and 16 showed equipotent antitubercular activity to that of pyrvinium pamoate. The compounds 14 and 16 should be taken forward as leads for further optimization.
- Adhikari, Navin,Gaikwad, Vikas R.,Govindarajalu, Gokulapriya,Karale, Uttam B.,Krishna, E. Vamshi,Krishna, Vagolu Siva,Misra, Sunil,Rode, Haridas B.,Sijwali, Puran Sigh,Sriram, Dharmarajan
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- Human serum protein fluorescent probe as well as preparation method and application thereof
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The invention discloses a human serum protein fluorescent probe as well as a preparation method and application thereof. The human serum protein fluorescent probe has a structure shown in the specification. The fluorescent probe disclosed by the invention is capable of rapidly and highly selectively detecting human serum proteins and has potential of preclinical detection. The invention disclosesthe preparation method of the florescent probe, a related activity testing method and related activity data of the florescent probe.
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Paragraph 0031-0033
(2019/11/14)
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- Cyslization derivative fluorescent probe as well as preparation method and application thereof
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The invention relates to a cyslization derivative fluorescent probe as well as a preparation method and application thereof. The name of the compound is 2-cyano-3-(6-(dimethylamino)quinoline-2-yl) acrylate. The compound provided by the invention is small in molecular mass, simple in structure and capable of serving as a molecular sensor to sensitively and selectively detect sulfite in living cellsand start a fluorescence reaction. The detection mechanism is not affected by sulfide and a sulfhydryl compound and has the characteristic of high selectivity, what is more outstanding is that. The fluorescent molecular probe almost has no toxicity to cells , has a very good cell membrane permeation effect and is capable of permeating a living cell membrane within 2 min to start the fluorescencereaction. The cyslization derivative fluorescent probe provides a novel method for detecting endogenous sulfite of the living cell so as to have very important practical significance.
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Paragraph 0017-0019
(2019/11/13)
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- A rapid cell-permeating turn-on probe for sensitive and selective detection of sulfite in living cells
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A rapid cell-permeating probe NJUXJ-1 was introduced for sensitive and selective detection of sulfite in living cells. It generated a turn-on response to sulfite with high sensitivity (detection limit 13.0 nM) and selectivity (at a physiological level) and low toxicity. The fluorescence of the detecting system was steady for a wide pH range (5-8) and a long period of time (over 12 h). The most attractive point, its rapid cell-permeating ability, made it suitable for bioimaging with a 2 min incubation time and shortened the whole detecting period (cell-permeation and reaction), and thus could decrease background interference. It offered a convenient approach for determining exogenous or endogenous sulfite levels in living cells and further applications.
- Chen, Yan-Chi,Jiao, Qing-Cai,Su, Mi-Mi,Xu, Jing,Yang, Yu-Shun,Zheng, Da-Jun,Zhu, Hai-Liang
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p. 6940 - 6946
(2018/10/02)
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- Detecting human serum albumin fluorescence probe and its preparation method
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The invention relates to a fluorescence probe, in particular to a fluorescence probe for detecting human serum albumin and a preparation method therefor. The molecular structural formula of the fluorescence probe is as shown in the specification. Quinoline fluorogen is used as a reporter group, a fluorescence ratio probe combined with diethyl oxalate has better effect in HSA detection; and the preparation method is simple in technology and easy to realize.
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Paragraph 0021; 0030; 0031
(2017/07/04)
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- Containing trimethylamine quinoline derivative and its preparation and use
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The invention relates to a quinoline derivative, particularly a quinoline derivative comprising trimethylamine and a preparation method and use of the quinoline derivative. The molecular structural formula of the derivative is shown the description. The quinoline derivative comprising trimethylamine provided by the invention has a good effect in detecting cadmium in cells and the preparation method is simple and feasible and easy to operate; the quinoline derivative serving as a fluorescent probe can be used for quantitatively detecting concentration of cadmium ions.
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Paragraph 0025; 0026; 0027
(2017/10/06)
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- Traceless Directing-Group Strategy in the Ru-Catalyzed, Formal [3 + 3] Annulation of Anilines with Allyl Alcohols: A One-Pot, Domino Approach for the Synthesis of Quinolines
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A unique, ruthenium-catalyzed, [3 + 3] annulation of anilines with allyl alcohols in the synthesis of substituted quinolines is reported. The method employs a traceless directing group strategy in the proximal C-H bond activation and represents a one-pot Domino synthesis of quinolines from anilines.
- Kumar, Gangam Srikanth,Kumar, Pravin,Kapur, Manmohan
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p. 2494 - 2497
(2017/05/24)
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- Dual behavior of iodine species in condensation of anilines and vinyl ethers affording 2-methylquinolines
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A metal-free, mild and efficient method for the synthesis of 2-methylquinolines was successfully developed by condensation of anilines with vinyl ethers in the presence of catalytic amount of iodine. Modification of both pyridine and benzene moieties was easily achieved by changing only the vinyl ether and aniline. In this reaction, the iodine species was revealed to show dual behavior; molecular iodine serves as an oxidant, while its reduced form, hydrogen iodide, activates the vinyl ether. The redox reaction between these iodine species enables the use of a catalytic amount of iodine in this synthetic method.
- Le, Song Thi,Yasuoka, Chisa,Asahara, Haruyasu,Nishiwaki, Nagatoshi
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- MICROCAPSULES CONTAINING A GAS-RELEASING PHOTOLABILE COMPOUND AND USES THEREOF
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The present invention relates to water-dispersible microcapsules comprising an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of said microcapsules in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's microcapsules to provide a prolonged release of fragrant molecules.
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Page/Page column 25
(2014/12/12)
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- Substitution effect on the one- and two-photon sensitivity of DMAQ "caging" groups
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The systematic SAR study of a "caging" group showed a strong influence of the position of the donor dimethylamino group on the efficiency of photolysis of the DMAQ (2-hydroxymethylene-(N,N-dimethylamino)quinoline) caged acetate under one-photon near-UV or two-photon near-IR excitation. Photorelease of l-glutamate by the most efficient 8-DMAQ derivative strongly and efficiently activated glutamate receptors, generating large, fast rising responses similar to those elicited by glutamate photoreleased from the widely used MNI-caged glutamate.
- Petit, Morgane,Tran, Christine,Roger, Thomas,Gallavardin, Thibault,Dhimane, Hamid,Palma-Cerda, Francisco,Blanchard-Desce, Mireille,Acher, Francine C.,Ogden, David,Dalko, Peter I.
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supporting information
p. 6366 - 6369
(2013/02/23)
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- SMALL-MOLECULE INHIBITORS OF THE ANDROGEN RECEPTOR
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The present invention provides a method of inhibiting an androgen receptor by administering a compound of Formula I: or a compound of Formula II: wherein R1, R2, R3 and R8 are each independently hydrogen or C1-6 alkyl. R4 is absent or is hydrogen, C1-6 alkyl or C1-6 alkyl-OH. R5 is hydrogen, C1-6 alkyl or —NR6R7. R6 and R7 are each independently hydrogen or C1-6 alkyl, or are combined with the nitrogen to which they are attached to form a heterocycloalkyl having from 5 to 7 ring members. L is a linker of C1-6 alkylene, C2-6 alkenylene, C2-6 alkynylene or C3-6 cycloalkylene. The compounds of Formula I include the salts, hydrates and prodrugs thereof. Each R9 is H, C1-6 alkyl, —OH or —O—C1-6 alkyl. The compounds of Formulas I and II include the salts, hydrates and prodrugs thereof. By administering the compound of Formula I or II, the method inhibits the androgen receptor.
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Page/Page column 10
(2009/01/20)
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