共查询到20条相似文献,搜索用时 15 毫秒
1.
Biothiols are important species in physiological processes such as regulating protein structures, redox homeostasis and cell signalling. Alternation in the biothiol levels is associated with various pathological processes, therefore non-invasive fluorescent probes with high specificity to biothiols are highly desirable research utilities. Meanwhile, fluorescent probes with aggregation-induced emission properties (AIEgens) possess unique photophysical properties that allow modulation of the sensing process through controlling the aggregation-disaggregation or the intramolecular rotational motions of the fluorophores. Herein we review the recent progress in the development of biothiol-specific AIEgens. In particular, the molecular design principles to target different types of biothiols and the corresponding sensing mechanisms are discussed, along with the potential of the future design and development of multi-functional bioprobes. 相似文献
2.
Liu Y Deng C Tang L Qin A Hu R Sun JZ Tang BZ 《Journal of the American Chemical Society》2011,133(4):660-663
A conceptually new "light-up" biosensor with a high specificity for d-glucose (Glu) in aqueous media has been developed. The emission from a tetraphenylethene (TPE)-cored diboronic acid (1) was greatly boosted when the fluorogen was oligomerized with Glu because of restriction of the intramolecular rotations of the aryl rotors of TPE by formation of the oligomer. Little change in the light emission was observed when 1 was mixed with D-fructose, D-galactose, or D-mannose, as these saccharides are unable to oligomerize with the fluorogen. 相似文献
3.
Since the elucidation that sugar-lectin interactions contribute to the understanding of ‘‘Glycomics' ', how to construct glycosensors with rapid response, excellent sensitivity and selectivity is of intense research interest. Herein, we report the design of three NIR emissive glyco-probes based on diketopyrrolopyrrole(DPPs) conjugated with two(DPPG), four(DPPF-G) and six(DPPS-G) galactose groups. All three molecules could probe lectins with excellent sensitivity and selectivity. The increase of glyco-DPP emission in NIR region upon interaction with lectin is due to the aggregates formation induced by sugar-lectin interactions, which have been verified by dynamic light scattering(DLS) and scanning electronic microscope(SEM) analysis.Due to the multiple glyco-ligands on DPPS-G, it has been successfully used to stain Hep G2 cells through interactions between galactose and asialogly-coprotein(ASGP-R), which are overexpressed on the surface of Hep G2 cells. 相似文献
4.
Three tetraphenylethene-based compounds with different substituents were successfully synthesized. All these fluorescent molecules exhibited typical aggregation-induced emission (AIE) effect. In addition, these luminogens showed various mechanochromic luminescence phenomena. Moreover, the mechanofluorochromic behavior of luminogen 1 was self-reversible. 相似文献
5.
Wang Zhang Yuan Yongming Zhang 《Journal of polymer science. Part A, Polymer chemistry》2017,55(4):560-574
Nonconventional luminogens without classic conjugated structures have drawn increasing interests owing to their fundamental importance and promising applications. These luminogens generally bear such subgroups as tertiary amine, C = C, C≡N, C = O, OH, ether, and imide. The emission mechanism, however, remains under debate. Different assumptions like oxidation or acidification of tertiary amines, aggregation of C = O groups, as well as clustering and electron cloud overlap are proposed. Unlike concentration quenching and aggregation-caused quenching (ACQ) that are normally observed in traditional luminogens, many of these unorthodox luminogens exhibit unique aggregation-induced emission (AIE) characteristics, regardless of their molecular architectures. This review summarizes varying unorthodox luminogens with AIE features, aiming to outline the recent advances in this exciting area, with focus on the macromolecular systems. In light of the reported results, clustering-triggered emission mechanism, namely clustering of diverse subgroups with subsequent electron cloud overlap and conformation rigidification can well rationalize the photophysical behaviors of most systems. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55, 560–574 相似文献
6.
The research on aggregation-induced emission (AIE) has drawn increasing interests in the past decade. With the efforts scientists paid, a variety of AIE systems have been developed, among which the tetraphenylethelene and silole derivatives are the most studied. Development of new AIE systems could further enrich the AIE molecules and promote the development of AIE area. In this communication, we prepared a new AIE system based on 1,2,4,6-tetraphenylpyridinium ions according to the restriction of intramolecular rotation mechanism. These molecules could be facilely synthesized via one-step and one-pot reaction. The ionic AIE-active molecules could find wide application in sensing and optoelectronic areas. 相似文献
7.
The research on aggregation-induced emission (AIE) has drawn increasing interests in the past decade. With the efforts scientists paid, a variety of AIE systems have been developed, among which the tetraphenylethelene and silole derivatives are the most studied. Development of new AIE systems could further enrich the AIE molecules and promote the development of AIE area. In this communication, we prepared a new AIE system based on 1,2,4,6-tetraphenylpyridinium ions according to the restriction of intramolecular rotation mechanism. These molecules could be facilely synthesized via one-step and one-pot reaction. The ionic AIE-active molecules could find wide application in sensing and optoelectronic areas. 相似文献
8.
A new tetraphenylethylene (TPE)-based sensor M1 bearing double 2-methylpyridyl-2-methylthiophenylamino units linked with triazole moieties was reported. Both UV–vis and fluorescence spectroscopic studies demonstrated that M1 was highly sensitive and selective toward Fe3+ over other metal ions in THF/H2O solution based on the aggregation-induced emission quenching mechanism. The lowest detection limit of M1 for Fe3+ is 0.7 μM. The detailed fluorescent titration study suggested that the binding stoichiometry of the M1–Fe3+ complex was 1:2, and the structure between M1 and the Fe3+ complex was confirmed by the 1H NMR titration. 相似文献
9.
Qin AnJun Zhang Ya Han Ning Mei Ju Sun JingZhi Fan WeiMin Tang Ben Zhong 《中国科学:化学(英文版)》2012,55(5):771-777
An amphiphilic polymer bearing tetraphenylethene (TPE) moiety was synthesized by convenient reactions. The polymer exhibits unique aggregation-induced emission (AIE) characteristics and can self-assemble to size-tunable particles in DMF/water mixtures. The polymer nanoparticles can be used for cell imaging, which provides a potential stable fluorescent tool to monitor the distribution of drugs and bioconjugates in living cells. 相似文献
10.
Hong Y Häussler M Lam JW Li Z Sin KK Dong Y Tong H Liu J Qin A Renneberg R Tang BZ 《Chemistry (Weinheim an der Bergstrasse, Germany)》2008,14(21):6428-6437
Biosensing processes such as molecular beacons require non-trivial effort to covalently label or mark biomolecules. We report here a label-free DNA assay system with a simple dye with aggregation-induced emission (AIE) characteristics as the fluorescent bioprobe. 1,1,2,2-Tetrakis[4-(2-bromoethoxy)phenyl]ethene is nonemissive in solution but becomes highly emissive when aggregated. This AIE effect is caused by restriction of intramolecular rotation, as verified by a large increase in the emission intensity by increasing viscosity and decreasing temperature of the aqueous buffer solution of 1,1,2,2-tetrakis[4-(2-triethylammonioethoxy)phenyl]ethene tetrabromide (TTAPE). When TTAPE is bound to a guanine-rich DNA strand (G1) via electrostatic attraction, its intramolecular rotation is restricted and its emission is turned on. When a competitive cation is added to the G1 solution, TTAPE is detached and its emission is turned off. TTAPE works as a sensitive poststaining agent for poly(acrylamide) gel electrophoresis (PAGE) visualization of G1. The dye is highly affinitive to a secondary structure of G1 called the G-quadruplex. The bathochromic shift involved in the G1 folding process allows spectral discrimination of the G-quadruplex from other DNA structures. The strong affinity of TTAPE dye to the G-quadruplex structure is associated with a geometric fit aided by the electrostatic attraction. The distinct AIE feature of TTAPE enables real-time monitoring of folding process of G1 in the absence of any pre-attached fluorogenic labels on the DNA strand. TTAPE can be used as a K+ ion biosensor because of its specificity to K+-induced and -stabilized quadruplex structure. 相似文献
11.
Yuan WZ Chen S Lam JW Deng C Lu P Sung HH Williams ID Kwok HS Zhang Y Tang BZ 《Chemical communications (Cambridge, England)》2011,47(40):11216-11218
Combination of an aggregation-induced emission (AIE) moiety and a dimesitylboron group yields a new three-coordinate boron compound exhibiting a synergistic effect: the resultant TPEDMesB shows AIE feature with solid-state emission efficiency up to unity and good electron-transport property, and thus remarkable electroluminescence (EL) performances. 相似文献
12.
Zhao Rucheng Wu Yusheng Zhang Yuequn Ling Jiabao Liu Xinxin Xiang Jiaqi Zeng Xiangchao Chen Tianfeng 《中国科学:化学(英文版)》2022,65(4):694-698
Science China Chemistry - Herein a series of combretastatin A-4 (CA-4) analogues with aggregation-induced emission characteristics (compounds a1–a19) were rationally designed and synthesized.... 相似文献
13.
Hong Y Meng L Chen S Leung CW Da LT Faisal M Silva DA Liu J Lam JW Huang X Tang BZ 《Journal of the American Chemical Society》2012,134(3):1680-1689
Amyloid fibrillation of proteins is associated with a great variety of pathologic conditions. Development of new molecules that can monitor amyloidosis kinetics and inhibit fibril formation is of great diagnostic and therapeutic value. In this work, we have developed a biocompatible molecule that functions as an ex situ monitor and an in situ inhibitor for protein fibrillation, using insulin as a model protein. 1,2-Bis[4-(3-sulfonatopropoxyl)phenyl]-1,2-diphenylethene salt (BSPOTPE) is nonemissive when it is dissolved with native insulin in an incubation buffer but starts to fluoresce when it is mixed with preformed insulin fibril, enabling ex situ monitoring of amyloidogenesis kinetics and high-contrast fluorescence imaging of protein fibrils. Premixing BSPOTPE with insulin, on the other hand, inhibits the nucleation process and impedes the protofibril formation. Increasing the dose of BSPOTPE boosts its inhibitory potency. Theoretical modeling using molecular dynamics simulations and docking reveals that BSPOTPE is prone to binding to partially unfolded insulin through hydrophobic interaction of the phenyl rings of BSPOTPE with the exposed hydrophobic residues of insulin. Such binding is assumed to have stabilized the partially unfolded insulin and obstructed the formation of the critical oligomeric species in the protein fibrillogenesis process. 相似文献
14.
Zhang Yahui Xu Huanyu Xu Weiquan Zhang Chen Shi Jianbing Tong Bin Cai Zhengxu Dong Yuping 《中国科学:化学(英文版)》2019,62(10):1393-1397
Organic dyes with conformational sensitivity can be used to probe weak interactions at the molecular level. Here, three molecules based on tetraphenyl-1,3-butadienes(TPBs) were synthesized and studied with respect to their synthesis, structural characterization and potential application. All TPBs showed aggregation-induced emission(AIE) characteristics and sensitive conformational properties, in which the emission wavelengths could be changed in different states. The TPBs single crystals revealed that the phenyl groups at the 4-position of the 1,3-butadienes contributed to their conformational sensitivity. Furthermore, the potential application for monitoring the interactions among polyelectrolyte complexes and metal ions was explored, and the results showed that TPBs could be used for sensitively probing some weak interactions by changing the emission wavelengths due to their conformation-sensitive properties. TPBs may become a new star in AIE research fields. 相似文献
15.
Jia-Hai Ye Lingjun Duan Congcong Yan Whenchao Zhang Weijiang He 《Tetrahedron letters》2012,53(5):593-596
The novel tetraphenylethylene(TPE)-based sensor 1 bearing bis(2-pyridin-2-ylmethyl)amine (BPA) units linked with triazole moieties could be obtained by click reaction efficiently. The results show that 1 can demonstrate a Ag+-specific emission shift and highly sensitive fluorescent enhancement with a 1:2 binding ratio based on the aggregation-induced emission mechanism. Compound 1 is shown to behave as a ratiometric sensor. 相似文献
16.
A simple Schiff-base derivative with salicylaldehyde moieties as fluorescent probe 1 was reported by aggregation-induced emission (AIE) characterization for the detection of metal ions. Spectral analysis revealed that probe 1 was highly selective and sensitive to Al3+. The probe 1 was also subject to minimal interference from other common competitive metal ions. The detection limit of Al3+ was 0.4 μM, which is considerably lower than the World Health Organization standard (7.41 μM), and the acceptable level of Al3+ (1.85 μM) in drinking water. The Job's plot and the results of 1H-NMR and FT-IR analyses indicated that the binding stoichiometry ratio of probe 1 to Al3+ was 1:2. Probe 1 demonstrated a fluorescence-enhanced response upon binding with Al3+ based on AIE characterization. This response was due to the restricted molecular rotation and increased rigidity of the molecular assembly. Probe 1 exhibited good biocompatibility, and Al3+ was detected in live cells. Therefore, probe 1 is a promising fluorescence probe for Al3+ detection in the environment. 相似文献
17.
A novel molecular switch, 7-(N,N-diethylamino)-2-oxo-2H-chromen-4-yl ferrocene carboxylate (FCC), was synthesized and fully
characterized by 1H NMR, 13C NMR, and HRMS. Taking advantage of the properties of ferrocene as an electron donor active unit and the coumarin as a fluorescent
unit, the dyad FCC shows a fast and reversible redox-switchable fluorescence emission. In sharp contrast to most photoluminescent
chromophores, FCC has a unique enhanced emission through aggregation. The change of electrochemical signals (CV and DPV) indicated
that the ferrocene (Fc) unit of FCC could form inclusion complex with Me-β-cyclodextrin (CD). This inclusion complex could further weaken the aggregation-induced emission (AIE) effect remarkably.
This advance paves the way to introduce AIE property into molecular devices applications. 相似文献
18.
19.
Substituted tetraphenylethylenes (TPEs) have been prepared that feature four alkyl or aryl urea groups arrayed along the periphery. Exposure of these TPEs to monovalent anions (halide, carboxylate, nitrate, and azide) resulted in enhanced fluorescence emission attributed to aggregation of the TPE molecules via urea-anion hydrogen bonding. Emission enhancement correlated with anion basicity, with fluoride ion eliciting the largest fluorescence response. Increased fluorescence emission could also be detected visually in solutions viewed under UV light. This study demonstrates the feasibility of TPE-based fluorescent anion sensors/detectors, and it is envisioned that additional design modifications may afford anion-selective fluorescent sensors. 相似文献
20.
Xin Wang Yunhan Wang Yong Zhan Peng Yang Xiaojing Zhang Yongnan Xu 《Tetrahedron letters》2018,59(21):2057-2061
New triphenylacrylonitrile derivative (DPPA) with triphenylamine moiety as electron donor group has been synthesized. Its emission wavelengths were strongly affected by solvent polarity, indicating intramolecular charge transfer (ICT) transitions. It was found that DPPA was almost non-emissive in tetrahydrofuran (THF), and the emission could be intensified obviously when a great amount of H2O was added, illustrating aggregation induced emission property. It is interesting that the pristine crystal of DPPA emitted green light, and the ground made its emitting color to change into orange, which could be recovered under fumed with dichloromethane (DCM) vapor. The piezofluorochromic behavior might be switched reversibly under the stimulus of external force because of crystalline-amorphous phase transformation, which could be confirmed from the results of PXRD patterns and DSC curves in different solid states. This work might open a new strategy to provide a broad perspective for the development of AIE PFC materials. 相似文献