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1.
This minireview highlights recent advances of research dedicated to photoswitchable fluorescent nanoparticles and their applications. Recently, several strategies have been developed to synthesize nanoparticles with optically switchable emission properties: either fluorescence on/off or dual‐alternating‐color fluorescence photoswitching. The underlying mechanisms of fluorescence photoswitching enable many different types of photoswitchable fluorescent nanoparticles to change fluorescence colors, thus validating the basis of the initial photoswitching design. Among all possible applications, the usage of photoswitchable fluorescent nanoparticles to empower super‐resolution fluorescence imaging and to label biological targets was subsequently reviewed. Finally, we summarize the important areas regarding future research and development on photoswitchable fluorescent nanoparticles. 相似文献
2.
Dr. Kazuhisa Fujimoto Dr. Masaoki Kajino Ikumi Sakaguchi Prof. Dr. Masahiko Inouye 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(32):9834-9840
Diarylethene‐bridged peptides were developed to photoregulate biomolecular interactions. The peptides are made up of diarylethene‐bridged and DNA‐binding regions at their N‐ and C termini, respectively. The two regions could be independently designed and combined as desired. The α‐helicities of the peptides were photoregulated in on/off or off/on manners, and the manner depended on the positions of two ornithine (Orn) residues for cross‐linking reaction at the diarylethene‐bridged region. In the case of the on/off manner, when the diarylethene structure adopted the open form on the peptides, the peptides folded into stable α‐helices. Upon UV irradiation, the diarylethene moiety isomerized to its closed form to destabilize the helical structures. Quartz crystal microbalance (QCM) analysis showed that the open isomer strongly associated with a target DNA, as compared with the closed one. When the closed‐form peptide existing in the DNA complex was irradiated with a fluorescent lamp in the middle of the QCM monitoring, the frequency change (ΔF) was enhanced by the diarylethene photoisomerization. 相似文献
3.
Photoreversible Prodrugs and Protags: Switching the Release of Maleimides by Using Light under Physiological Conditions 下载免费PDF全文
Dr. Robert Göstl Prof. Stefan Hecht 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(11):4422-4427
A water‐soluble furyl‐substituted diarylethene derivative has been prepared that can undergo reversible Diels–Alder reactions with maleimides to yield photoswitchable Diels–Alder adducts. Employing bioorthogonal visible light, the release of therapeutically effective concentrations of maleimide‐based reactive inhibitors or labels from these “prodrugs” or “protags” could be photoreversibly triggered in buffered, aqueous solution at body temperature. It is shown how the release properties can be fine‐tuned and a thorough investigation of the release dynamics is presented. Our system should allow for spatiotemporal control over the inhibition and labeling of specific protein targets and is ready to be surveyed in living organisms. 相似文献
4.
Photoswitching CO2 Capture and Release in a Photochromic Diarylethene Metal–Organic Framework 下载免费PDF全文
Prof. Dr. Feng Luo Prof. Dr. Cong Bin Fan Ming Biao Luo Dr. Xiao Liu Wu Yan Zhu Shou Zhi Pu Wen‐Yuan Xu Prof. Dr. Guo‐Cong Guo 《Angewandte Chemie (International ed. in English)》2014,53(35):9298-9301
We demonstrate herein a promising pathway towards low‐energy CO2 capture and release triggered by UV and visible light. A photosensitive diarylethene ligand was used to construct a photochromic diarylethene metal–organic framework (DMOF). A local photochromic reaction originating from the framework movement induced by the photoswitchable diarylethene unit resulted in record CO2‐desorption capacity of 75 % under static irradiation and 76 % under dynamic irradiation. 相似文献
5.
《化学:亚洲杂志》2017,12(2):248-253
In this work, a unique approach is developed to generate photoswitchable and water‐soluble fluorescent nano‐aggregates. Initially, a new light‐controlled diarylethene–dansyl dyad DAE 1 is formed by linking two dansyl fluorophores covalently to a symmetrical dithienylethene backbone, whose photophysical properties can be reversibly switched by optical stimuli. Subsequently, the water insolubility of the molecular switch 1 is overcome by incorporating it into the bilayer of liposome DPPC (1,2‐dihexadecanoyl‐sn ‐glycero‐3‐phosphocholine) in water. This strategy creates stable fluorescent nano‐aggregates OF‐1@DPPC (≈25 nm diameter) that are soluble in an aqueous medium. The nano‐aggregates OF‐1@DPPC retain and even improve the photoswitchable fluorescence properties of DAE 1 . More importantly, OF‐1@DPPC exhibits a remarkable photostability and fatigue resistance after 5 cycles of irradiation with UV and visible light, which is crucial for its practical application. 相似文献
6.
Jeong J Yun E Choi Y Jung HY Chung SJ Song NW Chung BH 《Chemical communications (Cambridge, England)》2011,47(38):10668-10670
Photochromic compound-conjugated fluorescent fullerene-silica nanoparticles prepared by the reverse-microemulsion method was utilized for photoswitchable cellular imaging by repeatable irradiation of ultraviolet and visible light. 相似文献
7.
8.
Dasha Medvedeva Alexey Bobrovsky Natalia Boiko Valery Shibaev Igor Zavarzin Marina Kalik Mikhail Krayushkin 《Macromolecular rapid communications》2005,26(3):177-182
Summary: The phase behavior and optical properties of a cholesteric ternary copolymer, containing nematogenic phenylbenzoate, cholesteric, and photochromic diarylethene side groups, and its mixture with 2 wt.‐% fluorescent dopant were studied. The investigation of the kinetics of a photochemical opening‐cycle process of the photochromic groups in the cholesteric mixture proved the energy transfer from the fluorescent dopant to the photochromic diarylethene groups. It was shown that the fluorescence intensity of the fluorescent dopant could be controlled by the portion of the “closed” form of the diarylethene groups. During the photocyclization of the photochromic groups a “degeneration” of the selective light reflection of the cholesteric matrix is observed.
9.
May F Peter M Hütten A Prodi L Mattay J 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(3):814-821
Switchable fluorescent silica nanoparticles have been prepared by covalently incorporating a fluorophore and a photochromic compound inside the particle core. The fluorescence can be switched reversibly between an on‐ and off‐state via energy transfer. The particles were synthesized using different amounts of the photoswitchable compound (spiropyran) and the fluorophore (rhodamine B) in a size distribution between 98 and 140 nm and were characterized in terms of size, switching properties, and fluorescence efficiency by TEM, and UV\Vis and fluorescence spectroscopy. 相似文献
10.
Lu Zhang Peng Cui Baocheng Zhang Prof. Feng Gao 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(28):9242-9250
This paper presents the first example of a sensitive, selective, and stable phosphorescent sensor based on phosphorescence energy transfer (PET) for thrombin that functions through thrombin–aptamer recognition events. In this work, an efficient PET donor–acceptor pair using Mn‐doped ZnS quantum dots labeled with thrombin‐binding aptamers (TBA QDs) as donors, and carbon nanodots (CNDs) as acceptors has been constructed. Due to the π–π stacking interaction between aptamer and CNDs, the energy donor and acceptor are taken into close proximity, leading to the phosphorescence quenching of donors, TBA QDs. A maximum phosphorescence quenching efficiency as high as 95.9 % is acquired. With the introduction of thrombin to the “off state” of the TBA‐QDs‐CNDs system, the phosphorescence is “turned on” due to the formation of quadruplex‐thrombin complexes, which releases the energy acceptor CNDs from the energy donors. Based on the restored phosphorescence, an aptamer‐based turn‐on thrombin biosensor has been demonstrated by using the phosphorescence as a signal transduction method. The sensor displays a linear range of 0–40 nM for thrombin, with a detection limit as low as 0.013 nM in pure buffers. The proposed aptasensor has also been used to monitor thrombin in complex biological fluids, including serum and plasma, with satisfactory recovery ranging from 96.8 to 104.3 %. This is the first time that Mn‐doped ZnS quantum dots and CNDs have been employed as a donor–acceptor pair to construct PET‐based biosensors, which combines both the photophysical merits of phosphorescence QDs and the superquenching ability of CNDs and thus affords excellent analytical performance. We believe this proposed method could pave the way to a new design of biosensors using PET systems. 相似文献
11.
O. N. Karpov G. A. Shandryuk Ya. V. Derikov A. S. Merekalov O. A. Otmakhova A. M. Shatalova R. V. Talroze 《Polymer Science Series B》2018,60(3):370-379
Polystyrenes of different molecular masses are synthesized by controlled radical polymerization via the reversible addition fragmentation chain transfer mechanism. The resulting polymers are used for designing nanocomposites based on cadmium selenide quantum dots and gold nanoparticles. It is demonstrated that the photoluminescence of quantum dots in the sol grows appreciably during continuous irradiation for 5–6 h but is reduced during the “light switching off–switching on” process. It is shown that, upon the addition of gold nanoparticles, the photoluminescence of quantum dots in the sols changes insignificantly. 相似文献
12.
Yi Qin Ying Zhang Guangqiang Yin Yuxuan Wang Changwei Zhang Lijun Chen Hongwei Tan Xiaopeng Li Lin Xu Haibo Yang 《中国化学》2019,37(4):323-329
Photoswitchable or photoactivatable fluorescent species have been found wide applications within supramolecular chemistry and materials science. In this study, we successfully constructed two highly emissive Pt(II) metallacycles from the diarylethene ligands via coordination‐driven self‐assembly. Different from the most known fluorescent metallacycles, the obtained metallacycles have displayed “turn‐on” fluorescence switching. They are non‐fluorescent in solution, but they emit highly yellow or orange fluorescence under ultraviolet irradiation. The metallacycles were well characterized by 1H NMR, 31P NMR and ESI‐TOF‐MS. The photochromic properties of the resultant metallacycles were investigated by 1H NMR, 31P NMR, UV/Vis spectrum and fluorescence spectrum. Notably, NMR studies revealed that these two metallacycles featured excellent cyclization efficiency (90% conversion efficiency). Moreover, the closed‐ring isomers of the metallacycles displayed relatively high quantum yield (ΦF = 0.5). DFT simulations demonstrated that the antiparallel configuration of the diarylethene ligand had an angle closed to 120°, which was more stable in energy compared to the parallel configuration, thus allowing for the facile construction of highly emissive metallacycles. We believe that such highly emissive metallacycles which are in‐situ prepared upon irradiation can be used as new fluorescence materials for sensing and bioimaging in the future. 相似文献
13.
K Fujimoto M Kajino I Sakaguchi M Inouye 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(32):9834-9840
Diarylethene-bridged peptides were developed to photoregulate biomolecular interactions. The peptides are made up of diarylethene-bridged and DNA-binding regions at their N- and C?termini, respectively. The two regions could be independently designed and combined as desired. The α-helicities of the peptides were photoregulated in on/off or off/on manners, and the manner depended on the positions of two ornithine (Orn) residues for cross-linking reaction at the diarylethene-bridged region. In the case of the on/off manner, when the diarylethene structure adopted the open form on the peptides, the peptides folded into stable α-helices. Upon UV irradiation, the diarylethene moiety isomerized to its closed form to destabilize the helical structures. Quartz crystal microbalance (QCM) analysis showed that the open isomer strongly associated with a target DNA, as compared with the closed one. When the closed-form peptide existing in the DNA complex was irradiated with a fluorescent lamp in the middle of the QCM monitoring, the frequency change (ΔF) was enhanced by the diarylethene photoisomerization. 相似文献
14.
Beyond-diffraction-limit optical imaging of cells will reveal biological mechanisms, cellular structures, and physiological processes in nanometer scale. Harnessing the photoswitching properties of spiropyran fluorophores, we achieved nanoresolution fluorescence imaging using photoactuated unimolecular logical switching attained reconstruction (PULSAR) microscopy. The PULSAR microscope successfully resolved nanostructures and subcellular organelles when the photoswitchable nanoparticles containing spiropyran dyes were used as fluorescent probes. 相似文献
15.
Nanoscopic Visualization of Cross‐Linking Density in Polymer Networks with Diarylethene Photoswitches 下载免费PDF全文
Eric Siemes Oleksii Nevskyi Dr. Dmytro Sysoiev Sarah K. Turnhoff Alex Oppermann Dr. Thomas Huhn Prof. Dr. Walter Richtering Prof. Dr. Dominik Wöll 《Angewandte Chemie (International ed. in English)》2018,57(38):12280-12284
The in situ nanoscopic imaging of soft matter polymer structures is of importance to gain knowledge of the relationship between structure, properties, and functionality on the nanoscopic scale. Cross‐linking of polymer chains effects the viscoelastic properties of gels. The correlation of mechanical properties with the distribution and amount of cross‐linkers is relevant for applications and for a detailed understanding of polymers on the molecular scale. We introduce a super‐resolution fluorescence‐microscopy‐based method for visualizing and quantifying cross‐linker points in polymer systems. A novel diarylethene‐based photoswitch with a highly fluorescent closed and a non‐fluorescent open form is used as a photoswitchable cross‐linker in a polymer network. As an example for its capability to nanoscopically visualize cross‐linking, we investigate pNIPAM microgels as a system known with variations in internal cross‐linking density. 相似文献
16.
Control of Imine Exchange Kinetics with Photoswitches to Modulate Self‐Healing in Polysiloxane Networks by Light Illumination 下载免费PDF全文
Michael Kathan Dr. Petr Kovaříček Christoph Jurissek Antti Senf Dr. Andre Dallmann Andreas F. Thünemann Prof. Stefan Hecht 《Angewandte Chemie (International ed. in English)》2016,55(44):13882-13886
Various aldehyde‐containing photoswitches have been developed whose reactivity toward amines can be controlled externally. A thermally stable bifunctional diarylethene, which in its ring‐closed form exhibits imine formation accelerated by one order of magnitude, was used as a photoswitchable crosslinker and mixed with a commercially available amino‐functionalized polysiloxane to yield a rubbery material with viscoelastic and self‐healing properties that can be reversibly tuned by irradiation. 相似文献
17.
Enhanced Fluorescence Imaging and Photodynamic Cancer Therapy Using Hollow Mesoporous Nanocontainers
《化学:亚洲杂志》2017,12(14):1700-1703
Here we show that “off‐on” type of photodynamic therapy agents could be developed using hollow mesoporous silica nanoparticles (HMSNPs), which can be used not only for enhancing delivery of photosensitizers to cancer cells but also for enabling switchable optical properties of the photosensitizers. Fluorescence and singlet oxygen generation of the photosensitizer‐loaded HMSNP are turned off in its native state. In vitro cell studies showed that this HMSNP‐based “off‐on” agent may have potential utility in selective fluorescence detection and photodynamic therapy of cancers. 相似文献
18.
Supramolecular Fluorescent Nanoparticles Constructed via Multiple Non‐Covalent Interactions for the Detection of Hydrogen Peroxide in Cancer Cells 下载免费PDF全文
Xuan Wei Ruijiao Dong Dali Wang Tianyu Zhao Yongsheng Gao Patrick Duffy Prof. Xinyuan Zhu Dr. Wenxin Wang 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(32):11427-11434
Overabundance of hydrogen peroxide originating from environmental stress and/or genetic mutation can lead to pathological conditions. Thus, the highly sensitive detection of H2O2 is important. Herein, supramolecular fluorescent nanoparticles self‐assembled from fluorescein isothiocyanate modified β‐cyclodextrin (FITC‐β‐CD)/rhodamine B modified ferrocene (Fc‐RB) amphiphile were prepared through host–guest interaction between FITC‐β‐CD host and Fc‐RB guest for H2O2 detection in cancer cells. The self‐assembled nanoparticles based on a combination of multiple non‐covalent interactions in aqueous medium showed high sensitivity to H2O2 while maintaining stability under physiological condition. Owing to the fluorescence resonance energy transfer (FRET) effect, addition of H2O2 led to obvious fluorescence change of nanoparticles from red (RB) to green (FITC) in fluorescent experiments. In vitro study showed the fluorescent nanoparticles could be efficiently internalized by cancer cells and then disrupted by endogenous H2O2, accompanying with FRET from “on” to “off”. These supramolecular fluorescent nanoparticles constructed via multiple non‐covalent interactions are expected to have potential applications in diagnosis and imaging of diseases caused by oxidative stresses. 相似文献
19.
Fluorescence switch plays a vital role in bioelectronics and bioimaging.Herein,we presented a new kind of facile electrostatic complex nanoparticles(ECNs)for fluorescence switching in cells and marking of individual cell.The ECNs were prepared by mixing positively charged poly(6-(2-(thiophen-3-yl)ethoxy)hexyl trimethylammonium bromide)(PT)and negatively charged diarylethene sodium salt(DAECOONa).DAE-COONa is a photoswitchable molecule which can be transformed between the ring-closed fo rm and ring-open form under the irradiation of UV or visible light.The closed-form of DAE-COONa can efficie ntly quench the fluorescence of PT through intermolecular energy transfer,while the open form of DAE-COONa does not influence the emission of PT.Thus,the fluorescence of ECNs can be modulated by light irradiation,and the ECNs with good fluorescence switching performance have been employed for fluorescence imaging and individual cell lighting up process successfully.We demonstrate that the electrostatic complex strategy provides a facile method to construct fluorescence switch fo r selective cell marking and imaging applications. 相似文献
20.
Wenhai Wang Afu Fu Jingbo Lan Prof. Dr. Ge Gao Prof. Dr. Jingsong You Prof. Dr. Lijuan Chen Prof. Dr. 《Chemistry (Weinheim an der Bergstrasse, Germany)》2010,16(17):5129-5137
We herein present an effective strategy to create water‐soluble fluorescent bioimaging dyes by introducing the imidazolium‐based ionic liquid (IL) pendants into a fluorescent skeleton. A new type of water‐soluble imidazolium‐anchored squaraine dye was synthesized accordingly. The relationship between the aggregate of squaraines and their fluorescent cell imaging application was elucidated in detail. Firstly, the aggregation behavior of squaraines in water solutions could be suppressed by varying the alkyl chain attached to the imidazolium unit. Secondly, the capability of cellular uptake and staining of dyes was also dramatically enhanced upon increasing the length of the paraffinic chain. These squaraine dyes displayed an excellent photostability that could permit real‐time fluorescence bioimaging experiments to be monitored over a long time period with constant sample irradiation. Additionally, we designed for the first time an FeII‐ion probe on the basis of an attack of the hydroxyl radical to the four‐membered ring of squaraine. The results demonstrated that the imidazolium‐anchored squaraines could perform “naked‐eye” detection of the Fe2+ ion over a wide range of other interfering metals in aqueous media. More surprisingly, this process showed a fluorescence “turn‐off” and “‐on” response through the regeneration of squaraines in cells. 相似文献