55779-26-5Relevant articles and documents
Reversible Quadruple Switching with Optical, Chiroptical, Helicity, and Macropattern in Self-Assembled Spiropyran Gels
Miao, Wangen,Wang, Sheng,Liu, Minghua
, (2017)
Enantiomeric glutamate gelators containing a spiropyran moiety are designed and found to self-assemble into a nanohelix through gelation. Upon alternating UV and visible light irradiation, the spiropyran experiences a reversible change between a blue zwitterionic merocyanine state and a colorless closed ring state spiropyran in supramolecular gels. This photochromic switch causes a series of subsequent changes in the optical, chiroptical, morphological properties from supramolecular to macroscopic levels. While the solution of the gelator molecules does not show any circular dichroism (CD) signal in the region of 250–700 nm due to the fact that the chromophore is far from the chiral center, the gel shows chiroptical signals such as CD and circularly polarized luminescence (CPL) because of the chirality transfer by the self-assembly. These signals are reversible upon alternating UV/vis irradiation. Therefore, a quadruple optical and chiroptical switch is developed successfully. During such process, the self-assembled nanostructures from the enantiomeric supramolecular gels also undergo a reversible change between helices and fibers under the alternating UV and visible light trigger. Furthermore, a rewritable material fabricated from their xerogels on a glass is developed. Such rewritable material can be efficiently printed over 30 cycles without significant loss in contrast and resolution using UV and visible light.
Heat Stroke in Cell Tissues Related to Sulfur Dioxide Level Is Precisely Monitored by Light-Controlled Fluorescent Probes
Chao, Jianbin,Cheng, Fangqin,Huo, Fangjun,Yin, Caixia,Yue, Yongkang,Zhang, Weijie,Zhang, Yongbin
, p. 3262 - 3268 (2020)
Heat stroke (HS) can cause serious organism damage or even death. Early understanding of the mechanism of heat cytotoxicity can prevent or treat heat stroke related diseases. In this work, probe Ly-NT-SP was synthesized, characterized, and used for sulfur
Photopatterning Freestanding Chiral Nematic Mesoporous Organosilica Films
Terpstra, Andrea S.,Hamad, Wadood Y.,MacLachlan, Mark J.
, (2017)
Chiral nematic mesoporous organosilica (CNMO) films are functionalized with a mixture of hydrophobic silanes and spiropyran compounds to create freestanding photochromic films that can be used for reversible photo-patterning. The mesoporosity and interconnected pore structure of the films imparted by the cellulose nanocrystal template enables a large cross-section of the material to be functionalized. Thus, the materials show intense absorption spectra from the tethered spiropyran and rapid color changes when the porous films are irradiated with UV or white light. The spiropyran-bound CNMO films behave as reversible sensors where metal binding to the spiropyran results in visible color changes detectable by the naked eye. These metals can be removed in the presence of ethanol and white light, regenerating the metal-free film. The proof-of-concept demonstrated in this paper may help to develop new photochromic displays, security features, and patterns.
Studies of a photochromic model system using NMR with ex-situ and in-situ irradiation devices
Wolff, Christiane,Kind, Jonas,Schenderlein, Helge,Bartling, Hanna,Feldmeier, Christian,Gschwind, Ruth M.,Biesalski, Markus,Thiele, Christina M.
, p. 485 - 491 (2016)
The switching behavior of a photochromic model system was investigated in detail via NMR spectroscopy in order to improve understanding of the compound itself and to provide ways to obtain insights into composition trends of a photo switchable (polymeric) material containing spiropyran/merocyanine units. In addition to the classical irradiation performed outside the magnet (ex-situ), a device for irradiation inside the NMR spectrometer (in-situ) was tested. Both setups are introduced, their advantages and disadvantages as well as their limits are described and the setup for future investigations of photochromic materials is suggested. The influence of different sample concentrations, irradiation procedures, and light intensities on the model system was examined as well as the dependence on solvent, temperature, and irradiation wavelengths. Using the recently published LED illumination device, it was even possible to record two-dimensional spectra on this model system with rather short half-life (7 min in DMSO). This way 13C chemical shifts of the merocyanine form were obtained, which were unknown before.
Solid-State Photoinduced Luminescence Switch for Advanced Anticounterfeiting and Super-Resolution Imaging Applications
Qi, Qingkai,Li, Chong,Liu, Xiaogang,Jiang, Shan,Xu, Zhaochao,Lee, Richmond,Zhu, Mingqiang,Xu, Bin,Tian, Wenjing
, p. 16036 - 16039 (2017)
Solid-state organic photoswitches with reversible luminescence modulation property are highly attractive because of their wide prospects in advanced photonic applications, such as optical data storage, anticounterfeiting and bioimaging. Yet, developing su
Light-induced desorption of trivalent chromium from adsorbents: One step closer to sustainability
Guan, Xiaoyu,Yan, Sunxian,Chang, Jinming,Yang, Gaofu,Fan, Haojun
, p. 12770 - 12773 (2018)
The environmental sustainability of existing adsorbents in remediating chromium-contaminated water has long been plagued by the necessity of using chemical desorbents in regenerating the adsorbents. Here, we demonstrate that trivalent chromium can be repelled from surface-bound merocyanine upon visible-light irradiation, avoiding any chemical desorbent, and thus secondary contamination, to restore the adsorption capacity of the exhausted adsorbents.
A core-shell nanoparticle approach to photoreversible fluorescence modulation of a hydrophobic dye in aqueous media
Chen, Jian,Zeng, Fang,Wu, Shuizhu,Chen, Qiming,Tong, Zhen
, p. 4851 - 4860 (2008)
Amphiphilic core-shell nanoparticles containing spiropyran moieties have been prepared in aqueous media. The nanoparticles consist of hydrophilic and biocompatible poly(ethyleneimine) (PEI) chain segments, which serve as the shell, and a hydrophobic copolymer of methyl methacrylate (MMA), a spiropyran-linked methacrylate, and a cross-linker, which forms the core of the nanoparticles. A hydrophobic fluorescent dye based on the nitrobenzoxadiazolyl (NBD) group was introduced into the nanoparticles to form NBD-nanoparticle complexes in water. The nanoparticles not only greatly enhance the fluorescence emission of the hydrophobic dye NBD in aqueous media, probably by accommodating the dye molecules in the interface between the hydrophilic shells and the hydrophobic cores, but also modulate the fluorescence of the dye through intraparticle energy transfer. This biocompatible and photoresponsive nanoparticle complex may find applications in biological areas such as biological diagnosis, imaging, and detection. In addition, this nanoparticle approach will open up possibilities for the fluorescence modulation of other hydrophobic fluorophores in aqueous media.
Light-switchable anchors on magnetized biomorphic microcarriers
Brunner, Julian,C?lfen, Helmut,Gaich, Tanja,García-Ruiz, Juan-Manuel,Kellermeier, Matthias,Opel, Julian,Rosenbaum, Lisa-Catherine,Staiger, Anne,Zimmermanns, Ramon
, p. 4831 - 4835 (2020)
Microcarriers with the ability to release and catch substances are highly desired metamaterials and difficult to obtain. Herein, we report a straightforward strategy to synthesize these materials by combining silica-biomorphs with mesocrystals. An easy access to microcarrier hulls with covalently bound spiropyrans as light-switchable anchor points is presented.
Noninvasive and Reversible Cell Adhesion and Detachment via Single-Wavelength Near-Infrared Laser Mediated Photoisomerization
Li, Wei,Chen, Zhaowei,Zhou, Li,Li, Zhenhua,Ren, Jinsong,Qu, Xiaogang
, p. 8199 - 8205 (2015)
Dynamically regulating cell-molecule interactions is fundamental to a variety of biological and biomedical applications. Herein, for the first time, by utilizing spiropyran conjugated multishell upconversion nanoparticles (UCNPs) as a new generation of single-wavelength near-infrared (NIR)-controlled photoswitch, we report a simple yet versatile strategy for controlling cell adhesion/detachment reversibly and noninvasively. Specifically, the two-way isomerization of the photoswitch was merely dependent on the excitation power density of the 980 nm laser. At high power density, the ring-opening was prominent, whereas its reverse ring-closing process occurred upon irradiation by the same laser but with the lower power density. Such transformations made the interactions between spiropyran and cell surface protein fibronectin switchable, thus leading to reversible cell adhesion and detachment. Moreover, efficient adhesion-and-detachment of cells could be realized even after 10 cycles. Most importantly, the utilization of NIR not only showed little damage toward cells, but also improved penetration depth. Our work showed promising potential for in vivo dynamically manipulating cell-molecule interactions and biological process. (Figure Presented).
Spiropyrane-crown ether derivative SP-CE as well as synthesis method and application thereof
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Paragraph 0033; 0036; 0037, (2021/06/13)
The invention provides a spiropyrane-crown ether derivative SP-CE as well as a synthesis method and application thereof. The Chinese name of the derivative is spiropyran-aza-15-crown-4-ether, the English name of the derivative is Spiropyran-aza-15-crown-4-ether, and the derivative is named SP-CE. The invention also provides an application of the spiropyrane-crown ether derivative in detection of calcium ions, i.e., the content of the calcium ions is quantitatively detected through an ultraviolet and visible spectrophotometer and a fluorospectro photometer in a solution of CH3CN and H2O in a ratio of 1:4 based on the spiropyrane-crown ether derivative. The reagent can be converted into an isomer MC-CE under ultraviolet irradiation, and the isomer can be induced by calcium ions to release negative oxygen and negative ions, so that specific detection is realized under cooperation of crown ether. The detection method is simple, sensitive and rapid, and the detection result is high in accuracy.
Spiropyran-Appended Cucurbit[6]uril Enabling Direct Generation of 2D Materials inside Living Cells
Hou, Delong,Pu, Liping,Zhou, Shuai,Wang, Rui,Xu, Yong,Zhang, Wenle,Wang, Zhonghui,Zeng, Qi,Xu, Zhou,Fan, Haojun,Chen, Yi
, (2021/10/14)
The unique structural advantage and physicochemical properties render some 2D materials emerging platforms for intracellular bioimaging, biosensing, or disease theranostics. Despite recent advances in this field, one major challenge lies in bypassing the endocytic uptake barrier to allow internalization of very large 2D materials that have longer retention time in cells, and hence greater potency as intracellular functional platforms than small, endocytosable counterparts. Here, an engineered cucurbit[6]uril carrying at its periphery multiple spiropyran pendants that readily translocates into cytosol, and then polymerizes laterally and non-covalently in a controlled manner, enabling direct generation of 2D materials inside living cells, is reported. The resultant 2D materials are single-monomer-thick and can in situ grow up to 0.8–1.2?μm in lateral size, experimentally proved too large to be endocytosed from outside the cells even after surface engineered with biorecognition entities. A F?rster resonance energy transfer assay is further devised for real-time visualization of the polymerization dynamics in vivo, clearly demonstrating the rationale in this study. With the otherwise non-endocytosable large 2D materials gaining access to cytosol, potent intracellular signaling or theranostic platform that surpasses the intrinsic performance limit of conventional small counterparts are in sight.
