Wavelength-selective and high-contrast multicolour fluorescence photoswitching in a mixture of photochromic nanoparticles

Ishida, Sanae; Fukaminato, Tuyoshi; Kitagawa, Daichi; Kobatake, Seiya; Kim, Sunnam; Ogata, Toru; Kurihara, Seiji

doi:10.1039/c7cc02938a

Cited by 31 publications

(19 citation statements)

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“…Photographs of the same cuvettes for the mixture suspension of 9 and 17 NPs in the corresponding states are shown in the insets. (Reprinted with permission from Ishida et al 96 . Copyright 2017 The Royal Society of Chemistry) result, novel application fields have appeared: in biology, fluorescent DAEs have been successfully employed not only as protein labels, probes, and biomarkers in live cells and living organisms but also as tunable and switchable emitters for super-resolution imaging technologies.…”

Section: Resultsmentioning

confidence: 99%

“…Probable reasons to prevent selective and high-contrast multicolor fluorescence photoswitching are the broad absorption property in both isomers of the DAE derivatives and the imperfect photoconversion from the opento the closed-ring isomer. Fukaminato et al 96,97 attempted to overcome this drawback by employing the giant amplification of fluorescence photoswitching property of photoswitchable fluorescent NPs as mentioned above. They prepared two kinds of photoswitchable fluorescent NPs consisting of 9 and 17 (Fig.…”

Section: Fluorescence Color Modulationmentioning

confidence: 99%

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Photochromic fluorophores at the molecular and nanoparticle levels: fundamentals and applications of diarylethenes

2018

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Fluorescent molecules and materials are widely used in many areas in physics, chemistry, and biology as emitters, tags, or sensors. The possibility of controlling their fluorescence signal by light, namely, fluorescence photoswitching, down to the nanoscale level can then dramatically extend their fields of applications. This review focuses on fluorescent and photochromic diarylethene-based nanosystems. The choice of the diarylethene family has been driven by its excellent photoswitching properties (conversion yield, bistability, fatigue resistance), which make them fully appropriate when high-performance behavior is required. The different molecular and nanomaterial designs providing suitable combinations of fluorescence and photochromism are summarized. Besides the inherently fluorescent diarylethene molecules, chemical association between photochromic and fluorescent molecular units can advantageously lead to fluorescence photoswitching thanks to resonance energy transfer or intramolecular electron transfer processes. Furthermore, the preparation of nanoscale emissive materials involving diarylethene units paves the way to new interesting features, such as near-infrared control of emissive and photoswitchable nanohybrids, giant amplification of the fluorescence photoswitching in organic nanoparticles, or fluorescence color modulation. Many applications derived from such fluorescent diarylethene-based molecules and nanomaterials have been developed recently, especially in the field of biology for fluorescence biolabeling and super-resolution imaging but also for photocontrol of biological functions. Extremely promising prospects are expected in the near future.

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Section: Resultsmentioning

confidence: 99%

Section: Fluorescence Color Modulationmentioning

confidence: 99%

Photochromic fluorophores at the molecular and nanoparticle levels: fundamentals and applications of diarylethenes

2018

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“…be controlled by the choice of irradiation wavelength without the need for additives or catalysts are highly desirable tools in the fields of organic, biological, and macromolecular chemistry as well as materials science.Until recently,this orthogonality,a lso described as l-orthogonality, [1] wavelength selectivity, [2] or chromatic orthogonality, [3] has-with the exception of photocleavage or photodeprotection systems, [4] the use of additional protecting groups, [5] added catalysts, [6] release from plasmon resonant liposomes, [7] and photoisomerization systems (photo switches) [3,8] -been achieved in only asequencedependent fashion. [1,2, 9] Clearly,t he design of ac atalyst-free, sequence-independent orthogonal ligation system is af ormidable challenge.…”

Section: Photoinducedligationreactionsinaone-potsystemthatcanmentioning

confidence: 99%

Light‐Controlled Orthogonal Covalent Bond Formation at Two Different Wavelengths

et al. 2019

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We report light-induced reactions in at wo-chromophore system capable of sequence-independent l-orthogonal reactivity relying solely on the choice of wavelength and solvent. In as olution of water and acetonitrile,L ED irradiation at l max = 285 nm leads to full conversion of 2,5-diphenyltetrazoles with N-ethylmaleimide to the pyrazoline ligation products.S imultaneously present o-methylbenzaldehyde thioethers are retained. Conversely,L ED irradiation at l max = 382 nm is used to induce ligation of the o-methylbenzaldehydes in acetonitrile with N-ethylmaleimide via o-quinodimethanes, while 2,5-diphenyltetrazoles also present are retained. This unprecedented photochemical selectivity is achieved through control of the number and wavelength of incident photons as well as favorable optical properties and quantum yields of the reactants in their environment. Photoinducedligationreactionsinaone-potsystemthatcanbe controlled by the choice of irradiation wavelength without the need for additives or catalysts are highly desirable tools in the fields of organic, biological, and macromolecular chemistry as well as materials science.Until recently,this orthogonality,a lso described as l-orthogonality, [1] wavelength selectivity, [2] or chromatic orthogonality, [3] has-with the exception of photocleavage or photodeprotection systems, [4] the use of additional protecting groups, [5] added catalysts, [6] release from plasmon resonant liposomes, [7] and photoisomerization systems (photo switches) [3,8] -been achieved in only asequencedependent fashion. [1,2, 9] Clearly,t he design of ac atalyst-free, sequence-independent orthogonal ligation system is af ormidable challenge. [10] Generally,s equence-dependent l-orthogonality is possible,i fo ne photoactivatable chromophore absorbs light in ar egion of the ultraviolet-visible spectrum where the other chromophore does not absorb (long-wavelength irradiation induces the first reaction). Thei nverted order (short-wavelength irradiation induces the first reaction) of photoreactions usually results in undesired nonselective activation of both chromophores.I n2 000, Bochet and coworkers introduced ap air of protecting groups that can be cleaved with different wavelengths in ao ne-pot system with acceptable selectivity: [4a,b] One of the photoactivatable substances was transformed with 254 nm light to 92 %c onversion, while the other photocleavable compound was retained to adegree of 83 %. In the wavelength-inverted approach, the latter substance can be transformed by 420 nm light to 93 % conversion, while 92 %o fthe first compound is retained. While this selectivity for ap hotodeprotection is notable,itis far from being quantitative and addresses bond cleavage rather than formation. Examples that show control over ligation reactions with different colors of light without the limitation of sequence dependence are scarce:I tw as shown indirectly by combining av isible-light-triggered "off switch" of athermal ligation reaction with aUV-light-induced ligation reaction. [11] Orthogonal la...

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“…Multi‐photoaddressable architectures have long been highly desirable systems in various areas including signal transmission, biological manipulation, fluorescent materials, molecular switches, and logic gates . Compared with other multiaddressable architectures, they feature several advantages stemming from light being their only stimulus: i) simultaneous and orthogonal stimuli can be applied very rapidly; ii) no buildup of chemical waste and/or dilution; iii) no requirement for addition of chemicals, wires, or other physical components; iv) spatial and temporal control; and v) remote controllability.…”

Section: Multi‐photoaddressable Architecturesmentioning

confidence: 99%

Multiaddressable Photochromic Architectures: From Molecules to Materials

Nie

Self

Kuenstler

et al. 2019

Advanced Optical Materials

103

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the interplay between different stimuli. When multiple stimuli can be synergistically employed, there is often a significantly larger benefit as compared to the sum of analogous systems using a single stimulus. [38][39][40] Herein, we highlight recent examples of research advances using multiaddressable systems (Scheme 1). This review is broken down into six parts: i) photoand chemical-addressable architectures; ii) photo-and pHaddressable architectures; iii) photo-and thermal-addressable architectures; iv) photo-and redox-addressable architectures; v) multi-photoaddressable architectures; and vi) photo-and less common stimuli-addressable architectures. We focus on multiaddressable systems that leverage photoswitches as one of their key design features. For each section, we highlight applications in soft materials that demonstrate the potential of these multiaddressable photochromic systems. We exclude multiaddressable systems that don't contain a photoswitching molecule as they have been reviewed elsewhere. [38][39][40][41][42][43][44]

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Wavelength-selective and high-contrast multicolour fluorescence photoswitching in a mixture of photochromic nanoparticles

Abstract: Wavelength-selective and high-contrast multicolour fluorescence photoswitching was successfully demonstrated based on the nonlinear fluorescence quenching in photochromic nanoparticles.

Cited by 31 publications

References 27 publications

Photochromic fluorophores at the molecular and nanoparticle levels: fundamentals and applications of diarylethenes

Photochromic fluorophores at the molecular and nanoparticle levels: fundamentals and applications of diarylethenes

Light‐Controlled Orthogonal Covalent Bond Formation at Two Different Wavelengths

Multiaddressable Photochromic Architectures: From Molecules to Materials

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