A fluorescent photochromic compound for labeling biomolecules

Soh, Nobuaki; Yoshida, Kenji; Nakajima, Hirochika; Nakano, Koji; Imato, Toshihiko; Fukaminato, Tuyoshi; Irie, Masahiro

doi:10.1039/b713663c

Cited by 71 publications

(42 citation statements)

References 36 publications

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“…39 Diarylethene photochromics, which have fluorescent and solvatochromic coloured forms, have been applied as probes for investigating the polarity of their microenvironment as well as markers for imaging biomolecules. 40,41 In this work we show that the nano-scale alterations in polymer phases occurring during the self-assembly of the block copolymers into micelles can be detected through the kinetic responses displayed by a photochromic spirooxazine. In this context, we were able to investigate the assembly of various amphiphilc block copolymers in aqueous solutions.…”

Section: Introductionmentioning

confidence: 79%

The application of a photochromic probe to monitor the self-assembly of thermosensitive block copolymers

et al. 2011

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Analysis of the thermal decolouration kinetics of a spirooxazine dye (SOX) incorporated into various thermally responsive, amphiphilc block copolymers, poly(N-isopropyl acrylamide)-block-poly(Nacryloyl morpholine), was used to probe their self-assembly behaviour in water. The Arrhenius plots of the thermal decolouration kinetics for each of the block copolymers displayed a deviation from linearity and this occurred within a temperature range that correlated with their self-assembly into micelles, as measured by dynamic light scattering (DLS). The block copolymers containing SOX units within the PNIPAM section displayed the most notable deviations. The results were interpreted in terms of a change in the local viscosity and polarity sensed by the photochromic probe and its effect on the transition state of the open form on progression to the closed form. The incorporation of the free dye, SOX-PROP, within micelles assembled from amphiphilc poly(n-butyl acrylate)-block-poly(Nacryloyl morpholine), was also apparent from the measured decolouration kinetics.

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Section: Introductionmentioning

confidence: 79%

The application of a photochromic probe to monitor the self-assembly of thermosensitive block copolymers

et al. 2011

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“…After this, not only fluorescent labeling methods, having higher affinity and simplicity based on smaller tags, but also fluorescent probes, with more unique or sophisticated functions like CaGF, would be enthusiastically developed. For example, we recently reported a protein probe that can switch the fluorescence states by irradiation of light [67]. A variety of methods, developed so far and from now on, for chemical labeling of proteins with small functional molecules, would be highly expected to contribute to the studies on of protein biochemistry in living cells.…”

Section: Discussionmentioning

confidence: 99%

Selective Chemical Labeling of Proteins with Small Fluorescent Molecules Based on Metal-Chelation Methodology

Soh

2008

Sensors

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Site-specific chemical labeling utilizing small fluorescent molecules is a powerful and attractive technique for in vivo and in vitro analysis of cellular proteins, which can circumvent some problems in genetic encoding labeling by large fluorescent proteins. In particular, affinity labeling based on metal-chelation, advantageous due to the high selectivity/simplicity and the small tag-size, is promising, as well as enzymatic covalent labeling, thereby a variety of novel methods have been studied in recent years. This review describes the advances in chemical labeling of proteins, especially highlighting the metal-chelation methodology.

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“…23 Irie reported a fluorescent photochromic DAE for labeling biomolecules. 25 Branda first demonstrated that light-induced reactions of a photoresponsive DAE could be reversibly triggered in a living organism. 26 Very recently, we reported a thiazole orange linked DAE for detection of DNA and the intracellular nucleus.…”

Section: Two Fluorescent Switchable Diarylethene Derivatives Which Exmentioning

confidence: 99%

Diarylethene based fluorescent switchable probes for the detection of amyloid-β pathology in Alzheimer's disease

Cui

Lan

et al. 2015

Chem. Commun.

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A fluorescent photochromic compound for labeling biomolecules

Abstract: A fluorescent photochromic compound, composed of diarylethene, fluorescein and succinimidyl ester units, was developed for the controllable fluorescent labeling of biomolecules based on a small molecule.

Cited by 71 publications

References 36 publications

The application of a photochromic probe to monitor the self-assembly of thermosensitive block copolymers

The application of a photochromic probe to monitor the self-assembly of thermosensitive block copolymers

Selective Chemical Labeling of Proteins with Small Fluorescent Molecules Based on Metal-Chelation Methodology

Diarylethene based fluorescent switchable probes for the detection of amyloid-β pathology in Alzheimer's disease

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