Developing Visible Fluorogenic ‘Click-On’ Dyes for Cellular Imaging

Qi, Jianjun; Han, Myung-Shin; Chang, Yu‐Cheng; Tung, Ching–Hsuan

doi:10.1021/bc200282t

Cited by 43 publications

(33 citation statements)

References 32 publications

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“…63,81–83 Of these probes, alkynyl coumarins, naphthalimides, and benzothiazoles have been shown to be suitable for the detection of azide-functionalized biomolecules in biological systems. 63,82,84 …”

Section: Azide-alkyne Click Cycloadditionsmentioning

confidence: 99%

Design strategies for bioorthogonal smart probes

2014

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Bioorthogonal chemistry has enabled the selective labeling and detection of biomolecules in living systems. Bioorthogonal smart probes, which become fluorescent or deliver imaging or therapeutic agents upon reaction, allow for the visualization of biomolecules or targeted delivery even in the presence of excess unreacted probe. This review discusses the strategies used in the development of bioorthogonal smart probes and highlights the potential of these probes to further our understanding of biology.

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Section: Azide-alkyne Click Cycloadditionsmentioning

confidence: 99%

Design strategies for bioorthogonal smart probes

2014

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“…Some attempts at achieving this goal have been made81214. The utility of azide pairs in biological settings remains unclear.…”

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confidence: 99%

Highly selective fluorescent and colorimetric probe for live-cell monitoring of sulphide based on bioorthogonal reaction

Huo

Kang

Yin

et al. 2015

Sci Rep

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H2S is the third endogenously generated gaseous signaling compound and has also been known to involve a variety of physiological processes. To better understand its physiological and pathological functions, efficient methods for monitoring of H2S are desired. Azide fluorogenic probes are popular because they can take place bioorthogonal reactions. In this work, by employing a fluorescein derivative as the fluorophore and an azide group as the recognition unit, we reported a new probe 5-azidofluorescein for H2S with improved sensitivity and selectivety. The probe shows very low background fluorescence in the absence of H2S. In the presence of H2S, however, a significant enhancement for excited fluorescence were observed, resulting in a high sensitivity to H2S in buffered (10 mmol/L HEPES, pH 7.0) aqueous acetonitrile solution (H2O/CH3CN = 1:3, v/v) with a detection limit of 0.035 μmol/L observed, much lower than the previously reported probes. All these features are favorable for direct monitoring of H2S with satisfactory sensitivity, demonstrating its value of practical application.

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“…These UPSS dyes were prepared conveniently by coupling reactive Cy-7 dyes, IR-775 or IR-783, with commercially available 7-hydroxycoumarin or a benzothiazole fluorophore b-OH , developed by our group. 13 Importantly these UPSS dyes offer not only large pseudo Stokes shift in the range of 462–479 nm, but also extremely high energy transfer efficiency, > 94%.…”

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confidence: 99%