Chromogenic and Fluorogenic Signaling of Sulfite by Selective Deprotection of Resorufin Levulinate

Choi, Myung Gil; Hwang, Ji-Young; Eor, Suyoung; Chang, Suk‐Kyu

doi:10.1021/ol102298b

Cited by 187 publications

(93 citation statements)

References 37 publications

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“…This result shows that the rate of the reaction of probe 1 with sulfite is close to those of reported levulinate-based fluorescent probes. 12,16,17 That is to say, our proposed probe could provide an appropriate analytical method for the detection of sulfite.…”

Section: Effects Of the Reaction Time On Sensing Sulfitementioning

confidence: 89%

“…It can detect sulfite owing to a sulfite-mediated cleavage of the levulinate moiety. 12,16,17 Thus, it cannot detect palladium species, because palladium species cannot catalyze the cleavage of the levulinate moiety reaction. To further confirm the interaction mechanism of 1 with sulfite, the reaction of probe 1 with sulfite was conducted under the same conditions as described above.…”

Section: Characteristic Spectrummentioning

confidence: 99%

“…Untill now, many analytical methods, including electrochemistry, 1,7 chromatography, 8,9 absorption, 2,5,10,11 and fluorescence spectroscopy methods, [12][13][14][15][16][17][18][19] have been developed to detect sulfite quantitatively. Among the above-mentioned methods, fluorescent probes are widely developed due to their high sensitivity, operational simplicity, and bioimaging analysis.…”

Section: Introductionmentioning

confidence: 99%

“…20,21 For example, Chang et al reported a pioneering fluorescent probe employing the levulinate moiety as a recognition receptor for the detection of sulfite. 16 This strategy has been extensively adopted to design other indicators for sulfite. 12,17 As another example, Zeng and Wu et al developed an aldehyde-based fluorescent turn-on probe for sulfite.…”

Section: Introductionmentioning

confidence: 99%

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A Simple Levulinate-based Ratiometric Fluorescent Probe for Sulfite with a Large Emission Shift

Liu

Yang

et al. 2014

ANAL. SCI.

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A simple 4-hydroxynaphthalimide-derived colorimetric and ratiometric fluorescent probe (1) containing a receptor of levulinate moiety was designed and synthesized to monitor sulfite. Probe 1 could quantificationally detect sulfite by a ratiometric fluorescence spectroscopy method with high selectivity and sensitivity. Specially, probe 1 exhibited a 100 nm red-shifted absorption spectrum along with the color changes from colorless to yellow, and 103 nm red-shifted emission spectra upon the addition of sulfite. Thus, 1 can serve as a "naked-eye" probe for sulfite. Further, the recognition mechanism of probe 1 for sulfite was confirmed using nuclear magnetic resonance and electrospray ionization mass spectrometry. Also, the preliminary practical application demonstrated that our proposed probe provided a promising method for the determination of sulfite.

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Section: Effects Of the Reaction Time On Sensing Sulfitementioning

confidence: 89%

Section: Characteristic Spectrummentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

A Simple Levulinate-based Ratiometric Fluorescent Probe for Sulfite with a Large Emission Shift

Liu

Yang

et al. 2014

ANAL. SCI.

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“…As an alternative, the fluorescence method has received much attention due its the advantages of convenience, high sensitivity, fast response and ease of live-cell imaging (14)(15)(16). Fluorescent probes for SO 3 2-have been mainly based on the addition to an aldehyde moiety or a nucleophilic addition (17)(18)(19)(20)(21)(22)(23)(24)(25), and levulinate cleavage mediated by SO 3 2- (26)(27)(28)(29)(30)(31)(32)(33)(34)(35). However, these probes suffer from low selectivity in the presence of biothiols such as cysteine, homocysteine, glutathione and a relatively long reaction time, which are not suitable for detecting or imaging SO 3 2-in living cells.…”

Section: Introductionmentioning

confidence: 99%

A fast‐responsive fluorescent probe for sulfite and its bioimaging

2015

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A turn-on fluorescent probe Coumarin-SO2 based on a nucleophilic addition reaction was developed for the rapid detection of SO 3 2-in aqueous media. The probe Coumarin-SO2 displays excellent water solubility, fast response, highly sensitivity and highly selectivity over other biological related species. More importantly, living cell imaging experiments indicate the feasibility of using the probe for the detection of SO 3 2-in biological systems.

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Functionalized Cubic Mesoporous Silica as a Non‐Chemodosimetric Fluorescence Probe and Adsorbent for Selective Detection and Removal of Bisulfite Anions along with Toxic Metal Ions

Chatterjee

Paital

2017

Adv Funct Materials

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Dual signaling and remediation systems for detection and adsorption of toxic analytes have gained more attention over sensory probes only. However, most of the sensors for bisulfites are chemodosimetric probes, which are irreversible and having drawbacks of absolute selectivity, recyclability, and solubility in a pure aqueous system. To address above drawbacks a new non‐chemodosimetric probe material with a strong hydrogen bonding pocket for bisulfites is developed. Synthesis of cubic mesoporous silica by a modified Stober process followed by functionalization with 2,2′‐(((((3‐(triethoxysilyl)propyl)azanediyl)bis(methylene))bis(2,1‐phenylene))bis(oxy))bis(N‐(4‐((E)‐phenyldiazenyl)phenyl)acetamide) (AZOL) has given a fluorogenic silica probe material SiO2@AZOL. This material shows selectivity toward bisulfite anion (limit of detection (LOD): 64 ppb) and Hg2+, Cd2+, Cu2+, and Zn2+ cations (LOD: 126, 95, 14, and 27 ppb, respectively) among various analytes. The adsorption studies for these toxic analytes (HSO3 −, Hg2+, Cd2+, Cu2+, and Zn2+) show an extraction efficiency of around 99% and adsorption capacities of 873, 630, 633, 260, and 412 mg g−1, respectively. Spectroscopic studies along with adsorption, striping, and regeneration studies reveal that this material is a recyclable sensory cum adsorbent material for these toxic analytes. Moreover, this material can be used as a sensitive probe material for determination of HSO3 − levels in various sugar samples.

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Chromogenic and Fluorogenic Signaling of Sulfite by Selective Deprotection of Resorufin Levulinate

Cited by 187 publications

References 37 publications

A Simple Levulinate-based Ratiometric Fluorescent Probe for Sulfite with a Large Emission Shift

A Simple Levulinate-based Ratiometric Fluorescent Probe for Sulfite with a Large Emission Shift

A fast‐responsive fluorescent probe for sulfite and its bioimaging

Functionalized Cubic Mesoporous Silica as a Non‐Chemodosimetric Fluorescence Probe and Adsorbent for Selective Detection and Removal of Bisulfite Anions along with Toxic Metal Ions

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