A multi-emissive fluorescent probe for the discrimination of glutathione and cysteine

Li, Xueliang; Niu, Li‐Ya; Chen, Yuzhe; Yang, Yunxu; Yang, Qing‐Zheng

doi:10.1016/j.bios.2016.06.076

Cited by 92 publications

(29 citation statements)

References 36 publications

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“…By using coumarin fluorophore and chlorine atom as leaving groups,amulti-emissive fluorescent probe 77 built on BODIPY for the discrimination of GSH/Hcya nd Cys was designed, which follows the substitution-rearrangement pathway (Scheme9). [107] Thec oumarin fluorophore on the probe played the parto ft he internal standard, andt he BODIPY moiety was exploited to act as the distinguishing functionality reacting with GSH/Hcy and Cys to generate different products with distinct fluorescence signals as exhibited in Scheme9.U pona ddition of GSH or Hcy,i tg enerated mono-and di-sulfurs ubstituted at the a-position of BODIPY and coumarin, bringing about variouse mission colors as ar esult of the different kinetic rates of the displacementr eaction. Thus, the single probe could be utilized to simultaneously discriminate Cys, Hcy,and GSH by three distinct fluorescence color signals in vitro and image GSH and Cys in living HeLa cells.…”

Section: Selectivep Robes For Cysmentioning

confidence: 99%

BODIPY‐Based Fluorescent Probes for Biothiols

Zhang

Wang

et al. 2020

Chemistry A European J

176

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Fluorescent probes for biothiols have aroused increasing interest owing to their potential to enable better understanding of the diverse physiological and pathological processes related to the biothiol species. BODIPY fluorophores exhibit excellent optical properties, which can be readily tailored by introducing diverse functional units at various positions of the BODIPY core. In the present review, the development of fluorescent probes based on BODIPYs for the detection of biothiols are systematically summarized, with emphasis on the preferable detection of individual biothiols, as well as simultaneous discrimination among cysteine (Cys), homocysteine (Hcy), reduced glutathione (GSH). In addition, organelle‐targeting probes for biothiols are also highlighted. The general design principles, various recognition mechanisms, and biological applications are elaboratively discussed, which could provide a useful reference to researchers worldwide interested in this area.

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Section: Selectivep Robes For Cysmentioning

confidence: 99%

BODIPY‐Based Fluorescent Probes for Biothiols

Zhang

Wang

et al. 2020

Chemistry A European J

176

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“…The incubation method for HeLa cells and confocal fluorescence imaging with Nikon A1R MP multiphoton microscopy as shown references [21,35,40] …”

Section: Methodsmentioning

confidence: 99%

“…In our previous work, [35] we have reported a multi‐emission fluorescent probe for the selective detection of GSH and Cys. The probe consists of covalently linked dichloro bodipy and 7‐hydroxycoumarin.…”

Section: Introductionmentioning

confidence: 99%

The Two‐Steps Reaction Fluorescent Probe for the Selective Detection of Cysteine and Its Applications**

Liu

Haiyuan

Yan

et al. 2022

Chemistry & Biodiversity

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We reported the specific fluorescent probe (MC‐BOD‐XDS) with two‐steps reaction based on monosulfanyl‐coumarin‐BODIPY for selective detection of cysteine, high activity sulfanyl‐coumarin as the multiple reaction group instead of a group internal standard fluorophore. The reaction mechanism of MC‐BOD‐XDS for detecting cysteine was different from the reported probes about the nucleophilic aromatic substitution reaction (SNAr) of chlorinated BODIPY. The fluorescent color of MC‐BOD‐XDS changed from yellow to red, and then to orange. The linear calibration diagram showed that it can potentially be used for quantitatively detection of Cys. Its potential applications were demonstrated by employing it for detection of Cys in artificial urine and in fluorescent imaging in HeLa cells.

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“…Yang et al synthesized a fluorescent probe for the detection of thiols by connecting BODIPY and coumarin through an ether bond ( Fig. 13 , panel 38 ) [247] . The BODIPY fluorophore was designed to react with GSH and Cys to generate distinct products with different photophysical properties, while the coumarin fluorophore served as an internal standard.…”

Section: Fluorescent Probes For Rss and Rses Based On S N mentioning

confidence: 99%