A fluorescent probe with high selectivity to glutathione over cysteine and homocysteine based on positive effect of carboxyl on nucleophilic substitution in CTAB

Wang, Li; Chen, Haiyan; Wang, Huilin; Wang, Fang; Srinivasulu, K.; Wang, Yong; Zhao, Wenbo; Chen, Xiaoqiang

doi:10.1016/j.snb.2013.11.039

Cited by 56 publications

(24 citation statements)

References 35 publications

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“…10 Therefore, supramolecular assemblies encapsulating fluorophores have been widely used to develop fluorescent sensors because this method reduces their dependence on molecular design and synthesis and enables aqueous detection. A great number of fluorescent ensembles based on fluorophores/surfactant assemblies have been developed as sensors for detecting various analytes, such as metal ions, 11−15 anions, 3,16,17 amino acids, 8,18,19 and explosives. 20−22 Detection of proteins is of great significance because proteins are involved in the diagnosis of various affiliated diseases including Alzheimer's, Huntington's, Parkinson's, and prion diseases.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Ensemble Based on Bispyrene Fluorophore and Surfactant Assemblies: Sensing and Discriminating Proteins in Aqueous Solution

Fan

Ding

et al. 2015

ACS Appl. Mater. Interfaces

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A particular bispyrene fluorophore (1) with two pyrene moieties covalently linked via a hydrophilic spacer was synthesized. Fluorescence measurements reveal that the fluorescence emission of 1 could be well modulated by a cationic surfactant, dodecyltrimethylammonium bromide (DTAB). Protein sensing studies illustrate that the selected ensemble based on 1/DTAB assemblies exhibits ratiometric responses to nonmetalloproteins and turn-off responses to metalloproteins, which can be used to differentiate the two types of proteins. Moreover, negatively charged nonmetalloproteins can be discriminated from the positively charged ones according to the difference in ratiometric responses. Fluorescence sensing studies with control bispyrenes indicate that the polarity of the spacer connecting two pyrene moieties plays an important role in locating bispyrene fluorophore in DTAB assemblies, which further influences its sensing behaviors to noncovalent interacting proteins. This study sheds light on the influence of the probe structure on the sensing performance of a fluorescent ensemble based on probe and surfactant assemblies.

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Section: Introductionmentioning

confidence: 99%

Fluorescent Ensemble Based on Bispyrene Fluorophore and Surfactant Assemblies: Sensing and Discriminating Proteins in Aqueous Solution

Fan

Ding

et al. 2015

ACS Appl. Mater. Interfaces

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“…The optical detection method, with small molecular fluorescent probes in particular, is highly attractive for detection of biologically important compounds due to its high sensitivity, simple manipulation, low cost, and great potential for bioimaging applications. However, only a few fluorescent probes can be used below a 5 μM level to detect biothiols, 24,[29][30]34 and the dosage of most reported biothiol probes is at a relatively high level (5-20 μM), which is even approximate to or higher than the normal level of Hcy (5-15 μM) found in living systems. However, many of these developed probes suffer from some drawbacks such as low sensitivity, 21-23 a long response time 21,[24][25][26][27][28] or requirement of a surfactant to speed up the detection process, 29-30 a complicated synthetic work 27,[31][32] or needing short UV light excitation.…”

Section: Introductionmentioning

confidence: 99%

Highly sensitive and selective detection of biothiols by a new low dose colorimetric and fluorescent probe

2015

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In this paper, a new low dose fluorescent probe with excellent sensing properties for detection of biothiols (GSH, Cys and Hcy) was developed. This probe shows rapid response, high selectivity and sensitivity for biothiols with dual colorimetric and fluorescent turn-on signal changes. The detection limit of this probe for biothiols was found to be <10 nM based on the fluorescent detection. More importantly, this probe can be used to image biothiols effectively in living cells even with a low dose of 0.2 μM.

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“…Capillary zone electrophoresis was used by various researchers (Kubalczyk & Bald, 2009;Li, Cheng & Tseng, 2009;Mendoza et al, 2009;Yan et al, 2009;Chang & Tseng, 2010;Shen, Tseng & Hsieh, 2012;Tsardaka et al, 2013;Wang et al, 2014a;Wang et al, 2014b), but it does not appear to offer a specific advantage in terms of sensitivity when used alone without derivatization (Kubalczyk & Bald, 2009;Mendoza et al, 2009;Yan et al, 2009;Tsardaka et al, 2013;Wang et al, 2014a;Wang et al, 2014b). However, it surely allowed shorter analysis times.…”

Section: Capillary Electrophoresis In Gsh Determinationmentioning

confidence: 99%

“…The reported CE methods were applied to biological samples with great diversity ranging from plants (Kubalczyk & Bald, 2009;Mendoza et al, 2009;Zhang & Sun, 2009), probiotic bacteria (Musenga et al, 2007), yeast (Tsardaka et al, 2013), and animals (Wang et al, 2009;Chang & Tseng, 2010;Chen et al, 2010;Wu et al, 2010;Shen, Tseng & Hsieh, 2012;Ji, Ma & Sun, 2013;Hodáková et al, 2015), and in one report, both animal and plant applications on tomato and human serum (Yan et al, 2009). Two methods reported success in assaying GSH in individual cells with high sensitivity (Ji, Ma & Sun, 2013;Wang et al, 2014a;Wang et al, 2014b). Pretreatment of samples usually involved dilution and filtration.…”

Section: Sample Types and Preparation In Cementioning

confidence: 99%

Analytical methods for determination of glutathione and glutathione disulfide in pharmaceuticals and biological fluids

Hamad

Elshahawy

Negm

et al. 2020

Reviews in Analytical Chemistry

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AbstractGlutathione is a natural tripeptide that plays a major role in different physiological processes in the human body. Determination of glutathione in different body fluids and tissues is essential for early diagnosis and follow-up of various diseases. The assay of glutathione is problematic because of the high polarity, the limited stability, and the aliphatic structure, which lacks the appropriate chromophore for UV detection. A number of methods have been reported for determination of glutathione using different techniques. High-performance liquid chromatography was employed in both reverse phase and hydrophilic interaction modes. Electrochemical methods exploited the redox activity of glutathione to allow for quantification by different electrodes after chemical modification, including glassy carbon, carbon paste, and nanocomposite electrodes. Capillary zone electrophoresis was used with less need for derivatization which makes it simpler, faster, and more economic. A number of nanosensors and probes have been developed to assay glutathione in biological fluids using semiconductor nanoparticles, quantum dots, genetically engineered green fluorescent probes, and new derivatives of known dye classes. This work is an updated review of the methods of analysis of glutathione and glutathione disulfide in pharmaceuticals and biological fluids with more emphasis on the technical problems and the assay artifacts.

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A fluorescent probe with high selectivity to glutathione over cysteine and homocysteine based on positive effect of carboxyl on nucleophilic substitution in CTAB

Cited by 56 publications

References 35 publications

Fluorescent Ensemble Based on Bispyrene Fluorophore and Surfactant Assemblies: Sensing and Discriminating Proteins in Aqueous Solution

Fluorescent Ensemble Based on Bispyrene Fluorophore and Surfactant Assemblies: Sensing and Discriminating Proteins in Aqueous Solution

Highly sensitive and selective detection of biothiols by a new low dose colorimetric and fluorescent probe

Analytical methods for determination of glutathione and glutathione disulfide in pharmaceuticals and biological fluids

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