An Activity-Based Fluorogenic Probe Enables Cellular and in Vivo Profiling of Carboxylesterase Isozymes

Liu, Shi-Yu; Qu, Ren‐Yu; Li, Rongrong; Yan, Yao-Chao; Sun, Yao; Yang, Wen‐Chao; Yang, Guang‐Fu

doi:10.1021/acs.analchem.0c01554

Cited by 48 publications

(26 citation statements)

References 49 publications

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“…The detection limits obtained (Table 2) with PLE were 2.33×10 −5 U/mL and 8.00×10 −5 U/mL, while with CEs2 were 7.06×10 −2 U/mL and 2.04×10 −2 U/mL for T‐C12 and T‐2‐C12, respectively (Figure 7). The obtained results are of the same order of magnitude of those ones achievable with optical methods [31–34] (Table S1) thus confirming the high performance of EPR as a highly sensitive technique for the development of competitive enzymatic assays.…”

Section: Resultssupporting

confidence: 76%

Highly Sensitive “Off/On” EPR Probes to Monitor Enzymatic Activity

Elkhanoufi

Stefanìa

Alberti

et al. 2022

Chemistry A European J

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The assessment of unregulated level of enzyme activity is a crucial parameter for early diagnoses in a wide range of pathologies. In this study, we propose the use of electron paramagnetic resonance (EPR) as an easy method to probe carboxylesterase (CE) enzymatic activity in vitro. For this application, were synthesized two amphiphilic, nitroxide containing esters, namely Tempo‐C12 (T‐C12) and Tempo‐2‐C12 (T‐2‐C12). They exhibit low solubility in water and form stable micelles in which the radicals are EPR almost silent, but the hydrolysis of the ester bond yields narrows and intense EPR signals. The intensity of the EPR signals is proportional to the enzymatic activity. CEs1, CEs2 and esterase from porcine liver (PLE) were investigated. The obtained results show that T‐C12 and T‐2‐C12‐containing systems display a much higher selectivity toward the CEs2, with a Limit of Detection of the same order of those ones obtained with optical methods.

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Section: Resultssupporting

confidence: 76%

Highly Sensitive “Off/On” EPR Probes to Monitor Enzymatic Activity

Elkhanoufi

Stefanìa

Alberti

et al. 2022

Chemistry A European J

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“…Thus, by virtue of its in‐situ as well as real‐time features, bioluminescence imaging of tumor‐related enzymes is of great research interest. Meanwhile, numerous enzymes like serine protease, [55] esterase (CES), [56] histone deacetylase (HDAC), [57] cathepsin B (CTSB), [58] γ‐glutamyltranspeptidase (GGT), [59] and TYR [23] have been reported to be overexpressed in tumors, which can be used to develop novel tumor diagnostic probes. Based on these considerations, Yang et al.…”

Section: D‐luciferin‐based Probes For Bioimagingmentioning

confidence: 99%

Activity‐Based Luciferase‐Luciferin Bioluminescence System for Bioimaging Applications

et al. 2021

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There is growing interest in applying bioluminescence for imaging varies biological processes in life sciences due to its high resolution, selectivity, and signal/noise ratio (no need of external light excitation). Among the diverse bioluminescence systems, firefly luciferin–luciferase system is considered to be the most popular one for bioimaging applications both in vitro and in vivo. The general design strategy of this system is to cage luciferin (i. e., free luciferin is protected with distinctive functional groups). When the protecting moieties are removed by their corresponding analytes, bioluminescence signal turns “on”, enabling people to understand their biological processes. Considering that d‐luciferin‐luciferase bioluminescence imaging system is now becoming a hot and cutting‐edge research topic, in this minireview, we briefly explain the bioluminescence mechanism and summarize the biological molecule‐responsive, d‐luciferin‐based bioluminescence imaging probes. Moreover, the attempts to optimize the photochemical properties of d ‐luciferin are also introduced. Current challenges and future perspectives for activity‐based luciferase‐luciferin bioluminescence system are also outlooked. With the understanding of the structure−property relationships and working mechanisms of these bioluminescence probes, we hope that this minireview might provide effective guidance for the development of bioluminescence imaging probes and even their clinical translations.

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“…Thus, there is an urgent need for an immediate, simple, and effective technique for real-time detection of residual pesticides. Biosensors have attracted more attention due to the high signal-to-noise ratio, excellent sensitivity, and easy operation. − They could employ different biological elements such as proteins, enzymes, DNA, cells, and even whole live organisms as recognition hosts to detect different pesticides as guests. − Among them, enzyme inhibition-based biosensors integrating with optical probes received tremendous attention owning to their typical advantages such as high sensitivity and selectivity, simple operation, fast response, and good stability. ,− However, the real-time detection of pesticide residues by such enzyme-based biosensors has been severely limited by substantial structure diversity of pesticides and their diverse action modes. Besides, the diffusion/dilution of the fluorescent signal for the enzyme-activated fluorescent probes impedes the in situ detection and differentiation, which has never been considered for monitoring pesticides in the past …”

Section: Introductionmentioning

confidence: 99%

Multienzyme-Targeted Fluorescent Probe as a Biosensing Platform for Broad Detection of Pesticide Residues

Guo

Liu

et al. 2021

Anal. Chem.

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Pesticide residues, significantly hampering the overall environmental and human health, have become an increasingly severe issue. Thus, developing rapid, cost-effective, and sensitive tools for monitoring the pesticide residues in food and water is extremely important. Compared to the conventional and chromatographic techniques, enzyme inhibition-based biosensors conjugated with the fluorogenic probes provide effective alternative methods for detecting pesticide residues due to the inherent advantages including high selectivity and sensitivity, simple operation, and capability of providing in situ and real-time information. However, the detection efficiency of a single enzyme-targeted biosensor in practical samples is strongly impeded by the structural diversity of pesticides and their distinct targets. In this work, we developed a strategy of multienzyme-targeted fluorescent probe design and accordingly obtained a novel fluorescent probe (named as 3CP) for detecting the presence of wide variety of pesticides. The designed probe 3CP, targeting cholinesterases, carboxylesterases, and chymotrypsin simultaneously, yielded intense fluorescence in the solid state upon the enzyme-catalyzed hydrolysis. It showed excellent sensitivity against organophosphorus and carbamate pesticides, and the detection limit for dichlorvos achieved 1.14 pg/L. Moreover, it allowed for the diffusion-resistant in situ visualization of pesticides in live cells and zebrafish and the sensitive measurement of organophosphorus pesticides in fresh vegetables, demonstrating the promising potential for tracking the pesticide residues in environment and biological systems.

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An Activity-Based Fluorogenic Probe Enables Cellular and in Vivo Profiling of Carboxylesterase Isozymes

Cited by 48 publications

References 49 publications

Highly Sensitive “Off/On” EPR Probes to Monitor Enzymatic Activity

Highly Sensitive “Off/On” EPR Probes to Monitor Enzymatic Activity

Activity‐Based Luciferase‐Luciferin Bioluminescence System for Bioimaging Applications

Multienzyme-Targeted Fluorescent Probe as a Biosensing Platform for Broad Detection of Pesticide Residues

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