A novel dual-function fluorescent probe for the detection of cysteine and its applications in vitro
Copyright © 2024 Elsevier B.V. All rights reserved..
A fluorescent probe of both colorimetric and ratiometric type for highly selective and sensitive detection of Cys (cysteine) is very important in biological analysis. In this work, a new colorimetric and ratiometric fluorescent probe ((E)-2-(2-(5-(4-(acryloyloxy)phenyl)furan-2-yl)vinyl)-3-methylbenzo[d]thiazol-3-ium iodide, LP-1) was designed and synthesized for the detection of Cys. The reaction mechanism of LP-1 toward Cys involves a conjugate addition reaction between Cys and the α,β-unsaturated carbonyl group, leading to the formation of an intermediate thioether, followed by intramolecular cyclization to produce the desired compounds LP-1-OH. At this point, the ICT process is activated, significantly increasing the fluorescence intensity of the molecules. Meanwhile, LP-1 is highly selective and sensitive to Cys identification under optimized experimental conditions. LP-1 shows a good linear relationship in the range of Cys concentration from 0.40 μM to 40 μM (R2 = 0.9942) and the limit of detection (LOD) of Cys is 0.19 μM. In addition, we have developed a simple, portable and low-cost smartphone-based high-sensitivity Cys detection method based on naked eye obvious color detection. LP-1 also has low cell toxicity and can be successfully used for biological imaging of Cys, suggesting that it is a promising biological application tool for Cys detection.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:272 |
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| Enthalten in: |
Talanta - 272(2024) vom: 15. März, Seite 125769 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Zhou, Lipan [VerfasserIn] |
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| Links: |
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| Themen: |
Bioimaging |
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| Anmerkungen: |
Date Completed 18.03.2024 Date Revised 18.03.2024 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1016/j.talanta.2024.125769 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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NLM368315746 |
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| 520 | |a Copyright © 2024 Elsevier B.V. All rights reserved. | ||
| 520 | |a A fluorescent probe of both colorimetric and ratiometric type for highly selective and sensitive detection of Cys (cysteine) is very important in biological analysis. In this work, a new colorimetric and ratiometric fluorescent probe ((E)-2-(2-(5-(4-(acryloyloxy)phenyl)furan-2-yl)vinyl)-3-methylbenzo[d]thiazol-3-ium iodide, LP-1) was designed and synthesized for the detection of Cys. The reaction mechanism of LP-1 toward Cys involves a conjugate addition reaction between Cys and the α,β-unsaturated carbonyl group, leading to the formation of an intermediate thioether, followed by intramolecular cyclization to produce the desired compounds LP-1-OH. At this point, the ICT process is activated, significantly increasing the fluorescence intensity of the molecules. Meanwhile, LP-1 is highly selective and sensitive to Cys identification under optimized experimental conditions. LP-1 shows a good linear relationship in the range of Cys concentration from 0.40 μM to 40 μM (R2 = 0.9942) and the limit of detection (LOD) of Cys is 0.19 μM. In addition, we have developed a simple, portable and low-cost smartphone-based high-sensitivity Cys detection method based on naked eye obvious color detection. LP-1 also has low cell toxicity and can be successfully used for biological imaging of Cys, suggesting that it is a promising biological application tool for Cys detection | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Bioimaging | |
| 650 | 4 | |a Cysteine | |
| 650 | 4 | |a Dual-function | |
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| 700 | 1 | |a Yang, Tengao |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Tingrui |e verfasserin |4 aut | |
| 700 | 1 | |a Song, Zhiguang |e verfasserin |4 aut | |
| 700 | 1 | |a Feng, Guodong |e verfasserin |4 aut | |
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