Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity
Gaining insight into biological processes relies on sensitive analytical techniques. These often require labeling of biomolecules that help visualize them. Selective covalent labeling without preliminary modification of the biomolecules is an advantageous method. For example, this can be achieved by...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-02-01
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| Series: | Chemosensors |
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| Online Access: | https://www.mdpi.com/2227-9040/11/3/155 |
| _version_ | 1827750703384231936 |
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| author | Dóra Kern Attila Kormos |
| author_facet | Dóra Kern Attila Kormos |
| author_sort | Dóra Kern |
| collection | DOAJ |
| description | Gaining insight into biological processes relies on sensitive analytical techniques. These often require labeling of biomolecules that help visualize them. Selective covalent labeling without preliminary modification of the biomolecules is an advantageous method. For example, this can be achieved by using probes that are capable of in situ quinone methide (QM) formation. The QM can be masked to give a stable precursor, and the highly reactive form is only generated upon activation by a specific trigger. The in situ formed QM then binds covalently to the nucleophilic side chains of either the target protein or a protein in close proximity. Using fluorogenic probes further improves this method by reducing non-specific background signals, thus improving signal-to-noise ratios. In this review we summarize the development of quinone methide-based probes from mechanism-based inactivation to red-emitting, fluorogenic activity probes, focusing on enzyme-triggered activation. |
| first_indexed | 2024-03-11T06:46:29Z |
| format | Article |
| id | doaj.art-3cf1550900df45778fc267e94d2ae28b |
| institution | Directory Open Access Journal |
| issn | 2227-9040 |
| language | English |
| last_indexed | 2024-03-11T06:46:29Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemosensors |
| spelling | doaj.art-3cf1550900df45778fc267e94d2ae28b2023-11-17T10:16:02ZengMDPI AGChemosensors2227-90402023-02-0111315510.3390/chemosensors11030155Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme ActivityDóra Kern0Attila Kormos1Chemical Biology Research Group, Institute of Organic Chemistry, ELKH Research Centre for Natural Sciences, Magyar Tudósok Krt 2, 1117 Budapest, HungaryChemical Biology Research Group, Institute of Organic Chemistry, ELKH Research Centre for Natural Sciences, Magyar Tudósok Krt 2, 1117 Budapest, HungaryGaining insight into biological processes relies on sensitive analytical techniques. These often require labeling of biomolecules that help visualize them. Selective covalent labeling without preliminary modification of the biomolecules is an advantageous method. For example, this can be achieved by using probes that are capable of in situ quinone methide (QM) formation. The QM can be masked to give a stable precursor, and the highly reactive form is only generated upon activation by a specific trigger. The in situ formed QM then binds covalently to the nucleophilic side chains of either the target protein or a protein in close proximity. Using fluorogenic probes further improves this method by reducing non-specific background signals, thus improving signal-to-noise ratios. In this review we summarize the development of quinone methide-based probes from mechanism-based inactivation to red-emitting, fluorogenic activity probes, focusing on enzyme-triggered activation.https://www.mdpi.com/2227-9040/11/3/155quinone methidesfluorescenceactivity probesfluorogenic probesself-immobilization |
| spellingShingle | Dóra Kern Attila Kormos Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity Chemosensors quinone methides fluorescence activity probes fluorogenic probes self-immobilization |
| title | Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity |
| title_full | Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity |
| title_fullStr | Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity |
| title_full_unstemmed | Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity |
| title_short | Self-Immobilizing Quinone Methides for the Fluorescent Sensing of Enzyme Activity |
| title_sort | self immobilizing quinone methides for the fluorescent sensing of enzyme activity |
| topic | quinone methides fluorescence activity probes fluorogenic probes self-immobilization |
| url | https://www.mdpi.com/2227-9040/11/3/155 |
| work_keys_str_mv | AT dorakern selfimmobilizingquinonemethidesforthefluorescentsensingofenzymeactivity AT attilakormos selfimmobilizingquinonemethidesforthefluorescentsensingofenzymeactivity |