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The Development and Application of Covalent Chemical Probes

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Chemical Biology".

Deadline for manuscript submissions: closed (31 January 2022) | Viewed by 3197

Special Issue Editor


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Guest Editor
Laboratory of Chemical Biology, Department of Cellular and Molecular Medicine, KU Leuven, Belgium
Interests: activity-based probes; activity-based protein profiling; bioorthogonal chemistry; chemical proteomics; cleavable linkers; intramembrane proteases; photoaffinity labeling; proteases; protease inhibitors
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Covalent chemical probes are central tools in chemical biology. These range from probes that are metabolically incorporated into proteins, to probes for photoaffinity labeling of targets and electrophilic probes for activity-based protein profiling. This special issue will collect research articles and high-quality review papers on the topic of the design, synthesis and application of covalent chemical probes for labeling of enzyme or protein targets.

Prof. Dr. Steven Verhelst
Guest Editor

Manuscript Submission Information

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Published Papers (1 paper)

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Research

15 pages, 5251 KiB  
Communication
Detection of Bacterial α-l-Fucosidases with an Ortho-Quinone Methide-Based Probe and Mapping of the Probe-Protein Adducts
by Yvette M. C. A. Luijkx, Anniek J. Henselijn, Gerlof P. Bosman, Dario A. T. Cramer, Koen C. A. P. Giesbers, Esther M. van ‘t Veld, Geert-Jan Boons, Albert J. R. Heck, Karli R. Reiding, Karin Strijbis and Tom Wennekes
Molecules 2022, 27(5), 1615; https://0-doi-org.brum.beds.ac.uk/10.3390/molecules27051615 - 28 Feb 2022
Cited by 9 | Viewed by 2379
Abstract
Fucosidases are associated with several pathological conditions and play an important role in the health of the human gut. For example, fucosidases have been shown to be indicators and/or involved in hepatocellular carcinoma, breast cancer, and helicobacter pylori infections. A prerequisite for the [...] Read more.
Fucosidases are associated with several pathological conditions and play an important role in the health of the human gut. For example, fucosidases have been shown to be indicators and/or involved in hepatocellular carcinoma, breast cancer, and helicobacter pylori infections. A prerequisite for the detection and profiling of fucosidases is the formation of a specific covalent linkage between the enzyme of interest and the activity-based probe (ABP). The most commonly used fucosidase ABPs are limited to only one of the classes of fucosidases, the retaining fucosidases. New approaches are needed that allow for the detection of the second class of fucosidases, the inverting type. Here, we report an ortho-quinone methide-based probe with an azide mini-tag that selectively labels both retaining and inverting bacterial α-l-fucosidases. Mass spectrometry-based intact protein and sequence analysis of a probe-labeled bacterial fucosidase revealed almost exclusive single labeling at two specific tryptophan residues outside of the active site. Furthermore, the probe could detect and image extracellular fucosidase activity on the surface of live bacteria. Full article
(This article belongs to the Special Issue The Development and Application of Covalent Chemical Probes)
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