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Updated: Jul 15, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase

Published on: November 23, 2016

The development of activity-based mannanase probes.

Massimo Tedeschi^1,2, Vincent A J Lit¹, Nicholas G S McGregor³

¹Leiden Institute of Chemistry, Leiden University Einsteinweg 55 2300 RA Leiden The Netherlands h.s.overkleeft@lic.leidenuniv.nl.

Chemical Science

|July 14, 2026

Summary

Researchers developed novel activity-based probes (ABPs) for mannanases, crucial enzymes in industry. These probes successfully identified mannanase activity in bacterial and fungal samples, advancing enzyme profiling tools.

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Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase

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Published on: November 23, 2016

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Microarray Polymer Profiling (MAPP) for High-Throughput Glycan Analysis

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Published on: September 29, 2023

Area of Science:

Biochemistry
Enzymology
Carbohydrate Chemistry

Background:

β-Mannanases are key glycoside hydrolases (GHs) cleaving β-1,4 linkages in mannan polysaccharides, with industrial applications in food and paper.
Activity-based probes (ABPs) are vital for profiling GHs in complex biological systems.
Specific ABPs for mannanases were previously unreported.

Purpose of the Study:

To synthesize and characterize novel cyclophellitol-inspired ABPs targeting β-mannanases.
To demonstrate the utility of these ABPs for detecting mannanase activity in microbial secretomes.
To investigate potential broader substrate specificities of the ABPs.

Main Methods:

Synthesis of cyclophellitol-inspired ABPs based on mannobiose, mannotriose, and glucomannose.
Application of ABPs to profile mannanase activity in secretomes from saprophytic bacteria and fungi.
Confirmation of active-site nucleophile labeling via X-ray crystallography and mass spectrometry.

Main Results:

The synthesized ABPs successfully reported mannanase activities in bacterial and fungal secretomes grown on mannan biomass.
ABPs also labelled cellulases, suggesting potential broader substrate specificity in some GHs.
Mechanistic validation of active-site labeling was achieved for specific mannanases (AnManA, CjMan26C, AnMan26A) using structural and mass spectrometry techniques.

Conclusions:

Novel mannanase-targeted ABPs have been successfully developed and validated.
These ABPs offer a new tool for studying mannanase activity in complex biological samples.
The findings may facilitate the development of reagents for profiling other polysaccharide-processing GHs.