Synthesis and Evaluation of Pseudoglucosinolates Releasing Isothiocyanates in the Presence of Azoreductases.
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Chakrabarti A, Ganskow CSG, Kagho MD, Jimidar CC, Wiese L, Beyazit N, Beutling U, Seeger M, Smits S, Nyström S, Farewell A, Schallmey A, Brönstrup M, Klahn P
ChemBioChem 26 (12) e202500152 [2025-06-16; online 2025-05-29]
Naturally occurring isothiocyanates (ITCs) display multiple interesting bioactivities, but their medicinal exploitation is very limited as ITCs are non-druglike compounds with problematic pharmacokinetic properties. The concept of pseudoglucosinolates provides a novel prodrug approach for the release of ITCs which can be adjusted to different triggers such as enzymatic and chemical microenvironments. Herein, the first adaptation of this concept toward the release of ITCs in the presence of azoreductases within a turn-on fluorescence probe is reported and its applicability in covalent protein labeling is underlined.
Glycoproteomics and MS Proteomics [Service]
PubMed 40345969
DOI 10.1002/cbic.202500152
Crossref 10.1002/cbic.202500152