Synthesis and Evaluation of <i>Pseudo</i> glucosinolates Releasing Isothiocyanates in the Presence of Azoreductases
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.
Authors
- Mervic D. Kagho (ORCID: https://orcid.org/0000-0003-3714-7738)
- Charity S. G. Ganskow (ORCID: https://orcid.org/0000-0001-9779-4844)
- Aishi Chakrabarti (ORCID: https://orcid.org/0009-0002-9704-0801)
- Silvana Smits
- Philipp Klahn (ORCID: https://orcid.org/0000-0003-4713-2345)
- Mark Brönstrup (ORCID: https://orcid.org/0000-0002-8971-7045)
- Ulrike Beutling
- Anne Farewell (ORCID: https://orcid.org/0000-0002-0841-4908)
- Claire C. Jimidar (ORCID: https://orcid.org/0000-0002-2737-4374)
- Anett Schallmey
- S Nyström
- Lorenz Wiese (ORCID: https://orcid.org/0009-0002-1416-6231)
- Neslihan Beyazit
- Magarita Seeger
Institutions
- Helmholtz Centre for Infection Research (DE)
- University of Gothenburg (SE)
- Technische Universität Braunschweig (DE)
Publication Details
- Journal
- ChemBioChem
- Published
- 2025-05-09
- DOI
- https://doi.org/10.1002/cbic.202500152
- Primary Topic
- Genomics, phytochemicals, and oxidative stress
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Deutsche Forschungsgemeinschaft
- Türkiye Bilimsel ve Teknolojik Araştırma Kurumu
- Technische Universität Braunschweig
- Göteborgs Universitet
- Science for Life Laboratory
- Leibniz-Gemeinschaft