Improving Sortase-A-Mediated Transpeptidation Reactions by Electrostatically Assisted Capture
Sortase A (SrtA) is a widely used transpeptidase for protein modification. However, the reversible nature of the SrtA-catalyzed transpeptidation reactions provides limited yields. In this study, we report a substrate engineering strategy that extends the LPxTG recognition motif with a positively charged polyarginine peptide module. This enables sequence-specific capture of the released peptide via electrostatically assisted aminolysis of a negatively charged thioester, thus shifting the equilibrium toward product formation. The approach is traceless and selective, operates under mild conditions, and improves SrtA efficiency with only a moderate excess of nucleophile.
Authors
- Benoît Snella
- Vangelis Agouridas (ORCID: https://orcid.org/0000-0003-0911-1527)
- Oleg Melnyk (ORCID: https://orcid.org/0000-0002-3863-5613)
- Chen Wang
- Rémi Desmet (ORCID: https://orcid.org/0000-0002-4150-7399)
Institutions
- Center for Infection and Immunity of Lille (FR)
- École Centrale de Lille (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c03718
- Primary Topic
- Biochemical and Structural Characterization
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Université de Lille
- Agence Nationale de la Recherche
- Institut National de la Santé et de la Recherche Médicale
- Austrian Science Fund
- Centre National de la Recherche Scientifique