A Cyclopropene Electrophile that Targets Glutathione S-Transferase Omega-1 in Cells
Gustav J. Wørmer
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark
These authors contributed equally to this work.
Search for more papers by this authorBente K. Hansen
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark
These authors contributed equally to this work.
Search for more papers by this authorProf. Dr. Johan Palmfeldt
Department of Clinical Medicine—Research Unit for Molecular Medicine, Aarhus University hospital, Palle Juul-Jensens Boulevard 82, 8200 Aarhus N, Denmark
Search for more papers by this authorCorresponding Author
Prof. Dr. Thomas B. Poulsen
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark
Search for more papers by this authorGustav J. Wørmer
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark
These authors contributed equally to this work.
Search for more papers by this authorBente K. Hansen
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark
These authors contributed equally to this work.
Search for more papers by this authorProf. Dr. Johan Palmfeldt
Department of Clinical Medicine—Research Unit for Molecular Medicine, Aarhus University hospital, Palle Juul-Jensens Boulevard 82, 8200 Aarhus N, Denmark
Search for more papers by this authorCorresponding Author
Prof. Dr. Thomas B. Poulsen
Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark
Search for more papers by this authorAbstract
Cyclopropenes are an important new addition to the portfolio of functional groups that can be used for bioorthogonal couplings. The inert nature of these highly strained compounds in complex biological systems is almost counterintuitive given their established electrophilic properties in organic synthesis. Here we provide the first demonstration of a cyclopropene that is capable of direct conjugation to protein targets in cells and show that this compound preferentially alkylates the active site cysteine of glutathione S-transferase omega-1 (GSTO1).
Conflict of interest
The authors declare no conflict of interest.
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