A Cyclopropene Electrophile that Targets Glutathione S‐Transferase Omega‐1 in Cells
| Autor: | Thomas B. Poulsen, Johan Palmfeldt, Gustav J. Wørmer, Bente Krogh Hansen |
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| Rok vydání: | 2019 |
| Předmět: |
Cyclopropanes
electrophiles Stereochemistry Cyclopropene 010402 general chemistry 01 natural sciences Catalysis Active site cysteine chemistry.chemical_compound chemical proteomics Catalytic Domain ANALOG REVEALS Humans Cysteine Glutathione Transferase GSTO1 inhibition POTENT 010405 organic chemistry Glutathione S-transferase omega 1 General Medicine General Chemistry Glutathione cyclopropene HCT116 Cells bioorthogonal chemistry 0104 chemical sciences chemistry DISCOVERY Electrophile Organic synthesis Bioorthogonal chemistry |
| Zdroj: | Wormer, G J, Hansen, B K, Palmfeldt, J & Poulsen, T B 2019, ' A Cyclopropene Electrophile that Targets Glutathione S-Transferase Omega-1 in Cells ', Angewandte Chemie International Edition, vol. 58, no. 34, pp. 11918-11922 . https://doi.org/10.1002/anie.201907520 |
| ISSN: | 1521-3773 1433-7851 |
| DOI: | 10.1002/anie.201907520 |
| Popis: | 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). |
| Databáze: | OpenAIRE |
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