Chemically triggered crosslinking with bioorthogonal cyclopropenones
| Autor: | Andrew J Ferreira, Jennifer A. Prescher, R. David Row, Sean S Nguyen |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Cyclopropanes
Models Molecular Phosphines Biocompatible Materials macromolecular substances 010402 general chemistry 01 natural sciences Article Catalysis Adduct chemistry.chemical_compound Models Materials Chemistry Molecule chemistry.chemical_classification Bacteria Molecular Structure 010405 organic chemistry Biomolecule Organic Chemistry technology industry and agriculture Metals and Alloys Molecular General Chemistry Combinatorial chemistry 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Cross-Linking Reagents chemistry Covalent bond Chemical Sciences Electrophile Ceramics and Composites Generic health relevance Bioorthogonal chemistry Phosphine |
| Zdroj: | Chem Commun (Camb) Chemical communications (Cambridge, England), vol 56, iss 74 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/d0cc04600k |
| Popis: | We report a proximity-driven crosslinking strategy featuring bioorthogonal cyclopropenones. These motifs react with phosphines to form electrophilic ketene-ylides. Such intermediates can be trapped by neighboring proteins to form covalent adducts. Successful crosslinking was achieved using a model split reporter, and the rate of crosslinking could be tuned using different phosphine triggers. We further demonstrated that the reaction can be performed in cell lysate. Based on these features, we anticipate that cyclopropenones will enable unique studies of protein-protein and other biomolecule interactions. |
| Databáze: | OpenAIRE |
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