Coordination to Imidazole Ring Switches on Phosphorescence of Platinum Cyclometalated Complexes: The Route to Selective Labeling of Peptides and Proteins via Histidine Residues
| Autor: | Vladislav V. Gurzhiy, Ivan S. Podkorytov, Vladimir V. Sizov, Anastasia I. Solomatina, Elena I. Koshel, Dmitrii V. Krupenya, Vladislav I. Shcheslavskiy, T. O. Artamonova, Alexei S. Melnikov, Sergey P. Tunik, Pavel S. Chelushkin |
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| Rok vydání: | 2016 |
| Předmět: |
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Molecular Protein Conformation Biomedical Engineering Pharmaceutical Science chemistry.chemical_element Bioengineering 010402 general chemistry Ring (chemistry) Photochemistry 01 natural sciences chemistry.chemical_compound Organometallic Compounds Humans Imidazole Histidine Amino Acid Sequence Triphenylphosphine Platinum Pharmacology Bioconjugation Staining and Labeling Ubiquitin 010405 organic chemistry Chemistry Ligand Organic Chemistry Imidazoles Combinatorial chemistry 0104 chemical sciences Luminescent Measurements Peptides Phosphorescence HeLa Cells Biotechnology |
| Zdroj: | Bioconjugate Chemistry. 28:426-437 |
| ISSN: | 1520-4812 1043-1802 |
| DOI: | 10.1021/acs.bioconjchem.6b00598 |
| Popis: | In this study, we have shown that substitution of chloride ligand for imidazole (Im) ring in the cyclometalated platinum complex Pt(phpy)(PPh3)Cl (1; phpy, 2-phenylpyridine; PPh3, triphenylphosphine), which is nonemissive in solution, switches on phosphorescence of the resulting compound. Crystallographic and nuclear magnetic resonance (NMR) spectroscopic studies of the substitution product showed that the luminescence ignition is a result of Im coordination to give the [Pt(phpy)(Im)(PPh3)]Cl complex. The other imidazole-containing biomolecules, such as histidine and histidine-containing peptides and proteins, also trigger luminescence of the substitution products. The complex 1 proved to be highly selective toward the imidazole ring coordination that allows site-specific labeling of peptides and proteins with 1 using the route, which is orthogonal to the common bioconjugation schemes via lysine, aspartic and glutamic acids, or cysteine and does not require any preliminary modification of a biomolecule. T... |
| Databáze: | OpenAIRE |
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