Porphyrin as a versatile visible-light-activatable organic/metal hybrid photoremovable protecting group
| Autor: | Roy Weinstain, Petr Slavíček, Ronit Satchi Fainaro, Jiří Janoš, Youhei Chitose, Sahar Israeli Dangoor, Andrea Ramundo, Petr Klán, Adiki Raja Sekhar |
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| Rok vydání: | 2022 |
| Předmět: |
Ions
Modularity (networks) Multidisciplinary Porphyrins Light Photochemistry OXYGEN QUANTUM YIELDS SINGLET OXYGEN EXCITED-STATES TRANSIENT ABSORPTION MECHANISMS DYNAMICS SPECTRA BODIPY PHOTOSENSITIZERS LUMINESCENCE Leaving group General Physics and Astronomy Nanotechnology General Chemistry Chromophore Porphyrin General Biochemistry Genetics and Molecular Biology Chemical space chemistry.chemical_compound chemistry Metals Group (periodic table) Protecting group Visible spectrum |
| Zdroj: | Nature Communication Nature Communications |
| ISSN: | 2041-1723 |
| DOI: | 10.1038/s41467-022-31288-2 |
| Popis: | Photoremovable protecting groups (PPGs) represent one of the main contemporary implementations of photochemistry. Here, the authors show that meso-methylporphyrin unites traditionally exclusive features of organic and metal-complex PPGs within a single entity. Photoremovable protecting groups (PPGs) represent one of the main contemporary implementations of photochemistry in diverse fields of research and practical applications. For the past half century, organic and metal-complex PPGs were considered mutually exclusive classes, each of which provided unique sets of physical and chemical properties thanks to their distinctive structures. Here, we introduce the meso-methylporphyrin group as a prototype hybrid-class PPG that unites traditionally exclusive elements of organic and metal-complex PPGs within a single structure. We show that the porphyrin scaffold allows extensive modularity by functional separation of the metal-binding chromophore and up to four sites of leaving group release. The insertion of metal ions can be used to tune their spectroscopic, photochemical, and biological properties. We provide a detailed description of the photoreaction mechanism studied by steady-state and transient absorption spectroscopies and quantum-chemical calculations. Our approach applied herein could facilitate access to a hitherto untapped chemical space of potential PPG scaffolds. |
| Databáze: | OpenAIRE |
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