Antiparallel Dynamic Covalent Chemistries
| Autor: | Bin Liu, Piotr Nowak, Ivica Cvrtila, Charalampos G. Pappas, Sijbren Otto, Dávid Komáromy, Bartosz Mateusz Matysiak |
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| Přispěvatelé: | Synthetic Organic Chemistry |
| Rok vydání: | 2017 |
| Předmět: |
MYOTONIC-DYSTROPHY
Supramolecular chemistry Nanotechnology 010402 general chemistry Antiparallel (biochemistry) 01 natural sciences Biochemistry Article AQUEOUS-SOLUTION Catalysis chemistry.chemical_compound Colloid and Surface Chemistry Dynamic combinatorial chemistry ADAPTIVE CHEMISTRY 010405 organic chemistry Chemistry Disulfide bond IN-VITRO General Chemistry SYSTEMS CHEMISTRY LIBRARIES SMALL-MOLECULE 0104 chemical sciences Covalent bond Functional group EXCHANGE PROCESSES COMBINATORIAL CHEMISTRY SUPRAMOLECULAR CHEMISTRY |
| Zdroj: | Journal of the American Chemical Society Journal of the American Chemical Society, 139(19), 6744-6751. AMER CHEMICAL SOC |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/jacs.7b02575 |
| Popis: | The ability to design reaction networks with high, but addressable complexity is a necessary prerequisite to make advanced functional chemical systems. Dynamic combinatorial chemistry has, proven to be a useful tool in achieving complexity, however with some limitations in controlling it. Herein we introduce the concept of antiparallel: chemistries, in which the same functional group can be channeled into one of two reversible chemistries depending on a controllable parameter. Such systems allow both for achieving complexity, by combinatorial chemistry,, and addressing it, by switching from one chemistry to another by controlling an external parameter. In our design the two antiparallel chemistries are thiol disulfide exchange and thio-Michael addition, sharing the thiol as the common building block. By means of oxidation and reduction the system can be reversibly switched from predominantly thio-Michael chemistry to predominantly disulfide chemistry, as well as to any intermediate state. Both chemistries operate in water, at room temperature, and at mildly basic pH, which makes them' a suitable platform for further development of systems chemistry. |
| Databáze: | OpenAIRE |
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