ArticleJournal of the American Chemical Society2017
Antiparallel Dynamic Covalent Chemistries.
Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- An Orthogonal Dynamic Covalent Chemistry Tool for Ring-Opening Polymerization of Cyclic Oligochalcogenides on Detachable Helical Peptide Templates.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Computational Study of the Addition of Methanethiol to 40+ Michael Acceptors as a Model for the Bioconjugation of Cysteines.The Journal of organic chemistry · 2021Article
- Simultaneous Formation of a Fully Organic Triply Dynamic Combinatorial Library.Organic letters · 2021Article
- Biomimetic selenocystine based dynamic combinatorial chemistry for thiol-disulfide exchange.Nature communications · 2021Article
- Chemistry and Chemical Biology of Selenenyl Sulfides and Thioseleninic Acids.Antioxidants & redox signaling · 2020Article
- Self-Healing Injectable Polymer Hydrogel via Dynamic Thiol-Alkynone Double Addition Cross-Links.ACS macro letters · 2020Article
- Alternating Current Electrolysis for the Electrocatalytic Synthesis of Mixed Disulfide via Sulfur-Sulfur Bond Metathesis towards Dynamic Disulfide Libraries.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Simultaneous CONature chemistry · 2020Article
- Engineering multilayer chemical networks.Chemical science · 2019Article
- A Candidate for Multitopic Probes for Ligand Discovery in Dynamic Combinatorial Chemistry.Molecules (Basel, Switzerland) · 2019Article
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Authors and funding
7 authors.
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Abstract
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.
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Registered trials
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