Engineered Myoglobin Catalysts for Asymmetric Intermolecular Cyclopropanation Reactions.
1Department of Chemistry, University of Rochester, Rochester, New York 14627, United States.
Bulletin of Japan Society of Coordination Chemistry
|August 25, 2023
Summary
Engineered myoglobins catalyze asymmetric cyclopropanation reactions, creating valuable carbon-carbon bonds for drug discovery. These biocatalysts offer a scalable and stereoselective method for synthesizing complex cyclopropane structures.
Area of Science:
- Biocatalysis and synthetic chemistry
- Enzyme engineering and directed evolution
Background:
- Biocatalysis is crucial for synthesizing pharmaceuticals and high-value compounds.
- Engineered myoglobins are explored for novel 'abiological' carbene transfer catalysis.
Purpose of the Study:
- Develop myoglobin-based catalysts for asymmetric intermolecular cyclopropanation.
- Expand biocatalytic carbene transfer reactions for new synthetic routes.
Main Methods:
- Engineering myoglobins for carbene transfer catalysis.
- Asymmetric intermolecular cyclopropanation reactions.
- Chemoenzymatic strategies for product diversification.
Main Results:
- Myoglobin catalysts exhibit high stereoselectivity in cyclopropanation.
- Broad substrate scope, scalability, and robustness demonstrated.
- New opportunities for synthesizing functionalized cyclopropanes created.
Conclusions:
- Myoglobin-based systems are valuable for preparative-scale chemical synthesis and biocatalysis.
- Chemoenzymatic strategies provide access to diverse optically active cyclopropane scaffolds.
- These methods are highly relevant for drug discovery and natural product synthesis.
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
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