This paper outlines the design and execution of the first mini-evolution of cyclopentanone monooxygenase (CPMO). The methodology described is a relatively inexpensive and rapid way to obtain mutant enzymes with the desired characteristics. Several successful mutants with enhanced enantioselectivities were identified. For example, mutant-catalyzed oxidation of 4-methoxycyclohexanone gave the corresponding lactone with 92% entantiometric excess (ee) compared to the 46% ee achieved with wild-type cyclohexanone monoxygenase (WT-CHMO). The original design of the mini-evolution and the following evaluation of mutants can provide valuable insights into the active site's construction and dynamics and can suggest other catalytically profitable mutations within the putative active site.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo0613636 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
A Stepwise Electrochemical Baeyer-Villiger Oxidation with Water as the Oxygen Source.
J Phys Chem Lett
October 2024
State Key Laboratory of Advanced Chemical Power Sources, School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, China.
Baeyer-Villiger oxidation is a method with a 125-year history that produces lactones through a synergistic mechanism by reaction with stoichiometric peracids. Therefore, substituted lactones can be obtained from only substituted cyclic ketones. In this context, an electrochemical Baeyer-Villiger oxidation was developed using a CeO@PbO@Ti electrode, which produces substituted lactones through a stepwise mechanism.
View Article and Find Full Text PDFUnlocking the potential of cyanobacteria: a high-throughput strategy for enhancing biocatalytic performance through genetic optimization.
Trends Biotechnol
December 2024
Institute of Applied Synthetic Chemistry, TU Wien, Getreidemarkt 9, 1060, Vienna, Austria. Electronic address:
Cyanobacteria show promise as hosts for whole-cell biocatalysis. Their photoautotrophic metabolism can be leveraged for a sustainable production process. Despite advancements, performance still lags behind heterotrophic hosts.
View Article and Find Full Text PDFRational design on loop regions for precisely regulating flexibility of catalytic center to mitigate overoxidation of prazole sulfides by Baeyer-Villiger monooxygenase.
Bioorg Chem
October 2024
College of Biological Science and Engineering, Fuzhou University, Fuzhou 350116, China; Institute of Enzyme Catalysis and Synthetic Biotechnology, Fuzhou University, Fuzhou 350108, China. Electronic address:
S-omeprazole and R-rabeprazole are important proton pump inhibitors (PPIs) used for treating peptic disorders. They can be biosynthesized from the corresponding sulfide catalyzed by Baeyer-Villiger monooxygenases (BVMOs). During the development of BVMOs for target sulfoxide preparation, stereoselectivity and overoxidation degree are important factors considered most.
View Article and Find Full Text PDFGreen synthesis of ()-3-hydroxy-decanoic acid and analogs from levoglucosenone: a novel access to the fatty acid moiety of rhamnolipids.
Front Chem
April 2024
Institut de Chimie Moléculaire de Reims, UMR 7312, SFR Condorcet FR CNRS 3417, Université de Reims Champagne Ardenne, Reims, France.
Rhamnolipids (RLs) are highly valuable molecules in the cosmetic, pharmaceutic, and agricultural sectors with outstanding biosurfactant properties. In agriculture, due to their potential to artificially stimulate the natural immune system of crops (also known as elicitation), they could represent a critical substitute to conventional pesticides. However, their current synthesis methods are complex and not aligned with green chemistry principles, posing a challenge for their industrial applications.
View Article and Find Full Text PDFIntermediate product control in cascade reaction for one-pot production of ε-caprolactone by Escherichia coli.
Biotechnol J
February 2024
School of Biology and Biological Engineering, South China University of Technology, Guangzhou, China.
ε-Caprolactone is an important non-toxic compound for polymer synthesis like polycaprolactone which has been widely used in drug delivery and degradable plastics. To meet the demand for a green economy, a bi-enzymatic cascade, consisting of an alcohol dehydrogenase (ADH) and a cyclohexanone monooxygenase (CHMO), was designed and introduced into Escherichia coli to synthesize ε-caprolactone from cyclohexanol with a self-sufficient NADPH-cofactor regeneration system. To further improve the catalytic efficiency, a carbonyl group-dependent colorimetric method using inexpensive 2,4-dinitrophenylhydrazine (DNPH) was developed for assay of cyclohexanone, an intermediate production of cascade reaction.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!