Related Experiment Video
Updated: Feb 8, 2026
11:37
Cellular Redox Profiling Using High-content Microscopy
Published on: May 14, 2017
11.6K
Enantioconvergent Biocatalytic Redox Isomerization
Yu-Chang Liu1, Christian Merten2, Jan Deska1
1Department of Chemistry & Materials Science, Aalto University, Kemistintie 1, 02150, Espoo, Finland.
Angewandte Chemie (International Ed. in English)
|July 10, 2018
Summary
Alcohol dehydrogenases catalyze the creation of pure γ-hydroxy-δ-lactones from pyranones. This biocatalytic method mimics metal-catalyzed borrowing hydrogen, expanding enzyme capabilities for synthetic chemistry.
Area of Science:
- Biocatalysis and Organic Synthesis
Background:
- Achmatowicz-type pyranones are readily available precursors.
- Optically pure γ-hydroxy-δ-lactones are valuable synthetic targets.
- Metal-mediated "borrowing hydrogen" reactions are established methods for functional group interconversion.
Purpose of the Study:
- To develop a biocatalytic method for preparing optically pure γ-hydroxy-δ-lactones.
- To utilize alcohol dehydrogenases for enantioconvergent dynamic redox isomerization.
- To mimic the "borrowing hydrogen" strategy using enzymes.
Main Methods:
- Employing alcohol dehydrogenases as catalysts.
- Utilizing Achmatowicz-type pyranones as substrates.
- Implementing an enantioconvergent dynamic redox isomerization process.
Main Results:
- Successful preparation of optically pure γ-hydroxy-δ-lactones.
- Demonstration of a biocatalytic "borrowing hydrogen" approach.
- Expansion of the enzymatic toolbox for chemical synthesis.
Conclusions:
- Alcohol dehydrogenases offer a powerful biocatalytic route to chiral lactones.
- This chemoinspired enzymatic approach expands synthetic possibilities.
- Opens new avenues for multienzyme cascades and engineered cellular factories.
Related Concept Videos
02:34Structural Isomerism
21.7K
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can...
21.7K
02:43Isomerism
23.4K
Isomers are molecules with the same molecular formula but different structural arrangements. Isomers can be further classified into constitutional isomers and stereoisomers. Constitutional isomers differ in the connectivity of their constituent atoms. For example, 2-butanol and diethyl ether are constitutional isomers, as they have the same chemical formula, C4H10O, but differ in the connectivity of the carbon and oxygen atoms. Constitutional isomers have different physical and chemical...
23.4K
02:58Balancing Redox Equations
62.3K
Electrochemistry is the science involved in the interconversion of electrical and chemical reactions. Such reactions are called reduction-oxidation, or redox reactions. These important reactions are defined by changes in oxidation states for one or more reactant elements and include a subset of reactions involving the transfer of electrons between reactant species. Electrochemistry as a field has evolved to yield sufficient insights on the fundamental principles of redox chemistry and multiple...
62.3K
01:24Redox Reactions
58.8K
Oxidation-reduction or redox reactions involve the transfer of electrons from one molecule or atom to another. When an atom gains an electron, another atom must lose an electron, meaning oxidation and reduction must occur together. Since the redox occurs in pairs, the atom that gets oxidized is also called the reducing agent or reductant, and the atom that is reduced is also called the oxidizing agent or oxidant. A straightforward way to remember the definitions of oxidation and reduction is...
58.8K
01:27Redox Reactions
1.1K
Redox reactions are vital biochemical processes that underpin energy metabolism in cells. These reactions involve the transfer of electrons between molecules, occurring in tandem as oxidation and reduction. Oxidation refers to the loss of electrons, while reduction denotes their gain. This coupling ensures the seamless flow of electrons through metabolic pathways. For example, in bacterial metabolism, glucose undergoes oxidation to carbon dioxide, while oxygen is simultaneously reduced to...
1.1K
02:01Isomerism in Alkenes
15.1K
Alkenes like 1-butene and 2-butene exhibit constitutional isomerism, as they differ in the position of the double bond. Further, 2-butene exhibits stereoisomerism and exists as two distinct compounds differing in spatial arrangement.
An isomer is called cis-2-butene when the methyl groups are on the same side of the double bond, and the other stereoisomer, in which methyl groups are on the opposite side of the double bond, is called trans-2-butene. The cis and trans stereoisomers are not...
An isomer is called cis-2-butene when the methyl groups are on the same side of the double bond, and the other stereoisomer, in which methyl groups are on the opposite side of the double bond, is called trans-2-butene. The cis and trans stereoisomers are not...
15.1K