Related Experiment Video
Updated: Sep 9, 2025

Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
A Cupin Epoxidase Catalyzes Epoxycyclohexenone Formation in Fungal Meroterpenoid Biosynthesis
Yun-Tao Jiang1,2, Xiao-Jun Li2, Wu-Xia Xi2
1Key Laboratory for Forest Resources Conservation and Utilization in the Southwest Mountains of China, Ministry of Education, Southwest Forestry University, Kunming 650224, China.
Abstract:
We identified the par biosynthetic gene cluster from Paraphaeosphaeria sp. C-XB-J-1, responsible for producing epoxycyclohexenone (ECH)-containing meroterpenoids, paraphaeones. In vitro reconstitution revealed the sequential action of the cupin-domain protein ParE and the SDR enzyme ParD in ECH formation. Molecular dynamics analysis and site-directed mutagenesis confirmed critical catalytic residues. This work provides the biochemical evidence for a fungal cupin epoxidase involved in ECH biosynthesis and expands the enzymology of fungal meroterpenoid.
Related Concept Videos
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
Base-Catalyzed Ring-Opening of Epoxides
Acid-Catalyzed Ring-Opening of Epoxides
Sharpless Epoxidation
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Structure and Nomenclature of Epoxides
![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)
