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Structural and stereoelectronic insights into oxygenase-catalyzed formation of ethylene from 2-oxoglutarate

DOI: 10.1073/pnas.1617760114 DOI Help

Authors: Zhihong Zhang (University of Oxford) , Tristan J. Smart (University of Oxford) , Hwanho Choi (University of Oxford) , Florence Hardy (University of Oxford) , Christopher T. Lohans (University of Oxford) , Martine I. Abboud (University of Oxford) , Melodie S. W. Richardson (University of Oxford) , Robert S. Paton (University of Oxford) , Michael Mcdonough (University of Oxford) , Christopher J. Schofield (University of Oxford)
Co-authored by industrial partner: No

Type: Journal Paper
Journal: Proceedings Of The National Academy Of Sciences , VOL 69

State: Published (Approved)
Published: April 2017
Diamond Proposal Number(s): 9306

Abstract: Ethylene is important in industry and biological signaling. In plants, ethylene is produced by oxidation of 1-aminocyclopropane-1-carboxylic acid, as catalyzed by 1-aminocyclopropane-1-carboxylic acid oxidase. Bacteria catalyze ethylene production, but via the four-electron oxidation of 2-oxoglutarate to give ethylene in an arginine-dependent reaction. Crystallographic and biochemical studies on the Pseudomonas syringae ethylene-forming enzyme reveal a branched mechanism. In one branch, an apparently typical 2-oxoglutarate oxygenase reaction to give succinate, carbon dioxide, and sometimes pyrroline-5-carboxylate occurs. Alternatively, Grob-type oxidative fragmentation of a 2-oxoglutarate–derived intermediate occurs to give ethylene and carbon dioxide. Crystallographic and quantum chemical studies reveal that fragmentation to give ethylene is promoted by binding of l-arginine in a nonoxidized conformation and of 2-oxoglutarate in an unprecedented high-energy conformation that favors ethylene, relative to succinate formation.

Journal Keywords: ethylene-forming enzyme; 2-oxoglutarate-dependent oxygenases; hydroxylase; plant development; oxidoreductase

Diamond Keywords: Bacteria; Enzymes

Subject Areas: Biology and Bio-materials, Chemistry

Instruments: I02-Macromolecular Crystallography , I03-Macromolecular Crystallography , I04-1-Macromolecular Crystallography (fixed wavelength)

Added On: 19/04/2017 11:01

Discipline Tags:

Plant science Biotechnology Biochemistry Agriculture & Fisheries Chemistry Structural biology Engineering & Technology Life Sciences & Biotech

Technical Tags:

Diffraction Macromolecular Crystallography (MX)