Literature summary for 1.14.20.7 extracted from

Xue, J.; Lu, J.; Lai, W.
Mechanistic insights into a non-heme 2-oxoglutarate-dependent ethylene-forming enzyme selectivity of ethylene-formation versusl-Arg hydroxylation (2019), Phys. Chem. Chem. Phys., 21, 9957-9968 .

Search for more literature for 1.14.20.7

Metals/Ions

Metals/Ions	Comment	Organism	Structure
Fe2+	Fe2+-dependent enzyme	Pseudomonas savastanoi pv. phaseolicola

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
L-arginine + 2-oxoglutarate + O2	Pseudomonas savastanoi pv. phaseolicola	-	succinate + CO2 + guanidine + (S)-1-pyrroline-5-carboxylate + H2O	-	?

Organism

Organism	UniProt	Comment	Textmining
Pseudomonas savastanoi pv. phaseolicola	P32021	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
L-arginine + 2-oxoglutarate + O2	-	Pseudomonas savastanoi pv. phaseolicola	succinate + CO2 + guanidine + (S)-1-pyrroline-5-carboxylate + H2O	-	?
L-arginine + 2-oxoglutarate + O2	in the other reaction [EC 1.13.12.19, 2-oxoglutarate dioxygenase (ethene-forming)] the enzyme catalyses the dioxygenation of 2-oxoglutarate forming ethene and three molecules of carbon dioxide. The reaction mechanism of the enzyme (EFE) is studied with QM/MM methods. Based on the results, a branched pathway for the enzyme that can lead either to ethylene or to succinate via L-Arg hydroxylation is proposed. After formation of the Fe-O2 species, the nucleophilic attack of distal oxygen on the keto carbon of 2-oxoglutarate is accompanied by the breaking of the C1-C2 bond in 2-oxoglutarate, leading to an FeII-peroxysuccinate complex with a dissociated CO2. This FeII-peroxysuccinate species serves as the branch point intermediate in the dual transformations by EFE. It can proceed in two directions. In one branch, the subsequent O-O bond cleavage generates the succinate-bound FeIV-oxo intermediate. Next a nearby water molecule binds to the iron to form a hexacoordinated FeIV-oxo intermediate. Hydrogen atom abstraction from L-Arg, hydroxyl radical rebound, and elimination of guanidine from the hydroxylated L-Arg product complete the cycle. This represents the well-established mechanism for substrate oxidation by Fe/2OG oxygenases. Alternatively, starting from FeII-peroxysuccinate, the CO2 insertion into the Fe-O bond gives a peroxic anhydride species. Further steps, including the water binding, O-O bond cleavage, intermolecular proton transfer, and two consecutive C-C bond breaking steps, result in the formation of ethylene. According to our proposed reaction mechanism of EFE, a competition between the CO2 insertion and the O-O bond cleavage from the branch point intermediate governs the product selectivity. The calculated reaction barriers show a preference for the CO2 insertion reaction	Pseudomonas savastanoi pv. phaseolicola	succinate + CO2 + guanidine + (S)-1-pyrroline-5-carboxylate + H2O	-	?

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Release 2023.1 (January 2023)