Literature summary for 1.14.20.3 extracted from

Stapon, A.; Li, R.; Townsend, C.A.
Synthesis of (3S,5R)-carbapenam-3-carboxylic acid and its role in carbapenem biosynthesis and the stereoinversion problem (2003), J. Am. Chem. Soc., 125, 15746-15747.

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Organism

Organism	UniProt	Comment	Textmining
Pectobacterium carotovorum	-	-	-

Reaction

Reaction	Comment	Organism	Reaction ID
(3S,5S)-carbapenam-3-carboxylate + 2-oxoglutarate + O2 = (5R)-carbapen-2-em-3-carboxylate + succinate + CO2 + H2O	the contrathermodynamic epimerization of (3S,5S)-carbapenam-3-carboxylate to (3S,5R)-carbapenam-3-carboxylate is coupled at least to the binding of 2-oxoglutarate and it is probably coupled to the reduction of molecular oxygen and proceeds by way of radical abstraction at C-5. The presumed Fe(IV)=O species formed in these processes is required to drive the subsequent desaturation process	Pectobacterium carotovorum	a

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(3S,5S)-carbapenam-3-carboxylate + 2-oxoglutarate + O2	the contrathermodynamic epimerization of (3S,5S)-carbapenam-3-carboxylate to (3S,5R)-carbapenam-3-carboxylate is coupled at least to the binding of 2-oxoglutarate and it is probably coupled to the reduction of molecular oxygen and proceeds by way of radical abstraction at C-5. The presumed Fe(IV)=O species formed in these processes is required to drive the subsequent desaturation process	Pectobacterium carotovorum	(5R)-carbapen-2-em-3-carboxylate + succinate + CO2 + H2O	-	?

Synonyms

Synonyms	Comment	Organism
CarC	-	Pectobacterium carotovorum

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Release 2023.1 (January 2023)