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Literature summary 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.
    View publication on PubMed

Organism

EC Number Organism UniProt Comment Textmining
1.14.20.3 Pectobacterium carotovorum
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Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.20.3 (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)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.20.3 (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
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 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.20.3 CarC
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 Pectobacterium carotovorum