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Literature summary for 2.3.1.226 extracted from

  • Batchelar, E.T.; Hamed, R.B.; Ducho, C.; Claridge, T.D.; Edelmann, M.J.; Kessler, B.; Schofield, C.J.
    Thioester hydrolysis and C-C bond formation by carboxymethylproline synthase from the crotonase superfamily (2008), Angew. Chem. Int. Ed. Engl., 47, 9322-93225.
    View publication on PubMed

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O Pectobacterium carotovorum the enzyme catalyzes committed step in the biosynthesis of (5R)-carbapenem-3-carboxylic acid, the simplest of the medicinally important carbapenem antibiotics CoA + (2S,5S)-5-carboxymethylproline + CO2
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Organism

Organism UniProt Comment Textmining
Pectobacterium carotovorum
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O the enzyme catalyzes committed step in the biosynthesis of (5R)-carbapenem-3-carboxylic acid, the simplest of the medicinally important carbapenem antibiotics Pectobacterium carotovorum CoA + (2S,5S)-5-carboxymethylproline + CO2
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malonyl-CoA + (S)-1-pyrroline-5-carboxylate + H2O CarB is a member of the crotonase superfamily of enzymes. In addition to decarboxylation and thioester hydrolysis steps, it catalyzes C-C bond formation leading to a substituted heterocycle. Mechanistic studies show that C-C bond formation by CarB most probably occurs by reaction of P5C with an oxy-anion stabilized enolate, and thioester hydrolysis most probably proceeds by direct attack of an activated water molecule Pectobacterium carotovorum CoA + (2S,5S)-5-carboxymethylproline + CO2
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Synonyms

Synonyms Comment Organism
CarB
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Pectobacterium carotovorum