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Literature summary for 1.14.11.21 extracted from

  • Baldwin, J.E.; Adlington, R.M.; Bryans, J.S.; Lloyd, M.D.; Sewell, T.J.; Schofield, C.J.; Baggaley, K.H.; Cassels, R.
    Chemo-enzymic synthesis of bicyclic gamma-lactams using clavaminic acid synthase (1997), Tetrahedron, 53, 7011-7020.
No PubMed abstract available

Application

Application Comment Organism
synthesis chemo-enzymatic synthesis of bicyclic gamma-lactams using recombinant purified CAS2 isozyme, reaction mechanism Streptomyces clavuligerus

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ required Streptomyces clavuligerus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus
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guanidinoproclavaminate + succinate + CO2 + H2O
-
?
dihydroclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus
-
clavaminate + succinate + CO2 + H2O
-
?
additional information Streptomyces clavuligerus involved in the conversion of monocyclic beta-lactams into bicyclic beta-lactams ?
-
?
proclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus
-
dihydroclavaminate + succinate + CO2 + H2O
-
?

Organism

Organism UniProt Comment Textmining
Streptomyces clavuligerus
-
2 isozymes CS1 and CS2
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Streptomyces clavuligerus
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2 isozymes CAS1 and CAS2, encoded by genes cas1 and cas2, respectively
-

Reaction

Reaction Comment Organism Reaction ID
deoxyamidinoproclavaminate + 2-oxoglutarate + O2 = amidinoproclavaminate + succinate + CO2 this reaction is due to a proclavaminate amidinohydrolase PAH, gene cla Streptomyces clavuligerus
dihydroclavaminate + 2-oxoglutarate + O2 = clavaminate + succinate + CO2 + H2O reaction mechanism Streptomyces clavuligerus
proclavaminate + 2-oxoglutarate + O2 = dihydroclavaminate + succinate + CO2 + H2O reaction mechanism Streptomyces clavuligerus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
deoxyamidinoproclavaminate + 2-oxoglutarate + O2 this reaction is due to a proclavaminate amidinohydrolase, i.e. cla Streptomyces clavuligerus amidinoproclavaminate + succinate + CO2 + H2O
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
-
Streptomyces clavuligerus guanidinoproclavaminate + succinate + CO2 + H2O
-
?
deoxyguanidinoproclavaminate + 2-oxoglutarate + O2 hydroxylation Streptomyces clavuligerus guanidinoproclavaminate + succinate + CO2 + H2O
-
?
dihydroclavaminate + 2-oxoglutarate + O2
-
Streptomyces clavuligerus clavaminate + succinate + CO2 + H2O
-
?
dihydroclavaminate + 2-oxoglutarate + O2 cyclization Streptomyces clavuligerus clavaminate + succinate + CO2 + H2O
-
?
additional information specific for 2-oxoglutarate Streptomyces clavuligerus ?
-
?
additional information involved in the conversion of monocyclic beta-lactams into bicyclic beta-lactams Streptomyces clavuligerus ?
-
?
proclavaminate + 2-oxoglutarate + O2
-
Streptomyces clavuligerus dihydroclavaminate + succinate + CO2 + H2O
-
?
proclavaminate + 2-oxoglutarate + O2 saturation Streptomyces clavuligerus dihydroclavaminate + succinate + CO2 + H2O
-
?

Synonyms

Synonyms Comment Organism
CAS
-
Streptomyces clavuligerus