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Literature summary extracted from

  • Busby, R.W.; Townsend, C.A.
    A single monomeric iron center in clavaminate synthase catalyzes three nonsuccessive oxidative transformations (1996), Bioorg. Med. Chem., 4, 1059-1064.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.11.21 isozymes CS1 and CS2, overexpression in Escherichia coli JM101 Streptomyces clavuligerus

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.11.21 Co2+ competitive Streptomyces clavuligerus
1.14.11.21 N-bromoacetyl-L-arginine isozyme CS2, inactivation, at 7.5 mM half-life of 11.2 min at 30°C, Co2+ competes, substrates protect Streptomyces clavuligerus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.11.21 Fe2+ required Streptomyces clavuligerus
1.14.11.21 Fe2+ 1 ion per catalytically active enzyme molecule for the cyclization and the saturation reaction Streptomyces clavuligerus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.11.21 deoxyamidinoproclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus this reaction is due to a proclavaminate amidinohydrolase, i.e. cla amidinoproclavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 deoxyguanidinoproclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus
-
guanidinoproclavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 dihydroclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus
-
clavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 additional information Streptomyces clavuligerus biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor ?
-
?
1.14.11.21 proclavaminate + 2-oxoglutarate + O2 Streptomyces clavuligerus
-
dihydroclavaminate + succinate + CO2 + H2O product is a transient intermediate in the overall reaction process ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.11.21 Streptomyces clavuligerus
-
isozyme CS2
-

Reaction

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.11.21 deoxyamidinoproclavaminate + 2-oxoglutarate + O2 this reaction is due to a proclavaminate amidinohydrolase, i.e. cla Streptomyces clavuligerus amidinoproclavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 deoxyguanidinoproclavaminate + 2-oxoglutarate + O2
-
Streptomyces clavuligerus guanidinoproclavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 deoxyguanidinoproclavaminate + 2-oxoglutarate + O2 hydroxylation Streptomyces clavuligerus guanidinoproclavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 dihydroclavaminate + 2-oxoglutarate + O2
-
Streptomyces clavuligerus clavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 dihydroclavaminate + 2-oxoglutarate + O2 cyclization Streptomyces clavuligerus clavaminate + succinate + CO2 + H2O
-
?
1.14.11.21 additional information dependent on O2 and 2-oxoglutarate Streptomyces clavuligerus ?
-
?
1.14.11.21 additional information biosynthesic pathway of clavulanic acid, a beta-lactamase inhibitor Streptomyces clavuligerus ?
-
?
1.14.11.21 N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2 hydroxylation Streptomyces clavuligerus 4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
?
1.14.11.21 N-alpha-acetyl-L-arginine + 2-oxoglutarate + O2 isozyme CS2 Streptomyces clavuligerus 4-hydroxy-N-alpha-acetyl-L-arginine + succinate + CO2 + H2O
-
?
1.14.11.21 proclavaminate + 2-oxoglutarate + O2
-
Streptomyces clavuligerus dihydroclavaminate + succinate + CO2 + H2O product is a transient intermediate in the overall reaction process ?
1.14.11.21 proclavaminate + 2-oxoglutarate + O2 saturation Streptomyces clavuligerus dihydroclavaminate + succinate + CO2 + H2O product is a transient intermediate in the overall reaction process ?

Synonyms

EC Number Synonyms Comment Organism
1.14.11.21 CS
-
Streptomyces clavuligerus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.11.21 38.3
-
N-bromoacetyl-L-arginine isozyme CS2, pH 7.0, 30°C Streptomyces clavuligerus