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Literature summary for 1.14.20.1 extracted from

  • Tarhonskaya, H.; Szoelloessi, A.; Leung, I.K.; Bush, J.T.; Henry, L.; Chowdhury, R.; Iqbal, A.; Claridge, T.D.; Schofield, C.J.; Flashman, E.
    Studies on deacetoxycephalosporin C synthase support a consensus mechanism for 2-oxoglutarate dependent oxygenases (2014), Biochemistry, 53, 2483-2493 .
    View publication on PubMed
Search for more literature for 1.14.20.1

Activating Compound

Activating Compound Comment Organism Structure
ascorbate required Streptomyces clavuligerus

Cloned(Commentary)

Cloned (Comment) Organism
gene efeE, recombinant expression in Escherichia coli strain BL21(DE3) Streptomyces clavuligerus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information pre-steady-state and steady-state kinetics, rapid quench flow and stopped-flow kinetics Streptomyces clavuligerus

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ dependent on, required for catalysis Streptomyces clavuligerus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
penicillin N + 2-oxoglutarate + O2 Streptomyces clavuligerus
-
 deacetoxycephalosporin C + succinate + CO2 + H2O
-
 ?
penicillin N + 2-oxoglutarate + O2 Streptomyces clavuligerus ATCC 27064
-
 deacetoxycephalosporin C + succinate + CO2 + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Streptomyces clavuligerus P18548
-
-
Streptomyces clavuligerus ATCC 27064 P18548
-
-

Reaction

Reaction Comment Organism Reaction ID
penicillin N + 2-oxoglutarate + O2 = deacetoxycephalosporin C + succinate + CO2 + H2O ping pong reaction mechanism, analysis, overview Streptomyces clavuligerus
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
penicillin N + 2-oxoglutarate + O2
-
 Streptomyces clavuligerus deacetoxycephalosporin C + succinate + CO2 + H2O
-
 ?
penicillin N + 2-oxoglutarate + O2 DAOCS-catalyzed penicillin N ring expansion, NMR structure analysis, overview Streptomyces clavuligerus deacetoxycephalosporin C + succinate + CO2 + H2O
-
 ?
penicillin N + 2-oxoglutarate + O2
-
 Streptomyces clavuligerus ATCC 27064 deacetoxycephalosporin C + succinate + CO2 + H2O
-
 ?
penicillin N + 2-oxoglutarate + O2 DAOCS-catalyzed penicillin N ring expansion, NMR structure analysis, overview Streptomyces clavuligerus ATCC 27064 deacetoxycephalosporin C + succinate + CO2 + H2O
-
 ?

Synonyms

Synonyms Comment Organism
cefE
-
 Streptomyces clavuligerus
DAOCS
-
 Streptomyces clavuligerus
deacetoxycephalosporin C synthase
-
 Streptomyces clavuligerus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Streptomyces clavuligerus

General Information

General Information Comment Organism
evolution the enzyme is a member of the 2-oxoglutarate oxygenase superfamily, the members have substantially conserved active sites and are proposed to employ a consensus mechanism proceeding via formation of an enzyme·Fe(II)-2OG-substrate ternary complex Streptomyces clavuligerus
additional information determination of formation of a DAOCS·Fe(II)-2OG-penicillin N complex by nondenaturing ESI-MS analyses Streptomyces clavuligerus
physiological function deacetoxycephalosporin C synthase (DAOCS) catalyzes the oxidative ring expansion of penicillin N (penN) to give deacetoxycephalosporin C (DAOC), which is the committed step in the biosynthesis of the clinically important cephalosporin antibiotics. The enzyme from Streptomyces clavuligerus shows an unusual ping-pong mechanism, which is significantly different from other members of the 2OG oxygenase superfamily Streptomyces clavuligerus