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Literature summary extracted from

  • Sherman, D.H.; Li, S.; Yermalitskaya, L.V.; Kim, Y.; Smith, J.A.; Waterman, M.R.; Podust, L.M.
    The structural basis for substrate anchoring, active site selectivity, and product formation by P450 PikC from Streptomyces venezuelae (2006), J. Biol. Chem., 281, 26289-26297.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.15.33 expression in Escherichia coli Streptomyces venezuelae

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.14.15.33
-
 Streptomyces venezuelae

Protein Variants

EC Number Protein Variants Comment Organism
1.14.15.33 D50N the mutant enzyme provides more efficient hydroxylation of both macrolide substrates when compared with native enzyme Streptomyces venezuelae
1.14.15.33 E85A/E94A the mutant enzyme is catalytically incompetent toward both endogenous macrolactone substrates Streptomyces venezuelae
1.14.15.33 E85Q change in product profile, mutation shifts the product ratio of 10-deoxymethymycin hydroxylation toward methymycin Streptomyces venezuelae

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Streptomyces venezuelae involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit novamethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Streptomyces venezuelae involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit methymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Streptomyces venezuelae involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit neomethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Streptomyces venezuelae involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Streptomyces venezuelae involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit neopikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 Streptomyces venezuelae involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit pikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.15.33 Streptomyces venezuelae O87605
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.15.33
-
 Streptomyces venezuelae

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = methymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O (4) Streptomyces venezuelae
a
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = neomethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O (5) Streptomyces venezuelae
a
1.14.15.33 10-deoxymethymycin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + 2 O2 = novamethymycin + 4 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O (6) Streptomyces venezuelae
a
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = neopikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O (2) Streptomyces venezuelae
a
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = pikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O (1) Streptomyces venezuelae
a
1.14.15.33 narbomycin + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + 2 O2 = novapikromyin + 4 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O (3) Streptomyces venezuelae
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit Streptomyces venezuelae novamethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 with 10-deoxymethymycin it hydroxylates at either C-10 to give methymycin or C-12 to give neomethymycin or both positions to give novamethymycin Streptomyces venezuelae novamethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit Streptomyces venezuelae methymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 with 10-deoxymethymycin it hydroxylates at either C-10 to give methymycin or C-12 to give neomethymycin or both positions to give novamethymycin Streptomyces venezuelae methymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit Streptomyces venezuelae neomethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 10-deoxymethymycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 with 10-deoxymethymycin it hydroxylates at either C-10 to give methymycin or C-12 to give neomethymycin or both positions to give novamethymycin Streptomyces venezuelae neomethymycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit Streptomyces venezuelae novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 with narbomycin the enzyme hydroxylates at either C-12 to give pikromycin or C-14 to give neopikromycin or both positions to give narvopikromycin Streptomyces venezuelae novapikromyin + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit Streptomyces venezuelae neopikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 with narbomycin the enzyme hydroxylates at either C-12 to give pikromycin or C-14 to give neopikromycin or both positions to give narvopikromycin Streptomyces venezuelae neopikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 involved in the biosynthesis of a number of bacterial macrolide antibiotics containing a desosamine glycoside unit Streptomyces venezuelae pikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?
1.14.15.33 narbomycin + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 with narbomycin the enzyme hydroxylates at either C-12 to give pikromycin or C-14 to give neopikromycin or both positions to give narvopikromycin Streptomyces venezuelae pikromycin + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.15.33 CYP107L1
-
 Streptomyces venezuelae
1.14.15.33 PikC
-
 Streptomyces venezuelae

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.15.33 30
-
 assay at Streptomyces venezuelae

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.15.33 7.3
-
 assay at Streptomyces venezuelae