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Literature summary for 1.14.15.33 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 PubMed
Search for more literature for 1.14.15.33

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Streptomyces venezuelae

Crystallization (Commentary)

Crystallization (Comment) Organism
-
 Streptomyces venezuelae

Protein Variants

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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

Organism UniProt Comment Textmining
Streptomyces venezuelae O87605
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Streptomyces venezuelae

Reaction

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

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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
-
 ?
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

Synonyms Comment Organism
CYP107L1
-
 Streptomyces venezuelae
PikC
-
 Streptomyces venezuelae

Temperature Optimum [°C]

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

pH Optimum

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