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Literature summary for 1.13.11.80 extracted from

  • Widboom, P.F.; Fielding, E.N.; Liu, Y.; Bruner, S.D.
    Structural basis for cofactor-independent dioxygenation in vancomycin biosynthesis (2007), Nature, 447, 342-345.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
-
Streptomyces toyocaensis

Crystallization (Commentary)

Crystallization (Comment) Organism
structure of the enzyme in complex with a bound substrate mimic, crystallized by the hanging drop method at 20°C, 2.75 A resolution Streptomyces toyocaensis

Protein Variants

Protein Variants Comment Organism
L237T kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 2% compared to the wild-type activity Streptomyces toyocaensis
V425T kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 6% compared to the wild-type activity Streptomyces toyocaensis
V429T kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 3% compared to the wild-type activity Streptomyces toyocaensis

Inhibitors

Inhibitors Comment Organism Structure
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-4-([3-[(2-[[(2,5-dihydroxyphenyl)acetyl]amino]ethyl)amino]-3-oxopropyl]amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate
-
Streptomyces toyocaensis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0017
-
O2 pH 7.4, 24°C Streptomyces toyocaensis
0.0021
-
O2 pH 7.4, 24°C Streptomyces toyocaensis
0.0026
-
O2 pH 7.4, 24°C Streptomyces toyocaensis
0.0039
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
0.0138
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
0.0147
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
0.058
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis

Metals/Ions

Metals/Ions Comment Organism Structure
additional information not dependent on a metal ion Streptomyces toyocaensis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
354000
-
gel filtration Streptomyces toyocaensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(3,5-dihydroxyphenyl)acetyl-CoA + O2 Streptomyces toyocaensis the enzyme is involved in the biosynthesis of vancomycin and teicoplanin antibiotics. (3,5-dihydroxyphenyl)acetyl-CoA i.e. 2-(3,5-dihydroxyphenyl)acetyl-CoA (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3,5-dihydroxyphenyl)acetyl-CoA + O2 Streptomyces toyocaensis A47934 the enzyme is involved in the biosynthesis of vancomycin and teicoplanin antibiotics. (3,5-dihydroxyphenyl)acetyl-CoA i.e. 2-(3,5-dihydroxyphenyl)acetyl-CoA (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?

Organism

Organism UniProt Comment Textmining
Streptomyces toyocaensis Q8KLK7
-
-
Streptomyces toyocaensis A47934 Q8KLK7
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Streptomyces toyocaensis

Reaction

Reaction Comment Organism Reaction ID
(3,5-dihydroxyphenyl)acetyl-CoA + O2 = 2-(3,5-dihydroxyphenyl)-2-oxoacetate + CoA proposed catalytic mechanism Streptomyces toyocaensis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3,5-dihydroxyphenyl)acetyl-CoA + O2 the enzyme is involved in the biosynthesis of vancomycin and teicoplanin antibiotics. (3,5-dihydroxyphenyl)acetyl-CoA i.e. 2-(3,5-dihydroxyphenyl)acetyl-CoA Streptomyces toyocaensis (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3,5-dihydroxyphenyl)acetyl-CoA + O2 (3,5-dihydroxyphenyl)acetyl-CoA i.e. 2-(3,5-dihydroxyphenyl)acetyl-CoA Streptomyces toyocaensis (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3,5-dihydroxyphenyl)acetyl-CoA + O2 the enzyme is involved in the biosynthesis of vancomycin and teicoplanin antibiotics. (3,5-dihydroxyphenyl)acetyl-CoA i.e. 2-(3,5-dihydroxyphenyl)acetyl-CoA Streptomyces toyocaensis A47934 (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3,5-dihydroxyphenyl)acetyl-CoA + O2 (3,5-dihydroxyphenyl)acetyl-CoA i.e. 2-(3,5-dihydroxyphenyl)acetyl-CoA Streptomyces toyocaensis A47934 (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?

Subunits

Subunits Comment Organism
homohexamer crystallographic data Streptomyces toyocaensis

Synonyms

Synonyms Comment Organism
DpgC
-
Streptomyces toyocaensis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
24
-
assay at Streptomyces toyocaensis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.019
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
0.037
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
0.05
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
0.172
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis

pH Optimum

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

Cofactor

Cofactor Comment Organism Structure
additional information no cofactor detected Streptomyces toyocaensis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0027
-
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-4-([3-[(2-[[(2,5-dihydroxyphenyl)acetyl]amino]ethyl)amino]-3-oxopropyl]amino)-3-hydroxy-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate pH 7.4, 24°C Streptomyces toyocaensis

General Information

General Information Comment Organism
physiological function the enzyme is involved in the biosynthesis of vancomycin and teicoplanin antibiotics Streptomyces toyocaensis

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.86
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
1.3
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
2.7
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis
44
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.4, 24°C Streptomyces toyocaensis