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Literature summary for 1.13.11.80 extracted from

  • Fielding, E.N.; Widboom, P.F.; Bruner, S.D.
    Substrate recognition and catalysis by the cofactor-independent dioxygenase DpgC (2007), Biochemistry, 46, 13994-4000.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Streptomyces toyocaensis

Crystallization (Commentary)

Crystallization (Comment) Organism
hanging-drop method at 20°C Streptomyces toyocaensis

Protein Variants

Protein Variants Comment Organism
E189Q kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 3% compared to the wild-type activity Streptomyces toyocaensis
E255Q kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 96% compared to the wild-type activity Streptomyces toyocaensis
Q299N kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 63% compared to the wild-type activity Streptomyces toyocaensis
R254K kcat/KM for (3,5-dihydroxyphenyl)acetyl-CoA is 1% compared to the wild-type activity Streptomyces toyocaensis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0025
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme Q299N Streptomyces toyocaensis
0.0036
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme E255Q Streptomyces toyocaensis
0.0039
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.0044
-
(5-hydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.064
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme E189Q Streptomyces toyocaensis
0.102
-
phenylacetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.217
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme R254K Streptomyces toyocaensis
0.851
-
(3-hydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme 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
-
(3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3,5-dihydroxyphenyl)acetyl-CoA + O2 Streptomyces toyocaensis A47934
-
(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 Arg254 and Glu189 join to form a specific contact with one of the phenolic hydroxyls of the substrate, and this interaction plays a key role in both substrate recognition and catalysis Streptomyces toyocaensis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3,5-dihydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3,5-dihydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis A47934 (3,5-dihydroxyphenyl)glyoxylate + CoA
-
?
(3-hydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis (3-hydroxyphenyl)glyoxylate + CoA
-
?
(3-hydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis A47934 (3-hydroxyphenyl)glyoxylate + CoA
-
?
(4-hydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis (4-hydroxyphenyl)glyoxylate + CoA
-
?
(4-hydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis A47934 (4-hydroxyphenyl)glyoxylate + CoA
-
?
(5-hydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis 2-(5-hydroxyphenyl)glyoxylate + CoA
-
r
(5-hydroxyphenyl)acetyl-CoA + O2
-
Streptomyces toyocaensis A47934 2-(5-hydroxyphenyl)glyoxylate + CoA
-
r
phenylacetyl-CoA + O2
-
Streptomyces toyocaensis phenylglyoxylate + CoA
-
?
phenylacetyl-CoA + O2
-
Streptomyces toyocaensis A47934 phenylglyoxylate + CoA
-
?

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
0.064
-
phenylacetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.069
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme Q299N Streptomyces toyocaensis
0.085
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme E189Q Streptomyces toyocaensis
0.086
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme R254K Streptomyces toyocaensis
0.125
-
(5-hydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.153
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme E255Q Streptomyces toyocaensis
0.172
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.222
-
(3-hydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis

pH Optimum

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

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.26
-
(3-hydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
0.4
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme R254K Streptomyces toyocaensis
0.62
-
phenylacetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
1.3
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme E189Q Streptomyces toyocaensis
27.6
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme Q299N Streptomyces toyocaensis
28.4
-
(5-hydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis
42.5
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, mutant enzyme E255Q Streptomyces toyocaensis
44
-
(3,5-dihydroxyphenyl)acetyl-CoA pH 7.5, 24°C, wild-type enzyme Streptomyces toyocaensis