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Literature summary extracted from

  • Metzger, U.; Keller, S.; Stevenson, C.E.; Heide, L.; Lawson, D.M.
    Structure and mechanism of the magnesium-independent aromatic prenyltransferase CloQ from the clorobiocin biosynthetic pathway (2010), J. Mol. Biol., 404, 611-626.
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
2.5.1.111 crystals are grown by hanging-drop vapor diffusion at 20 °C. Structure of of the apoenzyme, of CloQ complexed with 4-hydroxyphenylpyruvate, of mutant enzyme C215S complexed with 4-hydroxyphenylpyruvate and of the mutant enzyme R66S complexed with 4-hydroxyphenylpyruvate. Structure of CloQ complexed with 4-hydroxyphenylpyruvate reveals the formation of a covalent link between the substrate and Cys215 to yield a thiohemiketal species Streptomyces roseochromogenus subsp. oscitans

Protein Variants

EC Number Protein Variants Comment Organism
2.5.1.111 C215A activity is comparable to that of the wild-type enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 C215S activity is comparable to that of the wild-type enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 E281G mutant enzyme shows 1% of wild-type activity Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 K54S inactive mutant enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 R160A mutant enzyme shows 17.3% of wild-type activity Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 R160Q mutant enzyme shows 19.7% of wild-type activity Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 R66S mutant enzyme shows 1.9% of wild-type activity Streptomyces roseochromogenus subsp. oscitans

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.111 0.016
-
 4-hydroxyphenylpyruvate pH 7.5, 30°C, wild-type enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 0.025
-
 dimethylallyl diphosphate pH 7.5, 30°C, wild-type Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 0.025
-
 4-hydroxyphenylpyruvate pH 7.5, 30°C, C215 mutant enzyme Streptomyces roseochromogenus subsp. oscitans

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.5.1.111 additional information Mg2+-independent enzyme Streptomyces roseochromogenus subsp. oscitans

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.111 dimethylallyl diphosphate + 4-hydroxyphenylpyruvate Streptomyces roseochromogenus subsp. oscitans involved in the synthesis of the prenylated hydroxybenzoate moiety of the antibiotic clorobiocin, specifically catalyzing the attachment of a dimethylallyl moiety to 4-hydroxyphenylpyruvate diphosphate + 3-dimethylallyl-4-hydroxyphenylpyruvate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.111 Streptomyces roseochromogenus subsp. oscitans Q8GHB2
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.5.1.111
-
 Streptomyces roseochromogenus subsp. oscitans

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.111 dimethylallyl diphosphate + 4-hydroxyphenylpyruvate
-
 Streptomyces roseochromogenus subsp. oscitans diphosphate + 3-dimethylallyl-4-hydroxyphenylpyruvate
-
 ?
2.5.1.111 dimethylallyl diphosphate + 4-hydroxyphenylpyruvate involved in the synthesis of the prenylated hydroxybenzoate moiety of the antibiotic clorobiocin, specifically catalyzing the attachment of a dimethylallyl moiety to 4-hydroxyphenylpyruvate Streptomyces roseochromogenus subsp. oscitans diphosphate + 3-dimethylallyl-4-hydroxyphenylpyruvate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.111 CloQ
-
 Streptomyces roseochromogenus subsp. oscitans

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.111 30
-
 assay at Streptomyces roseochromogenus subsp. oscitans

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.5.1.111 0.151
-
 4-hydroxyphenylpyruvate pH 7.5, 30°C, C215 mutant enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 0.159
-
 4-hydroxyphenylpyruvate pH 7.5, 30°C, wild-type enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 0.253
-
 dimethylallyl diphosphate pH 7.5, 30°C, wild-type Streptomyces roseochromogenus subsp. oscitans

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.5.1.111 7.5
-
 assay at Streptomyces roseochromogenus subsp. oscitans

General Information

EC Number General Information Comment Organism
2.5.1.111 physiological function involved in the synthesis of the prenylated hydroxybenzoate moiety of the antibiotic clorobiocin, specifically catalyzing the attachment of a dimethylallyl moiety to 4-hydroxyphenylpyruvate Streptomyces roseochromogenus subsp. oscitans

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.5.1.111 6.04
-
 4-hydroxyphenylpyruvate pH 7.5, 30°C, C215 mutant enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 9.94
-
 4-hydroxyphenylpyruvate pH 7.5, 30°C, wild-type enzyme Streptomyces roseochromogenus subsp. oscitans
2.5.1.111 10.12
-
 dimethylallyl diphosphate pH 7.5, 30°C, wild-type Streptomyces roseochromogenus subsp. oscitans