Literature summary for 2.5.1.111 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.

Search for more literature for 2.5.1.111

Crystallization (Commentary)

Crystallization (Comment)	Organism
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

Crystallization (Comment)

Organism

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

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

KM Value [mM]

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

Metals/Ions

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

Natural Substrates/ Products (Substrates)

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

Organism	UniProt	Comment	Textmining
Streptomyces roseochromogenus subsp. oscitans	Q8GHB2	-	-

Purification (Commentary)

Purification (Comment)	Organism
-	Streptomyces roseochromogenus subsp. oscitans

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
dimethylallyl diphosphate + 4-hydroxyphenylpyruvate	-	Streptomyces roseochromogenus subsp. oscitans	diphosphate + 3-dimethylallyl-4-hydroxyphenylpyruvate	-	?
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

Synonyms	Comment	Organism
CloQ	-	Streptomyces roseochromogenus subsp. oscitans

Temperature Optimum [°C]

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

Turnover Number [1/s]

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

pH Optimum

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

General Information

General Information	Comment	Organism
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]

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