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1.13.11.83

Accepted name:

4-hydroxy-3-prenylphenylpyruvate oxygenase

Reaction:

3-(4-hydroxy-3-prenylphenyl)pyruvate + O₂ = 4-hydroxy-3-prenylmandelate + CO₂

For diagram of 3-dimethylallyl-4-hydroxybenzoate biosynthesis, click here

Glossary:

3-(4-hydroxy-3-prenylphenyl)pyruvate = 3-(4-hydroxy-3-prenylphenyl)-2-oxopropanoate
4-hydroxy-3-prenylmandelate = 2-hydroxy-2-(4-hydroxy-3-prenylphenyl)acetate
prenyl = 3-methylbut-2-en-1-yl

Other name(s):

CloR

Systematic name:

3-(4-hydroxy-3-prenylphenyl)pyruvate:oxygen 1,2-oxidoreductase (4-hydroxy-3-prenylmandelate-forming)

Comments:

Requires non-heme-iron(II). Isolated from the bacterium Streptomyces roseochromogenes DS 12976. A bifunctional enzyme involved in clorobiocin biosynthesis that also catalyses the activity of EC 1.13.12.23, 4-hydroxy-3-prenylbenzoate synthase.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc

References:

1.	Pojer, F., Kahlich, R., Kammerer, B., Li, S.M. and Heide, L. CloR, a bifunctional non-heme iron oxygenase involved in clorobiocin biosynthesis. J. Biol. Chem. 278 (2003) 30661–30668. [DOI] [PMID: 12777382]

[EC 1.13.11.83 created 2017]

2.5.1.111

Accepted name:

4-hydroxyphenylpyruvate 3-dimethylallyltransferase

Reaction:

prenyl diphosphate + 3-(4-hydroxyphenyl)pyruvate = diphosphate + 3-(4-hydroxy-3-prenylphenyl)pyruvate

For diagram of 3-dimethylallyl-4-hydroxybenzoate biosynthesis, click here and for diagram of 4-hydroxyphenylpyruvate metabolites, click here

Glossary:

3-dimethylallyl-4-hydroxyphenylpyruvate = 3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-2-oxopropanoate

Other name(s):

CloQ; 4HPP dimethylallyltransferase; NovQ; dimethylallyl diphosphate:4-hydroxyphenylpyruvate 3-dimethylallyltransferase

Systematic name:

prenyl-diphosphate:3-(4-hydroxyphenyl)pyruvate 3′-prenyltransferase

Comments:

The enzyme's product feeds into the biosynthesis of the aminocoumarin antibiotics clorobiocin and novobiocin [1].

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc, PDB

References:

1.	Pojer, F., Wemakor, E., Kammerer, B., Chen, H., Walsh, C.T., Li, S.M. and Heide, L. CloQ, a prenyltransferase involved in clorobiocin biosynthesis. Proc. Natl. Acad. Sci. USA 100 (2003) 2316–2321. [DOI] [PMID: 12618544]
2.	Keller, S., Pojer, F., Heide, L. and Lawson, D.M. Crystallization and preliminary X-ray analysis of the aromatic prenyltransferase CloQ from the clorobiocin biosynthetic cluster of Streptomyces roseochromogenes. Acta Crystallogr. Sect. F Struct. Biol. Cryst. Commun. 62 (2006) 1153–1155. [DOI] [PMID: 17077503]
3.	Metzger, U., Keller, S., Stevenson, C.E., Heide, L. and Lawson, D.M. Structure and mechanism of the magnesium-independent aromatic prenyltransferase CloQ from the clorobiocin biosynthetic pathway. J. Mol. Biol. 404 (2010) 611–626. [DOI] [PMID: 20946900]
4.	Ozaki, T., Mishima, S., Nishiyama, M. and Kuzuyama, T. NovQ is a prenyltransferase capable of catalyzing the addition of a dimethylallyl group to both phenylpropanoids and flavonoids. J. Antibiot. (Tokyo) 62 (2009) 385–392. [DOI] [PMID: 19557032]

[EC 2.5.1.111 created 2013]