|Gene:||ptlH||Accession Numbers: G-14661 (MetaCyc), SAV_2991|
Species: Streptomyces avermitilis
The ptlH gene from the pentalenolactone gene cluster of Streptomyces avermitilis encodes 1-deoxypentalenate 11-hydroxylase, an enzyme that catalyzes the Fe(II)- and 2-ketoglutarate-dependent hydroxylation of 1-deoxypentalenate to 1-deoxy-11β-hydroxypentalenate, a step in the biosynthesis of the sesquiterpenoid antibiotic compound pentalenolactone. The enzyme is a non-heme iron dioxygenase
The x-ray crystal structure of PtlH was determined in several complexes with the cofactors iron, 2-ketoglutarate, and the non-reactive enantiomer of the substrate, ent-1-deoxypentalenate [You07].
Gene Citations: [Omura01]
Molecular Weight of Polypeptide: 32.264 kD (from nucleotide sequence)
Enzymatic reaction of: 1-deoxypentalenate 11-hydroxylase
EC Number: 184.108.40.206
The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.
The reaction is physiologically favored in the direction shown.
In Pathways: neopentalenoketolactone and pentalenate biosynthesis
Cofactors or Prosthetic Groups: Fe2+
pH(opt): 6 [You06]
Omura01: Omura S, Ikeda H, Ishikawa J, Hanamoto A, Takahashi C, Shinose M, Takahashi Y, Horikawa H, Nakazawa H, Osonoe T, Kikuchi H, Shiba T, Sakaki Y, Hattori M (2001). "Genome sequence of an industrial microorganism Streptomyces avermitilis: deducing the ability of producing secondary metabolites." Proc Natl Acad Sci U S A 98(21);12215-20. PMID: 11572948
You06: You Z, Omura S, Ikeda H, Cane DE (2006). "Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlH, a non-heme iron dioxygenase of Streptomyces avermitilis." J Am Chem Soc 128(20);6566-7. PMID: 16704250
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