Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
twitter

MetaCyc Enzyme: 1-deoxypentalenate 11-hydroxylase

Gene: ptlH Accession Numbers: G-14661 (MetaCyc), SAV_2991

Species: Streptomyces avermitilis

Summary:
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 gene was cloned by PCR and expressed in Escherichia coli as an N-terminal His6-tag protein, and the recombinant protein was purified [You06].

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)

Unification Links: Entrez-gene:1210627 , Protein Model Portal:Q82IZ1 , SMR:Q82IZ1 , String:227882.SAV_2991 , UniProt:Q82IZ1

Relationship Links: InterPro:IN-FAMILY:IPR008775 , PDB:Structure:2RDN , PDB:Structure:2RDQ , PDB:Structure:2RDR , PDB:Structure:2RDS , Pfam:IN-FAMILY:PF05721

Gene-Reaction Schematic: ?

Credits:
Created 26-Sep-2011 by Caspi R , SRI International


Enzymatic reaction of: 1-deoxypentalenate 11-hydroxylase

EC Number: 1.14.11.35

1-deoxypentalenate + 2-oxoglutarate + oxygen <=> 1-deoxy-11β-hydroxypentalenate + succinate + CO2

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

The reaction is physiologically favored in the direction shown.

In Pathways: neopentalenoketolactone and pentalenate biosynthesis

Cofactors or Prosthetic Groups: Fe2+

Kinetic Parameters:

Substrate
Km (μM)
kcat (sec-1)
kcat/Km (sec-1 μM-1)
Citations
1-deoxypentalenate
570.0
4.2
[You06]

pH(opt): 6 [You06]


References

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

You07: You Z, Omura S, Ikeda H, Cane DE, Jogl G (2007). "Crystal structure of the non-heme iron dioxygenase PtlH in pentalenolactone biosynthesis." J Biol Chem 282(50);36552-60. PMID: 17942405


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Nov 27, 2014, BIOCYC13A.