Pentalenolactone D synthase

Pentalenolactone D synthase
Identifiers
EC no.1.14.13.170
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
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NCBIproteins

Pentalenolactone D synthase (EC 1.14.13.170, penE (gene), pntE (gene)) is an enzyme with systematic name 1-deoxy-11-oxopentalenate,NADH:oxygen oxidoreductase (pentalenolactone-D forming).[1] It catalyses the following chemical reaction

2D representation of the chemical structure of Q27139100.
1-deoxy-11-oxopentalenic acid
+ NADPH + H+
 
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 
2D representation of the chemical structure of Q27139108.
pentalenolactone D
 

The four substrates of this enzyme are 1-deoxy-11-oxopentalenic acid, reduced nicotinamide adenine dinucleotide phosphate (NADPH), oxygen, and a proton. It products are pentalenolactone D, oxidised NADP+, and water.[2] The starting ketone is made as part of the biosynthetic pathway to pentalenolactone in Streptomyces avermitilis.[3]

Structure of pentalenolactone

The enzyme is a Baeyer-Villiger monooxygenase that uses flavin adenine dinucleotide as a cofactor.[1]

See also

References

  1. 1 2 Seo MJ, Zhu D, Endo S, Ikeda H, Cane DE (March 2011). "Genome mining in Streptomyces. Elucidation of the role of Baeyer-Villiger monooxygenases and non-heme iron-dependent dehydrogenase/oxygenases in the final steps of the biosynthesis of pentalenolactone and neopentalenolactone". Biochemistry. 50 (10): 1739–54. doi:10.1021/bi1019786. PMC 3051010. PMID 21250661.
  2. ↑ Enzyme 1.14.13.170 at KEGG Pathway Database.
  3. ↑ You Z, Omura S, Ikeda H, Cane DE (March 2007). "Pentalenolactone biosynthesis: Molecular cloning and assignment of biochemical function to PtlF, a short-chain dehydrogenase from Streptomyces avermitilis, and identification of a new biosynthetic intermediate". Archives of Biochemistry and Biophysics. 459 (2): 233–40. doi:10.1016/j.abb.2006.11.016. PMC 1857356. PMID 17178094.