2-hydroxycyclohexanone 2-monooxygenase

2-hydroxycyclohexanone 2-monooxygenase
Identifiers
EC no.1.14.13.66
CAS no.62628-31-3
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
Search
PMCarticles
PubMedarticles
NCBIproteins

2-hydroxycyclohexanone 2-monooxygenase (EC 1.14.13.66) is an enzyme that catalyzes the chemical reaction

2D representation of the chemical structure of Q27102692.
2-hydroxycyclohexan-1-one
 
 
O2 + H+
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 Q27102198.
6-hydroxyhexano-6-lactone
 

The four substrates of this enzyme are 2-hydroxycyclohexan-1-one, reduced nicotinamide adenine dinucleotide phosphate (NADPH), oxygen, and a proton. Its products are 6-hydroxyhexano-6-lactone, oxidised NADP+, and water.[1][2]

This enzyme is an oxidoreductase, acting on paired donors, with molecular oxygen as oxidant and incorporating one of its atoms. The systematic name of this enzyme class is 2-hydroxycyclohexan-1-one,NADPH:oxygen 2-oxidoreductase (1,2-lactonizing). The product spontaneously forms 6-oxohexanoic acid and in Acinetobacter this can be further oxidised to adipic acid.[2]

2D representation of the chemical structure of Q27102198.
6-hydroxyhexano-6-lactone
 
 
 
Rightward reaction arrow
 
 
 
2D representation of the chemical structure of Q27105685.
6-oxohexanoic acid
 
 
 
Rightward reaction arrow
 
 
 

References

  1. ↑ Enzyme 1.14.13.66 at KEGG Pathway Database.
  2. 1 2 Davey JF, Trudgill PW (1977). "The metabolism of trans-cyclohexan-1,2-diol by an Acinetobacter species". Eur. J. Biochem. 74 (1): 115–27. doi:10.1111/j.1432-1033.1977.tb11373.x. PMID 856571.