4-Hydroxyacetophenone monooxygenase

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4-hydroxyacetophenone monooxygenase
Identifiers
EC no.1.14.13.84
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4-hydroxyacetophenone monooxygenase (EC 1.14.13.84) is an enzyme that catalyzes the chemical reaction:

+ NADPH + H+
 
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 
 

The four substrates of this enzyme are piceol (4-hydroxyacetophenone), reduced nicotinamide adenine dinucleotide phosphate (NADPH), oxygen, and a proton. Its products are hydroquinone monoacetate, oxidised NADP+, and water.[1][2]

This enzyme is a flavoprotein of Baeyer-Villiger monooxygenase type, which uses molecular oxygen as oxidant and incorporates one of its atoms into the starting material.[3] The systematic name of this enzyme class is (4-hydroxyphenyl)ethan-1-one,NADPH:oxygen oxidoreductase (ester-forming). This enzyme is also called HAPMO. It participates in bisphenol a degradation.[4]

References

  1. Enzyme 1.14.13.84 at KEGG Pathway Database.
  2. Kamerbeek NM, Olsthoorn AJ, Fraaije MW, Janssen DB (2003). "Substrate specificity and enantioselectivity of 4-hydroxyacetophenone monooxygenase". Appl. Environ. Microbiol. 69 (1): 419–26. Bibcode:2003ApEnM..69..419K. doi:10.1128/AEM.69.1.419-426.2003. PMC 152415. PMID 12514023.
  3. Janssen DB; Moonen, MJ; Van Der Ven, JG; Van Berkel, WJ; Fraaije, MW; Janssen, DB (2001). "4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB. A novel flavoprotein catalyzing Baeyer-Villiger oxidation of aromatic compounds" (PDF). Eur. J. Biochem. 268 (9): 2547–57. doi:10.1046/j.1432-1327.2001.02137.x. PMID 11322873.
  4. Prasad Kotharu; Lynda Ellis; Shawn Balcome. "Bisphenol A Pathway Map". Biocatalysis/Biodegradation Database. Retrieved 2015-11-04.