Albendazole monooxygenase

Albendazole monooxygenase
Identifiers
EC no.1.14.13.32
CAS no.101299-59-6
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
Search
PMCarticles
PubMedarticles
NCBIproteins

Albendazole monooxygenase (EC 1.14.13.32) 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 albendazole, reduced nicotinamide adenine dinucleotide phosphate (NADPH), oxygen and a proton. Its products are ricobendazole (albendazole S-oxide), oxidised NADP+, and water.[1][2][3]

This enzyme is coded by the gene for FMO3[1] and is a flavin-containing monooxygenase that uses molecular oxygen as oxidant and incorporates one of its atoms into the starting material. The systematic name of this enzyme class is albendazole,NADPH:oxygen oxidoreductase (sulfoxide-forming). Other names in common use include albendazole oxidase, and albendazole sulfoxidase. It employs one cofactor, flavin adenine dinucleotide.[1]

See also

A similar oxidation is carried out by EC 1.14.14.73, albendazole monooxygenase (sulfoxide-forming), which in humans is known to be carried out by CYP3A4 and CYP2J2.[3][4]

References

  1. 1 2 3 Enzyme 1.14.13.32 at KEGG Pathway Database.
  2. ↑ Fargetton X, Galtier P, Delatour P (1986). "Sulfoxidation of albendazole by a cytochrome P450-independent monooxygenase from rat liver microsomes". Vet. Res. Commun. 10 (4): 317–324. doi:10.1007/BF02213995. PMID 3739217.
  3. 1 2 Rawden, Helen C.; Kokwaro, Gilbert O.; Ward, Stephen A.; Edwards, Geoffrey (2000). "Relative contribution of cytochromes P-450 and flavin-containing monoxygenases to the metabolism of albendazole by human liver microsomes". British Journal of Clinical Pharmacology. 49 (4): 313–322. doi:10.1046/j.1365-2125.2000.00170.x. PMC 2014938. PMID 10759686.
  4. ↑ EC 1.14.14.73