Flavonoid 3′-monooxygenase

(Redirected from Flavonoid 3′-hydroxylase)

Flavonoid 3′-monooxygenase (EC 1.14.14.82, originally classified as EC 1.14.13.21) is an enzyme that catalyzes the chemical reaction[1]

Flavonoid 3′-monooxygenase
Identifiers
EC no.1.14.14.82
CAS no.85340-98-3
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
Search
PMCarticles
PubMedarticles
NCBIproteins
a flavonoid + NADPH + H+ + O2 a 3′-hydroxyflavonoid + NADP+ + H2O

For example, naringenin is converted to eriodictyol:

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

The enzyme uses molecular oxygen and reduced nicotinamide adenine dinucleotide phosphate (NADPH) to insert a hydroxy group into a specific position in one of the benzene rings of the starting material.[2]

It is a cytochrome P450 protein containing heme which acts as an oxidoreductase. The systematic name of this enzyme class is flavonoid,NADPH:oxygen oxidoreductase (3′-hydroxylating). Other names in common use include flavonoid 3′-hydroxylase, flavonoid 3-hydroxylase (erroneous), NADPH:flavonoid-3′-hydroxylase, and flavonoid 3-monooxygenase (erroneous). In palnts including Matthiola incana from which it was first characterised, it is part of the pathway to anthocyanins.[1][3]

References

edit
  1. 1 2 Forkmann G, Heller W, Grisebach H (1980). "Anthocyanin Biosynthesis in Flowers of Matthiola incana Flavanone 3-and Flavonoid 3′-Hydroxylases". Zeitschrift für Naturforschung C. 35 (9–10): 691–695. doi:10.1515/znc-1980-9-1004.
  2. Enzyme 1.14.14.82 at KEGG Pathway Database.
  3. Ververidis F, Trantas E, Douglas C, Vollmer G, Kretzschmar G, Panopoulos N (October 2007). "Biotechnology of flavonoids and other phenylpropanoid-derived natural products. Part I: Chemical diversity, impacts on plant biology and human health". Biotechnology Journal. 2 (10): 1214–1234. doi:10.1002/biot.200700084. PMID 17935117.