Flavanone 3-dioxygenase

Short description: Class of enzymes

Naringenin 3-dioxygenase

Identifiers
EC number| 1.14.11.9
CAS number| 75991-43-4
Databases
IntEnz| IntEnz view
BRENDA| BRENDA entry
ExPASy| NiceZyme view
KEGG| KEGG entry
MetaCyc| metabolic pathway
PRIAM| profile
PDB structures| RCSB PDB PDBe PDBsum
Gene Ontology| AmiGO  / QuickGO
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PMC| articles
PubMed| articles
NCBI| proteins

Flavanone 3-dioxygenase (EC 1.14.11.9) is an enzyme that catalyzes several chemical reactions of flavanones.[1][2] For example, naringenin is converted to aromadendrin:

1. REDIRECT Template:Chemical reaction

The enzyme is a member of a superfamily of alpha-ketoglutarate-dependent hydroxylases. Its substrates are a flavanone such as naringenin and oxygen. These are converted into a flavanonol.[3]

This enzyme is an oxidase, with systematic name flavanone,2-oxoglutarate:oxygen oxidoreductase (3-hydroxylating). Other names in common use include naringenin 3-hydroxylase, flavanone 3-hydroxylase, flavanone 3beta-hydroxylase, flavanone synthase I, (2S)-flavanone 3-hydroxylase, and naringenin,2-oxoglutarate:oxygen oxidoreductase (3-hydroxylating). It is a non-heme iron protein with ferryl active site where Fe(IV)=O is the species that transfers its oxygen to the substrate.[4]

The mechanism of action requires 2-oxoglutaric acid to activate the iron oxygen complex, and this gives succinic acid and carbon dioxide when the second atom of the molecular oxygen is removed. Ascorbic acid improves the turnover number of the enzyme.[4][5]

1. REDIRECT Template:Chemical reaction

## References

1. ↑ "Anthocyanin biosynthesis in flowers of Matthiola incana flavanone 3- and flavonoid 3'-hydroxylases". Z. Naturforsch. C: Biosci. 35: 691-695. 1980. doi:10.1515/znc-1980-9-1004.
2. ↑ "Significance of C-terminal sequence elements for Petunia flavanone 3beta-hydroxylase activity". FEBS Lett. 561 (1–3): 149-54. 2004. doi:10.1016/S0014-5793(04)00159-0. PMID 15013767. Bibcode: 2004FEBSL.561..149W.
3. ↑ Enzyme 1.14.11.9 at KEGG Pathway Database.
4. ↑ 4.0 4.1 Mbenza, Naasson M.; Vadakkedath, Praveen G.; McGillivray, Duncan J.; Leung, Ivanhoe K.H. (2017). "NMR studies of the non-haem Fe(II) and 2-oxoglutarate-dependent oxygenases". Journal of Inorganic Biochemistry 177: 384–394. doi:10.1016/j.jinorgbio.2017.08.032. PMID 28893416.
5. ↑ Clifton, Ian J.; Hsueh, Li-Ching; Baldwin, Jack E.; Harlos, Karl; Schofield, Christopher J. (2001). "Structure of proline 3-hydroxylase". European Journal of Biochemistry 268 (24): 6625–6636. doi:10.1046/j.0014-2956.2001.02617.x. PMID 11737217.

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Oxidoreductases: dioxygenases, including steroid hydroxylases (EC 1.14)

1.14.11: 2-oxoglutarate|

* Prolyl hydroxylase
* HIF prolyl-hydroxylase
* EGLN1
* EGLN2
* EGLN3
* P4HTM
* Lysyl hydroxylase

1.14.13: NADH or NADPH|

* Flavin-containing monooxygenase
* FMO1
* FMO2
* FMO3
* FMO4
* FMO5
* Nitric oxide synthase
* NOS1
* NOS2
* NOS3
* Cholesterol 7 alpha-hydroxylase
* Methane monooxygenase
* 3A4
* Lanosterol 14 alpha-demethylase
* 24-hydroxycholesterol 7α-hydroxylase

1.14.14: reduced flavin or flavoprotein|

* 19A1
* 2D6
* 2E1

1.14.15: reduced iron-sulfur protein|

* 11B1
* 11B2
* 11A1

1.14.16: reduced pteridine (BH4 dependent)|

* Phenylalanine hydroxylase
* Tyrosine hydroxylase
* Tryptophan hydroxylase

1.14.17: reduced ascorbate|

* Dopamine beta-hydroxylase

1.14.18-19: other|

* Tyrosinase
* Stearoyl-CoA desaturase-1

1.14.99 \- miscellaneous|

* Cyclooxygenase
* Heme oxygenase (HMOX1)
* Squalene monooxygenase
* 17A1
* 21A2
* Ecdysone 20-monooxygenase

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Enzymes

Activity|

* Active site
* Binding site
* Catalytic triad
* Oxyanion hole
* Enzyme promiscuity
* Catalytically perfect enzyme
* Coenzyme
* Cofactor
* Enzyme catalysis

Regulation|

* Allosteric regulation
* Cooperativity
* Enzyme inhibitor
* Enzyme activator

Classification|

* EC number
* Enzyme superfamily
* Enzyme family
* List of enzymes

Kinetics|

* Enzyme kinetics
* Eadie–Hofstee diagram
* Hanes–Woolf plot
* Lineweaver–Burk plot
* Michaelis–Menten kinetics

Types|

* EC1 Oxidoreductases (list)
* EC2 Transferases (list)
* EC3 Hydrolases (list)
* EC4 Lyases (list)
* EC5 Isomerases (list)
* EC6 Ligases (list)
* EC7 Translocases (list)

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