Flavonol biosynthesis by nonheme iron dioxygenases: A computational study into the structure and mechanism.
Cluster model
Density functional theory
Enzyme mechanism
Hydroxylation
Nonheme iron
Journal
Journal of inorganic biochemistry
ISSN: 1873-3344
Titre abrégé: J Inorg Biochem
Pays: United States
ID NLM: 7905788
Informations de publication
Date de publication:
09 2019
09 2019
Historique:
received:
04
04
2019
revised:
13
05
2019
accepted:
29
05
2019
pubmed:
17
6
2019
medline:
23
5
2020
entrez:
17
6
2019
Statut:
ppublish
Résumé
Plants produce flavonol compounds for vital functions regarding plant growth, fruit and flower colouring as well as fruit ripening processes. Several of these biosynthesis steps are stereo- and regioselective and are being carried out by nonheme iron enzymes. Using density functional theory calculations on a large active site model complex of flavanone-3β-hydroxylase (FHT), we established the mechanism for conversion of naringenin to its dihydroflavonol, which is a key step in the mechanism of flavonol biosynthesis. The reaction starts with dioxygen binding to the iron(II) centre and a reaction with α-ketoglutarate co-substrate gives succinate, an iron(IV)-oxo species and CO
Identifiants
pubmed: 31203088
pii: S0162-0134(19)30203-X
doi: 10.1016/j.jinorgbio.2019.110728
pii:
doi:
Substances chimiques
Flavanones
0
Iron
E1UOL152H7
Mixed Function Oxygenases
EC 1.-
flavanone 3-dioxygenase
EC 1.14.11.9
naringenin
HN5425SBF2
Oxygen
S88TT14065
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
110728Informations de copyright
Copyright © 2019 Elsevier Inc. All rights reserved.