KEGG   ENZYME: 1.3.1.112Help
Entry
EC 1.3.1.112                Enzyme                                 

Name
anthocyanidin reductase [(2S)-flavan-3-ol-forming]
Class
Oxidoreductases;
Acting on the CH-CH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
(2S)-flavan-3-ol:NAD(P)+ oxidoreductase
Reaction(IUBMB)
(1) a (2S,3R)-flavan-3-ol + 2 NADP+ = an anthocyanidin with a 3-hydroxy group + 2 NADPH + H+ [RN:R11426];
(2) a (2S,3S)-flavan-3-ol + 2 NADP+ = an anthocyanidin with a 3-hydroxy group + 2 NADPH + H+ [RN:R11427]
Reaction(KEGG)
Substrate
(2S,3R)-flavan-3-ol [CPD:C21379];
NADP+ [CPD:C00006];
(2S,3S)-flavan-3-ol [CPD:C21380]
Product
anthocyanidin with a 3-hydroxy group [CPD:C21381];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme, characterized from Vitis vinifera (grape), participates in the flavonoid biosynthesis pathway. It catalyses the double reduction of anthocyanidins, producing a mixture of (2S,3S)- and (2S,3R)-flavan-3-ols. The enzyme catalyses sequential hydride transfers to C-2 and C-4, respectively. Epimerization at C-3 is achieved by tautomerization that occurs between the two hydride transfers. cf. EC 1.3.1.77, anthocyanidin reductase [(2R,3R)-flavan-3-ol-forming].
History
EC 1.3.1.112 created 2016
Orthology
K21102  anthocyanidin reductase [(2S)-flavan-3-ol-forming]
Genes
VVI: 100232981(ANR)
Taxonomy
Reference
1  [PMID:19690377]
  Authors
Gargouri M, Manigand C, Mauge C, Granier T, Langlois d'Estaintot B, Cala O, Pianet I, Bathany K, Chaudiere J, Gallois B
  Title
Structure and epimerase activity of anthocyanidin reductase from Vitis vinifera.
  Journal
Acta Crystallogr D Biol Crystallogr 65:989-1000 (2009)
DOI:10.1107/S0907444909025013
  Sequence
[vvi:100232981]
Reference
2  [PMID:20030585]
  Authors
Gargouri M, Chaudiere J, Manigand C, Mauge C, Bathany K, Schmitter JM, Gallois B
  Title
The epimerase activity of anthocyanidin reductase from Vitis vinifera and its regiospecific hydride transfers.
  Journal
Biol Chem 391:219-27 (2010)
DOI:10.1515/BC.2010.015
Other DBs
ExplorEnz - The Enzyme Database: 1.3.1.112
IUBMB Enzyme Nomenclature: 1.3.1.112
ExPASy - ENZYME nomenclature database: 1.3.1.112
BRENDA, the Enzyme Database: 1.3.1.112

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