Enzyme

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     1. Oxidoreductases
        1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
            1.14.20 With 2-oxoglutarate as one donor, and the other dehydrogenated
ID:1.14.20.4
Description:Anthocyanidin synthase.
Alternative Name: Leucocyanidin oxygenase.
Leucoanthocyanidin dioxygenase.
Prosite: PDOC51471;
PDB:
PDBScop

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 1.14.20.4
BRENDA Enzyme Link: BRENDA 1.14.20.4
KEGG Enzyme Link: KEGG1.14.20.4
BioCyc Enzyme Link: BioCyc 1.14.20.4
ExPASy Enzyme Link: ExPASy1.14.20.4
EC2PDB Enzyme Link: EC2PDB 1.14.20.4
ExplorEnz Enzyme Link: ExplorEnz 1.14.20.4
PRIAM enzyme-specific profiles Link: PRIAM 1.14.20.4
IntEnz Enzyme Link: IntEnz 1.14.20.4
MEDLINE Enzyme Link: MEDLINE 1.14.20.4
MSA:

1.14.20.4;

Phylogenetic Tree:

1.14.20.4;

Uniprot:
M-CSA:
RHEA:54432 2-oxoglutarate + a (2R,3S,4S)-leucoanthocyanidin + O2 = a 4-H-anthocyanidin with a 3-hydroxy group + CO2 + 2 H2O + succinate
RULE(radius=1) [*:1]-[CH;+0:2]1-[CH;+0:3](-[c;H0;+0:4](:[*:5]):[*:6])-[O;H0;+0:7]-[*:8]:[*:9]-[CH;+0:10]-1-[OH;+0:11].[*:12]=[C;H0;+0:13](-[OH;+0:14])-[C;H0;+0:15](=[*:16])-[*:17].[O;H0;+0:18]=[O;H0;+0:19]>>[*:1]-[c;H0;+0:2]1:[cH;+0:10]:[*:9]:[*:8]:[o+;H0:7]:[c;H0;+0:3]:1-[c;H0;+0:4](:[*:5]):[*:6].[*:16]=[C;H0;+0:15](-[*:17])-[OH;+0:18].[*:12]=[C;H0;+0:13]=[O;H0;+0:14].[OH2;+0:11].[OH2;+0:19]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Novel transgenic rice overexpressing anthocyanidin synthase accumulates a mixture of flavonoids leading to an increased antioxidant potential.Reddy AM, Reddy VS, Scheffler BE, Wienand U, Reddy AR2007 Jan17157544
Anthocyanidin synthase from Gerbera hybrida catalyzes the conversion of (+)-catechin to cyanidin and a novel procyanidin.Wellmann F, Griesser M, Schwab W, Martens S, Eisenreich W, Matern U, Lukacin R2006 Mar 616494872
Incorporation of oxygen into the succinate co-product of iron(II) and 2-oxoglutarate dependent oxygenases from bacteria, plants and humans.Welford RW, Kirkpatrick JM, McNeill LA, Puri M, Oldham NJ, Schofield CJ2005 Sep 2616153644
The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity.Turnbull JJ, Nagle MJ, Seibel JF, Welford RW, Grant GH, Schofield CJ2003 Nov 314552794
Structure and mechanism of anthocyanidin synthase from Arabidopsis thaliana.Wilmouth RC, Turnbull JJ, Welford RW, Clifton IJ, Prescott AG, Schofield CJ2002 Jan11796114
Direct evidence for anthocyanidin synthase as a 2-oxoglutarate-dependent oxygenase: molecular cloning and functional expression of cDNA from a red forma of Perilla frutescens.Saito K, Kobayashi M, Gong Z, Tanaka Y, Yamazaki M1999 Jan10074715

RHEA:10768 (2R,3S,4S)-3,4-leucopelargonidin + 2-oxoglutarate + O2 = (4S)-2,3-dehydroleucopelargonidin + CO2 + H(+) + H2O + succinate
RULE(radius=1) [*:1]-[CH;+0:2](-[*:3])-[OH;+0:4].[*:5]=[C;H0;+0:6](-[OH;+0:7])-[C;H0;+0:8](=[*:9])-[*:10].[O;H0;+0:11]=[O;H0;+0:12]>>[*:1]-[C;H0;+0:2](-[*:3])=[O;H0;+0:4].[*:9]=[C;H0;+0:8](-[*:10])-[OH;+0:11].[*:5]=[C;H0;+0:6]=[O;H0;+0:7].[OH2;+0:12]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Anthocyanidin synthase from Gerbera hybrida catalyzes the conversion of (+)-catechin to cyanidin and a novel procyanidin.Wellmann F, Griesser M, Schwab W, Martens S, Eisenreich W, Matern U, Lukacin R2006 Mar 616494872
Incorporation of oxygen into the succinate co-product of iron(II) and 2-oxoglutarate dependent oxygenases from bacteria, plants and humans.Welford RW, Kirkpatrick JM, McNeill LA, Puri M, Oldham NJ, Schofield CJ2005 Sep 2616153644
The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity.Turnbull JJ, Nagle MJ, Seibel JF, Welford RW, Grant GH, Schofield CJ2003 Nov 314552794
Structure and mechanism of anthocyanidin synthase from Arabidopsis thaliana.Wilmouth RC, Turnbull JJ, Welford RW, Clifton IJ, Prescott AG, Schofield CJ2002 Jan11796114
Direct evidence for anthocyanidin synthase as a 2-oxoglutarate-dependent oxygenase: molecular cloning and functional expression of cDNA from a red forma of Perilla frutescens.Saito K, Kobayashi M, Gong Z, Tanaka Y, Yamazaki M1999 Jan10074715

RHEA:10764 (2R,3S,4S)-leucocyanidin + 2-oxoglutarate + O2 = (4S)-2,3-dehydroleucocyanidin + CO2 + H(+) + H2O + succinate
RULE(radius=1) [*:1]-[CH;+0:2](-[*:3])-[OH;+0:4].[*:5]=[C;H0;+0:6](-[OH;+0:7])-[C;H0;+0:8](=[*:9])-[*:10].[O;H0;+0:11]=[O;H0;+0:12]>>[*:1]-[C;H0;+0:2](-[*:3])=[O;H0;+0:4].[*:9]=[C;H0;+0:8](-[*:10])-[OH;+0:11].[*:5]=[C;H0;+0:6]=[O;H0;+0:7].[OH2;+0:12]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Anthocyanidin synthase from Gerbera hybrida catalyzes the conversion of (+)-catechin to cyanidin and a novel procyanidin.Wellmann F, Griesser M, Schwab W, Martens S, Eisenreich W, Matern U, Lukacin R2006 Mar 616494872
Incorporation of oxygen into the succinate co-product of iron(II) and 2-oxoglutarate dependent oxygenases from bacteria, plants and humans.Welford RW, Kirkpatrick JM, McNeill LA, Puri M, Oldham NJ, Schofield CJ2005 Sep 2616153644
The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity.Turnbull JJ, Nagle MJ, Seibel JF, Welford RW, Grant GH, Schofield CJ2003 Nov 314552794
Structure and mechanism of anthocyanidin synthase from Arabidopsis thaliana.Wilmouth RC, Turnbull JJ, Welford RW, Clifton IJ, Prescott AG, Schofield CJ2002 Jan11796114
Direct evidence for anthocyanidin synthase as a 2-oxoglutarate-dependent oxygenase: molecular cloning and functional expression of cDNA from a red forma of Perilla frutescens.Saito K, Kobayashi M, Gong Z, Tanaka Y, Yamazaki M1999 Jan10074715