Enzyme

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     1. Oxidoreductases
        1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
            1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
ID:1.14.14.87
Description:2-hydroxyisoflavanone synthase.
Alternative Name: Isoflavonoid synthase.
CYT93C.

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 1.14.14.87
BRENDA Enzyme Link: BRENDA 1.14.14.87
KEGG Enzyme Link: KEGG1.14.14.87
BioCyc Enzyme Link: BioCyc 1.14.14.87
ExPASy Enzyme Link: ExPASy1.14.14.87
EC2PDB Enzyme Link: EC2PDB 1.14.14.87
ExplorEnz Enzyme Link: ExplorEnz 1.14.14.87
PRIAM enzyme-specific profiles Link: PRIAM 1.14.14.87
IntEnz Enzyme Link: IntEnz 1.14.14.87
MEDLINE Enzyme Link: MEDLINE 1.14.14.87
MSA:

1.14.14.87;

Phylogenetic Tree:

1.14.14.87;

Uniprot:
M-CSA:
RHEA:35487 (S)-naringenin + O2 + reduced [NADPH--hemoprotein reductase] = 2-hydroxy-2,3-dihydrogenistein + H(+) + H2O + oxidized [NADPH--hemoprotein reductase]
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[c;H0;+0:5](:[*:6]):[*:7].[*:8]-[N;H0;+0:9]1-[CH;+0:10]=[C;H0;+0:11](-[*:12])-[CH2;+0:13]-[CH;+0:14]=[CH;+0:15]-1.[H+;H0:16].[O;H0;+0:17]=[O;H0;+0:18]>>[*:1]-[CH;+0:2](-[CH;+0:3](-[*:4])-[OH;+0:18])-[c;H0;+0:5](:[*:6]):[*:7].[*:8]-[n+;H0:9]1:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:[cH;+0:14]:[cH;+0:15]:1.[OH2;+0:17]
Reaction
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References

TitleAuthorsDatePubMed ID
Key amino acid residues required for aryl migration catalysed by the cytochrome P450 2-hydroxyisoflavanone synthase.Sawada Y, Kinoshita K, Akashi T, Aoki T, Ayabe S2002 Sep12207646
Molecular characterization of the enzyme catalyzing the aryl migration reaction of isoflavonoid biosynthesis in soybean.Steele CL, Gijzen M, Qutob D, Dixon RA1999 Jul 110375412
Enzymic synthesis of isoflavones.Kochs G, Grisebach H1986 Mar 33956488
Reaction mechanism of oxidative rearrangement of flavanone in isoflavone biosynthesis.Hashim MF, Hakamatsuka T, Ebizuka Y, Sankawa U1990 Oct 12226805
Multiple mutagenesis of P450 isoflavonoid synthase reveals a key active-site residue.Sawada Y, Ayabe S2005 May 1315809082

RHEA:31723 liquiritigenin + O2 + reduced [NADPH--hemoprotein reductase] = (2R,3S)-2,4',7-trihydroxyisoflavanone + H(+) + H2O + oxidized [NADPH--hemoprotein reductase]
RULE(radius=1) [*:1]-[CH2;+0:2]-[CH;+0:3](-[*:4])-[c;H0;+0:5](:[*:6]):[*:7].[*:8]-[N;H0;+0:9]1-[CH;+0:10]=[C;H0;+0:11](-[*:12])-[CH2;+0:13]-[CH;+0:14]=[CH;+0:15]-1.[H+;H0:16].[O;H0;+0:17]=[O;H0;+0:18]>>[*:1]-[CH;+0:2](-[CH;+0:3](-[*:4])-[OH;+0:18])-[c;H0;+0:5](:[*:6]):[*:7].[*:8]-[n+;H0:9]1:[cH;+0:10]:[c;H0;+0:11](-[*:12]):[cH;+0:13]:[cH;+0:14]:[cH;+0:15]:1.[OH2;+0:17]
Reaction
Core-to-Core More
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Key amino acid residues required for aryl migration catalysed by the cytochrome P450 2-hydroxyisoflavanone synthase.Sawada Y, Kinoshita K, Akashi T, Aoki T, Ayabe S2002 Sep12207646
Molecular characterization of the enzyme catalyzing the aryl migration reaction of isoflavonoid biosynthesis in soybean.Steele CL, Gijzen M, Qutob D, Dixon RA1999 Jul 110375412
Enzymic synthesis of isoflavones.Kochs G, Grisebach H1986 Mar 33956488
Reaction mechanism of oxidative rearrangement of flavanone in isoflavone biosynthesis.Hashim MF, Hakamatsuka T, Ebizuka Y, Sankawa U1990 Oct 12226805
Multiple mutagenesis of P450 isoflavonoid synthase reveals a key active-site residue.Sawada Y, Ayabe S2005 May 1315809082