| Entry |
|
|---|
| Name |
reticuline oxidase;
BBE;
berberine bridge enzyme;
berberine-bridge-forming enzyme;
tetrahydroprotoberberine synthase |
|---|
| Class |
Oxidoreductases;
Acting on X-H and Y-H to form an X-Y bond;
With oxygen as acceptor
 |
|---|
| Sysname |
(S)-reticuline:oxygen oxidoreductase (methylene-bridge-forming) |
|---|
| Reaction(IUBMB) |
(S)-reticuline + O2 = (S)-scoulerine + H2O2 [RN:R03831] |
|---|
| Reaction(KEGG) |
R03831
 |
|---|
| Substrate |
(S)-reticuline [CPD:C02105];
O2 [CPD:C00007] |
|---|
| Product |
(S)-scoulerine [CPD:C02106];
H2O2 [CPD:C00027] |
|---|
| Comment |
The product of the reaction, (S)-scoulerine, is a precursor of
protopine, protoberberine and benzophenanthridine alkaloid
biosynthesis in plants. Acts on (S)-reticuline and related
compounds, converting the N-methyl group into the methylene bridge
('berberine bridge') of (S)-tetrahydroprotoberberines. |
|---|
| Pathway |
PATH: ec00950 Isoquinoline alkaloid biosynthesis
PATH: ec01063 Biosynthesis of alkaloids derived from shikimate
pathway
PATH: ec01100 Metabolic pathways |
|---|
| Orthology |
KO: K00307 reticuline oxidase |
|---|
| Structures |
PDB: 3D2D 3D2H 3D2J 3FW7 3FW8 3FW9 3FWA 3GSY |
|---|
Reference
Authors
Title
Journal
|
1
Steffens, P., Nagakura, N. and Zenk, M.H.
The berberine bridge forming enzyme in tetrahydroprotoberberine
biosynthesis.
Tetrahedron Lett. 25 (1984) 951-952. |
|---|
Reference
Authors
Title
Journal
Organism
|
2 [PMID:1946465]
Dittrich H, Kutchan TM.
Molecular cloning, expression, and induction of berberine bridge
enzyme, an enzyme essential to the formation of benzophenanthridine
alkaloids in the response of plants to pathogenic attack.
Proc. Natl. Acad. Sci. U. S. A. 88 (1991) 9969-73.
Eschscholzia californica |
|---|
Reference
Authors
Title
Journal
Organism
|
3 [PMID:7592663]
Kutchan TM, Dittrich H.
Characterization and mechanism of the berberine bridge enzyme, a
covalently flavinylated oxidase of benzophenanthridine alkaloid
biosynthesis in plants.
J. Biol. Chem. 270 (1995) 24475-81.
Eschscholzia californica |
|---|
| Other DBs |
ExplorEnz - The Enzyme Database: 1.21.3.3
IUBMB Enzyme Nomenclature: 1.21.3.3
ExPASy - ENZYME nomenclature database: 1.21.3.3
BRENDA, the Enzyme Database: 1.21.3.3
CAS: 152232-28-5 |
|---|
