| Entry |
|
|---|
| Name |
(S)-canadine synthase;
(S)-tetrahydroberberine synthase;
(S)-tetrahydrocolumbamine oxidase (methylenedioxy-bridge-forming) |
|---|
| Class |
Oxidoreductases;
Acting on paired donors, with O2 as oxidant and incorporation or
reduction of oxygen. The oxygen incorporated need not be derived
from O2;
With NADH or NADPH as one donor, and the other dehydrogenated
 |
|---|
| Sysname |
(S)-tetrahydrocolumbamine,NADPH:oxygen oxidoreductase
(methylenedioxy-bridge-forming) |
|---|
| Reaction(IUBMB) |
(S)-tetrahydrocolumbamine + NADPH + H+ + O2 = (S)-canadine + NADP+ +
2 H2O [RN:R04400] |
|---|
| Reaction(KEGG) |
R04400
 |
|---|
| Substrate |
(S)-tetrahydrocolumbamine [CPD:C04118];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007] |
|---|
| Product |
(S)-canadine [CPD:C03329];
NADP+ [CPD:C00006];
H2O [CPD:C00001] |
|---|
| Cofactor |
Heme-thiolate(P-450) [CPD:C05009] |
|---|
| Comment |
A heme-thiolate enzyme (P-450) catalysing an oxidative reaction that
does not incorporate oxygen into the product. Oxidation of the
methoxyphenol group of the alkaloid tetrahydrocolumbamine results in
the formation of the methylenedioxy bridge of canadine. |
|---|
| Pathway |
PATH: ec00950 Isoquinoline alkaloid biosynthesis |
|---|
| Orthology |
KO: K13399 (S)-canadine synthase |
|---|
Reference
Authors
Title
Journal
|
1
Rueffer, M. and Zenk, M.H.
Canadine synthase from Thalictrum tuberosum cell cultures catalyses
the formation of the methylenedioxy bridge in berberine synthesis.
Phytochemistry 36 (1994) 1219-1223. |
|---|
| Other DBs |
ExplorEnz - The Enzyme Database: 1.14.21.5
IUBMB Enzyme Nomenclature: 1.14.21.5
ExPASy - ENZYME nomenclature database: 1.14.21.5
BRENDA, the Enzyme Database: 1.14.21.5
CAS: 114308-22-4 |
|---|
