KEGG ORTHOLOGY: K13386

ORTHOLOGY: K13386

Entry

K13386                      KO

Symbol

E2.1.1.116

Name

3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase [EC:2.1.1.116]

Pathway

map00950

Isoquinoline alkaloid biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00943

Reticuline biosynthesis, dopamine + 4HPAA => (S)-reticuline

Reaction

R03832

S-adenosyl-L-methionine:3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

R05212

S-adenosyl-L-methionine:3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K13386  E2.1.1.116; 3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase
Enzymes [BR:ko01000]
2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.116  3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase
     K13386  E2.1.1.116; 3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

Other DBs

GO:

0030784

Genes

MING:

122065299 122065307

PSOM:

113294323 113326743 113326977 113327792 113328438 113339850 113339870 113353561

MSIN:

131239723

ACAK:

137962104

AG:

BAB08005

Reference

PMID:10811648

Authors

Morishige T, Tsujita T, Yamada Y, Sato F

Title

Molecular characterization of the S-adenosyl-L-methionine:3'-hydroxy-N-methylcoclaurine 4'-O-methyltransferase involved in isoquinoline alkaloid biosynthesis in Coptis japonica.

Journal

J Biol Chem 275:23398-405 (2000)
DOI:10.1074/jbc.M002439200

Sequence

[ag:BAB08005]

LinkDB

ENZYME: 2.1.1.116

Entry

EC 2.1.1.116                Enzyme

Name

3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

Class

Transferases;
Transferring one-carbon groups;
Methyltransferases

Sysname

S-adenosyl-L-methionine:3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

Reaction(IUBMB)

S-adenosyl-L-methionine + 3'-hydroxy-N-methyl-(S)-coclaurine = S-adenosyl-L-homocysteine + (S)-reticuline [RN:R03832]

Reaction(KEGG)

R03832;
(other) R05212

Substrate

S-adenosyl-L-methionine [CPD:C00019];
3'-hydroxy-N-methyl-(S)-coclaurine [CPD:C05202]

Product

S-adenosyl-L-homocysteine [CPD:C00021];
(S)-reticuline [CPD:C02105]

Comment

Involved in isoquinoline alkaloid metabolism in plants. The enzyme has also been shown to catalyse the methylation of (RS)-laudanosoline, (S)-3'-hydroxycoclaurine and (RS)-7-O-methylnorlaudanosoline.

History

EC 2.1.1.116 created 1999

Pathway

ec00950

Isoquinoline alkaloid biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K13386

3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

Genes

MING:

122065299 122065307

PSOM:

113294323 113326743 113326977 113327792 113328438 113339850 113339870 113353561

MSIN:

131239723

ACAK:

137962104

Reference

Authors

Frenzel T, Zenk MH.

Title

S-Adenosyl-L-methionine: 3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase, a regio- and stereoselective enzyme of the (S)-reticuline pathway.

Journal

Phytochemistry 29:3505-3511 (1990)

Other DBs

ExplorEnz - The Enzyme Database:

2.1.1.116

IUBMB Enzyme Nomenclature:

2.1.1.116

ExPASy - ENZYME nomenclature database:

2.1.1.116

BRENDA, the Enzyme Database:

2.1.1.116

CAS:	132084-81-2

LinkDB

REACTION: R03832

Entry

R03832                      Reaction

Name

S-adenosyl-L-methionine:3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase

Definition

S-Adenosyl-L-methionine + 3'-Hydroxy-N-methyl-(S)-coclaurine <=> S-Adenosyl-L-homocysteine + (S)-Reticuline + H+

Equation

C00019 + C05202 <=> C00021 + C02105 + C00080

Reaction class

RC00003

C00019_C00021

RC00392

C02105_C05202

Enzyme

2.1.1.116

Pathway

rn00950

Isoquinoline alkaloid biosynthesis

rn01100

Metabolic pathways

rn01110

Biosynthesis of secondary metabolites

Module

M00943

Reticuline biosynthesis, dopamine + 4HPAA => (S)-reticuline

Brite

Enzymatic reactions [BR:br08201]
2. Transferase reactions
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.116
     R03832  S-Adenosyl-L-methionine + 3'-Hydroxy-N-methyl-(S)-coclaurine <=> S-Adenosyl-L-homocysteine + (S)-Reticuline + H+

Orthology

K13386

3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase [EC:2.1.1.116]

Other DBs

RHEA:

17792

LinkDB

DBGET integrated database retrieval system