KEGG   ENZYME: 2.1.1.128
Entry
EC 2.1.1.128                Enzyme                                 
Name
(RS)-norcoclaurine 6-O-methyltransferase
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:(RS)-norcoclaurine 6-O-methyltransferase
Reaction(IUBMB)
S-adenosyl-L-methionine + (RS)-norcoclaurine = S-adenosyl-L-homocysteine + (RS)-coclaurine [RN:R05162]
Reaction(KEGG)
R05162 > R05123;
(other) R04715 R05214
Substrate
S-adenosyl-L-methionine [CPD:C00019];
(R,S)-norcoclaurine [CPD:C06346]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
(R,S)-coclaurine [CPD:C06348]
Comment
The enzyme will also catalyse the 6-O-methylation of (RS)-norlaudanosoline to form 6-O-methyl-norlaudanosoline, but this alkaloid has not been found to occur in plants.
History
EC 2.1.1.128 created 1999
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13383  (RS)-norcoclaurine 6-O-methyltransferase
Genes
NNU104587969 104590844 104590845 104607696
MING122063497 122065300 122065301
PSOM113283898
MSIN131218590 131221173 131221300 131221321 131221496 131221561 131221623 131239724 131241129 131249901 131249922 131249944
ATR18448090
Reference
1  [PMID:17405035]
  Authors
Rueffer M, Nagakura N, Zenk MH
  Title
Partial Purification and Properties of S-Adenosylmethionine: (R), (S)-Norlaudanosoline-6-O-Methyltransferase from Argemone platyceras Cell Cultures.
  Journal
Planta Med 49:131-7 (1983)
DOI:10.1055/s-2007-969833
Reference
2  [PMID:7925429]
  Authors
Sato F, Tsujita T, Katagiri Y, Yoshida S, Yamada Y
  Title
Purification and characterization of S-adenosyl-L-methionine: norcoclaurine 6-O-methyltransferase from cultured Coptis japonica cells.
  Journal
Eur J Biochem 225:125-31 (1994)
DOI:10.1111/j.1432-1033.1994.00125.x
  Sequence
Reference
3
  Authors
Stadler, R., Zenk, M.H.
  Title
A revision of the generally accepted pathway for the biosynthesis of the benzyltetrahydroisoquinoline reticuline.
  Journal
Liebigs Ann Chem 555-562 (1990)
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.128
IUBMB Enzyme Nomenclature: 2.1.1.128
ExPASy - ENZYME nomenclature database: 2.1.1.128
BRENDA, the Enzyme Database: 2.1.1.128
CAS: 89700-33-4
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