KEGG ENZYME: 2.1.1.291

ENZYME: 2.1.1.291

Entry

EC 2.1.1.291                Enzyme

Name

(R,S)-reticuline 7-O-methyltransferase

Class

Transferases;
Transferring one-carbon groups;
Methyltransferases

Sysname

S-adenosyl-L-methionine:(R,S)-reticuline 7-O-methyltransferase

Reaction(IUBMB)

(1) S-adenosyl-L-methionine + (S)-reticuline = S-adenosyl-L-homocysteine + (S)-laudanine [RN:R10605];
(2) S-adenosyl-L-methionine + (R)-reticuline = S-adenosyl-L-homocysteine + (R)-laudanine [RN:R10606]

Reaction(KEGG)

R10605 R10606;
(other) R08787 R08788

Substrate

S-adenosyl-L-methionine [CPD:C00019];
(S)-reticuline [CPD:C02105];
(R)-reticuline [CPD:C05178]

Product

S-adenosyl-L-homocysteine [CPD:C00021];
(S)-laudanine [CPD:C20712];
(R)-laudanine [CPD:C09555]

Comment

The enzyme from the plant Papaver somniferum (opium poppy) methylates (S)- and (R)-reticuline with equal efficiency and is involved in the biosynthesis of tetrahydrobenzylisoquinoline alkaloids.

History

EC 2.1.1.291 created 2013

Pathway

ec00950

Isoquinoline alkaloid biosynthesis

ec01110

Biosynthesis of secondary metabolites

Orthology

K13390

(R,S)-reticuline 7-O-methyltransferase

Genes

MEAN:

126683461 126683462 126683463

MING:

122067164 122088069

PSOM:

113338827

CJF:	131032902 131032932 131035982 131036012 131047846 131047849 131050978 131050981 131051042 131051044 131051045 131051047 131051098 131051350 131067902 131067904 131067905 131067939 131067941 131067943 131069774 131073486 131078154 131078155 131078159 131078176 131874135

Reference

1 [PMID:14675446]

Authors

Ounaroon A, Decker G, Schmidt J, Lottspeich F, Kutchan TM

Title

(R,S)-Reticuline 7-O-methyltransferase and (R,S)-norcoclaurine 6-O-methyltransferase of Papaver somniferum - cDNA cloning and characterization of methyl transfer enzymes of alkaloid biosynthesis in opium poppy.

Journal

Plant J 36:808-19 (2003)
DOI:10.1046/j.1365-313X.2003.01928.x

Sequence

[ag:AAQ01668]

Reference

2 [PMID:15353584]

Authors

Weid M, Ziegler J, Kutchan TM

Title

The roles of latex and the vascular bundle in morphine biosynthesis in the opium poppy, Papaver somniferum.

Journal

Proc Natl Acad Sci U S A 101:13957-62 (2004)
DOI:10.1073/pnas.0405704101