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

MING:

122067164 122088069

PSOM:

113338827

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