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2.1.1.140: (S)-coclaurine-N-methyltransferase

This is an abbreviated version!
For detailed information about (S)-coclaurine-N-methyltransferase, go to the full flat file.

Word Map on EC 2.1.1.140

Reaction

S-adenosyl-L-methionine
+
(S)-Coclaurine
=
S-adenosyl-L-homocysteine
+
(S)-N-methylcoclaurine

Synonyms

(S)-Coclaurine N-methyltransferase, 6OMT, CjCNMT, CMT, CNMT, CNMT protein, coclaurine N-methyltransferase, coclaurine-N-methyltransferase, FspC, S-adenosyl-L-methionine:coclaurine N-methyltransferase

ECTree

     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.140 (S)-coclaurine-N-methyltransferase

General Information

General Information on EC 2.1.1.140 - (S)-coclaurine-N-methyltransferase

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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
-
plants exhibiting reduced CNMT transcript levels show a significant fourfold increase in the relative abundance of papaverine, and a reduction in the accumulation of thebaine and noscapine. Norlaudanine is only detected in CNMT-suppressed plants. The levels of several N-methylated compounds, including N-methylcoclaurine, N,N-dimethylcoclaurine, 4'-O-methyl-N-methylcoclaurine, reticuline, N,N-dimethylreticuline, codamine, laudanine, laudanosine and salutaridine, and four phathelideisoquinoline alkaloids (i.e. narcotoline, noscapine, N,N-dimethylnarcotine and another noscapine-like compound) are also reduced in CNMT-suppressed plants
metabolism
-
the enzyme is involved in the biosynthesis pathways of alkaloids in Papaver somniferum, overview. Subsequent 6-O-methylation, N-methylation, 3'-hydroxylation and 4'-O-methylation convert (S)-norcoclaurine to (S)-reticuline, which is a branch-point intermediate in the formation of most BIA structural sub-groups, including morphinan (e.g. morphine), phthalideisoquinoline (e.g. noscapine) and benzophenanthridine (e.g. sanguinarine) alkaloids
physiological function
-
fumisoquin biosynthesis requires the N-methyltransferase FsqC and the FAD-dependent oxidase FsqB, which represent functional analogs of coclaurine N-methyltransferase and berberine bridge enzyme in plants. Deletion of the N-methyltransferase FsqC, phenol 2-monooxygenase FsqG, or FAD-dependent oxidase FsqB in a strain overexpressing FsqA leads to complete abolishment of isoquinoline alkaloid production and accumulation of a series of benzyl pyrroles, including fumipyrrole