EC - Tryptophan 2-C-methyltransferase

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IntEnz Enzyme Nomenclature


Accepted name:
tryptophan 2-C-methyltransferase
Other names:
S-adenosylmethionine:tryptophan 2-methyltransferase
tryptophan 2-methyltransferase
tsrM (gene name)
Systematic name:
S-adenosyl-L-methionine:L-tryptophan 2-C-methyltransferase



The enzyme, characterized from the bacterium Streptomyces laurentii, is involved in thiostrepton biosynthesis. It is a radical SAM enzyme that contains a [4Fe-4S] center and a cobalamin cofactor. The enzyme first transfers the methyl group from SAM to the bound cobalamin, followed by transfer from methylcobalamin to L-tryptophan, resulting in retention of the original methyl group configuration. The second transfer is likely to involve a CH3 radical species formed from methylcobalamin by the concerted action of a partially ligated radical SAM [4Fe-4S]2+/1+ center.

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB
Gene Ontology: GO:0030772
CAS Registry Number: 126626-83-3


  1. Frenzel, T., Zhou, P. and Floss, H.G.
    Formation of 2-methyltryptophan in the biosynthesis of thiostrepton: isolation of S-adenosylmethionine:tryptophan 2-methyltransferase.
    Arch. Biochem. Biophys. 278 : 35-40 (1990). [PMID: 2321967]
  2. Pierre, S., Guillot, A., Benjdia, A., Sandstrom, C., Langella, P., Berteau, O.
    Thiostrepton tryptophan methyltransferase expands the chemistry of radical SAM enzymes.
    Nat. Chem. Biol. 8 : 957-959 (2012). [PMID: 23064318]

[EC created 1992]