Reaction: S-adenosyl-L-methionine + 6-carboxymethyl-5-methyl-4-hydroxypyridin-2-ol = S-adenosyl-L-homocysteine + 6-carboxymethyl-3,5-dimethyl-4-hydroxypyridin-2-ol
Glossary: guanylylpyridinol = [4-(5′-guanylyloxy)-6-hydroxy-3,5-dimethylpyridin-2-yl]acetate
Other name(s): hcgC (gene name)
Systematic name: S-adenosyl-L-methionine:6-carboxymethyl-5-methyl-4-hydroxypyridin-2-ol 3-C-methyltransferase
Comments: The enzyme, characterized from the archaeon Methanococcus maripaludis, participates in the biosynthesis of the iron-guanylylpyridinol (FeGP) cofactor of EC 1.12.98.2, 5,10-methenyltetrahydromethanopterin hydrogenase (also known as [Fe]-hydrogenase).
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:
References:
1. Fujishiro, T., Bai, L., Xu, T., Xie, X., Schick, M., Kahnt, J., Rother, M., Hu, X., Ermler, U. and Shima, S. Identification of HcgC as a SAM-dependent pyridinol methyltransferase in [Fe]-hydrogenase cofactor biosynthesis. Angew. Chem. Int. Ed. Engl. 55 (2016) 9648-9651. [PMID: 27391308]
2. Bai, L., Fujishiro, T., Huang, G., Koch, J., Takabayashi, A., Yokono, M., Tanaka, A., Xu, T., Hu, X., Ermler, U. and Shima, S. Towards artificial methanogenesis: biosynthesis of the [Fe]-hydrogenase cofactor and characterization of the semi-synthetic hydrogenase. Faraday Discuss 198 (2017) 37-58. [PMID: 28294213]
3. Schaupp, S., Arriaza-Gallardo, F.J., Pan, H.J., Kahnt, J., Angelidou, G., Paczia, N., Costa, K., Hu, X. and Shima, S. In vitro biosynthesis of the [Fe]-hydrogenase cofactor verifies the proposed biosynthetic precursors. Angew. Chem. Int. Ed. Engl. 61 (2022) e202200994. [PMID: 35286742]