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Chemical Compound Review

methanopterin     (2S)-2-[[(2R,3S,4R,5S)-5- [(2R,3S,4S)-5-[4...

Synonyms: AC1NUOPS, SureCN989204, CHEBI:37660, 79484-89-2
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High impact information on methanopterin


Biological context of methanopterin

  • Fishing for biodiversity: novel methanopterin-linked C transfer genes deduced from the Sargasso Sea metagenome [5].
  • Acid hydrolysis of methanopterin cleaved the 5'----1'' glycosidic bond and yielded a 'hydrolytic product' which was identified as N-[1'-(2''-amino-4''-hydroxy-7'' -methyl-6''-pteridinyl)ethyl]-4-[2', 3', 4', 5'-tetrahydroxypent-1'-yl]aniline [6].

Associations of methanopterin with other chemical compounds


Gene context of methanopterin

  • In general, all methanogens were found to contain coenzyme F420 analogues, methanopterin (MPT) analogues and 5-hydroxybenzimidazolylcobamide (vitamin B12-HBI) [10].
  • An unidentified methanopterin-like compound was detected in extracts of these two species and of Msp. hungatei, while a 7-methylpterin-like compound was found in extracts of Mp. endosymbiosus [9].
  • Formyl-FAF or formyl-methanopterin (YFC, a very rapidly labelled compound during 14C pulse labeling) has been implicated as an obligate intermediate in methanogenesis, since methanopterin or FAF is an essential component of the carbon dioxide reducing factor in dialyzed extract methanogenesis [11].


  1. Carbon dioxide reduction factor and methanopterin, two coenzymes required for CO2 reduction to methane by extracts of Methanobacterium. Leigh, J.A., Wolfe, R.S. J. Biol. Chem. (1983) [Pubmed]
  2. Genetic analysis of mch mutants in two Methanosarcina species demonstrates multiple roles for the methanopterin-dependent C-1 oxidation/reduction pathway and differences in H(2) metabolism between closely related species. Guss, A.M., Mukhopadhyay, B., Zhang, J.K., Metcalf, W.W. Mol. Microbiol. (2005) [Pubmed]
  3. Biosynthesis of methanopterin. White, R.H. Biochemistry (1990) [Pubmed]
  4. Methanofuran (carbon dioxide reduction factor), a formyl carrier in methane production from carbon dioxide in Methanobacterium. Leigh, J.A., Rinehart, K.L., Wolfe, R.S. Biochemistry (1985) [Pubmed]
  5. Fishing for biodiversity: novel methanopterin-linked C transfer genes deduced from the Sargasso Sea metagenome. Kalyuzhnaya, M.G., Nercessian, O., Lapidus, A., Chistoserdova, L. Environ. Microbiol. (2005) [Pubmed]
  6. Derivatives of methanopterin, a coenzyme involved in methanogenesis. van Beelen, P., Labro, J.F., Keltjens, J.T., Geerts, W.J., Vogels, G.D., Laarhoven, W.H., Guijt, W., Haasnoot, C.A. Eur. J. Biochem. (1984) [Pubmed]
  7. Structural elements of methanopterin, a novel pterin present in Methanobacterium thermoautotrophicum. Keltjens, J.T., Huberts, M.J., Laarhoven, W.H., Vogels, G.D. Eur. J. Biochem. (1983) [Pubmed]
  8. Reversible conversion of coenzyme F420 to the 8-OH-AMP and 8-OH-GMP esters, F390-A and F390-G, on oxygen exposure and reestablishment of anaerobiosis in Methanobacterium thermoautotrophicum. Kiener, A., Orme-Johnson, W.H., Walsh, C.T. Arch. Microbiol. (1988) [Pubmed]
  9. 7-methylpterin derivatives in extracts of methanogens characterized by a relatively low methanopterin content. Gorris, L.G., van der Drift, C., Vogels, G.D. Biofactors (1988) [Pubmed]
  10. Cofactor contents of methanogenic bacteria reviewed. Gorris, L.G., van der Drift, C. Biofactors (1994) [Pubmed]
  11. The bioenergetics of methanogenesis. Daniels, L., Sparling, R., Sprott, G.D. Biochim. Biophys. Acta (1984) [Pubmed]
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