The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

sulfanylmethyl     methanethiol

Synonyms: AC1L3GDS, 17032-46-1, Mercaptomethyl radical
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of methanethiol


High impact information on methanethiol

  • Modification of erythrocyte enzyme activities by persulfides and methanethiol: possible regulatory role [6].
  • MtsA is an active methylcobalamin:coenzyme M methyltransferase, but also methylates cob(I)alamin with dimethylsulfide, yielding equimolar methylcobalamin and methanethiol in an endergonic reaction with a K(eq) of 5 x 10(-)(4) [7].
  • Mutation of the active-site residue Cys38 of N-Ada converts it from a sacrificial DNA repair protein to an enzyme that uses methanethiol as an external sacrificial reagent to repair DNA methyl phosphotriesters catalytically [8].
  • The minimum blood concentration of methanethiol associated with coma (200 nmol/ml) was at least 10-fold greater than in patients with hepatic encephalopathy but brain concentrations were similar in comatose rats and those which remained awake [9].
  • Blood methanethiol and ammonia concentrations were measured in 16 healty volunteers, 52 consecutive alcoholic cirrhotics without overt hepatic encephalopathy (HE), and 42 consecutive patients with alcoholic liver disease and overt HE [4].

Chemical compound and disease context of methanethiol


Biological context of methanethiol

  • Microbial cycling of volatile organic sulfur compounds (VOSCs), especially dimethyl sulfide (DMS) and methanethiol (MT), is intensively studied because these compounds play an important role in the processes of global warming, acid precipitation, and the global sulfur cycle [12].
  • The concentrations of the volatile organic sulfur compounds methanethiol, dimethyl disulfide, and dimethyl sulfide (DMS) and the viable population capable of DMS utilization in laminated microbial ecosystems were evaluated [13].
  • Bacterial strains isolated from coastal seawater and belonging to the alpha-subdivision of the division Proteobacteria incorporated DMSP sulfur into protein only if they were capable of degrading DMSP to methanethiol (MeSH), whereas MeSH was rapidly incorporated into macromolecules by all tested strains and by natural bacterioplankton [14].
  • In studies of the release of volatile radioactivity in chemotaxis by B. subtilis cells that had been labeled with [3H]methionine, the breakdown of methionine to methanethiol can contribute substantially to the volatile radioactivity in fractions following addition of 0.1 M aspartate [15].
  • The methanethiol putatively released from DIMATE by ALDH1 esterase activity plays a role, albeit undefined, in lowering intramitochondrial glutathione levels which decreased by 47% as DNA-fragmentation increased [16].

Anatomical context of methanethiol


Associations of methanethiol with other chemical compounds


Gene context of methanethiol

  • Also investigated in the current study was the feasibility of using 5',5-dithiobis(2-nitrobenzoic acid) (DTNB, Ellman's reagent) to determine the concentration of methanethiol in the aqueous solutions used to prepare the standard curve for quantifying methanethiol from soy protein products [26].
  • All four of these compounds are degraded by RNase T2 to the parent nucleotides and methanethiol [27].
  • The adsorption of methanethiol and n-propanethiol on the Au(111) surface has been studied by temperature-programmed desorption (TPD), Auger electron spectroscopy (AES), and low-temperature scanning tunneling microscopy (LT-STM) [28].

Analytical, diagnostic and therapeutic context of methanethiol


  1. The role of methanethiol in the pathogenesis of hepatic encephalopathy. Blom, H.J., Ferenci, P., Grimm, G., Yap, S.H., Tangerman, A. Hepatology (1991) [Pubmed]
  2. Ammonia, octanoate and a mercaptan depress regeneration of normal rat liver after partial hepatectomy. Zieve, L., Shekleton, M., Lyftogt, C., Draves, K. Hepatology (1985) [Pubmed]
  3. Methanethiol metabolism and its role in the pathogenesis of hepatic encephalopathy in rats and dogs. Blom, H.J., Chamuleau, R.A., Rothuizen, J., Deutz, N.E., Tangerman, A. Hepatology (1990) [Pubmed]
  4. Blood methanethiol in alcoholic liver disease with and without hepatic encephalopathy. McClain, C.J., Zieve, L., Doizaki, W.M., Gilberstadt, S., Onstad, G.R. Gut (1980) [Pubmed]
  5. Effects of methanethiol on erythrocyte membrane stabilization and on Na+,K+-adenosine triphosphatase: relevance to hepatic coma. Ahmed, K., Zieve, L., Quarfoth, G. J. Pharmacol. Exp. Ther. (1984) [Pubmed]
  6. Modification of erythrocyte enzyme activities by persulfides and methanethiol: possible regulatory role. Valentine, W.N., Toohey, J.I., Paglia, D.E., Nakatani, M., Brockway, R.A. Proc. Natl. Acad. Sci. U.S.A. (1987) [Pubmed]
  7. The MtsA subunit of the methylthiol:coenzyme M methyltransferase of Methanosarcina barkeri catalyses both half-reactions of corrinoid-dependent dimethylsulfide: coenzyme M methyl transfer. Tallant, T.C., Paul, L., Krzycki, J.A. J. Biol. Chem. (2001) [Pubmed]
  8. Converting the sacrificial DNA repair protein N-ada into a catalytic methyl phosphotriester repair enzyme. He, C., Wei, H., Verdine, G.L. J. Am. Chem. Soc. (2003) [Pubmed]
  9. Blood and brain concentrations of mercaptans in hepatic and methanethiol induced coma. Al Mardini, H., Bartlett, K., Record, C.O. Gut (1984) [Pubmed]
  10. Volatile organic sulfur compounds in anaerobic sludge and sediments: biodegradation and toxicity. van Leerdam, R.C., de Bok, F.A., Lomans, B.P., Stams, A.J., Lens, P.N., Janssen, A.J. Environ. Toxicol. Chem. (2006) [Pubmed]
  11. Brain methanethiol and ammonia concentrations in experimental hepatic coma and coma induced by injections of various combinations of these substances. Zieve, L., Doizaki, W.M., Lyftogt, C. J. Lab. Clin. Med. (1984) [Pubmed]
  12. Microbial cycling of volatile organic sulfur compounds. Lomans, B.P., van der Drift, C., Pol, A., Op den Camp, H.J. Cell. Mol. Life Sci. (2002) [Pubmed]
  13. Methylated sulfur compounds in microbial mats: in situ concentrations and metabolism by a colorless sulfur bacterium. Visscher, P.T., Quist, P., van Gemerden, H. Appl. Environ. Microbiol. (1991) [Pubmed]
  14. Dimethylsulfoniopropionate and methanethiol are important precursors of methionine and protein-sulfur in marine bacterioplankton. Kiene, R.P., Linn, L.J., González, J., Moran, M.A., Bruton, J.A. Appl. Environ. Microbiol. (1999) [Pubmed]
  15. Amino acid efflux in response to chemotactic and osmotic signals in Bacillus subtilis. Wong, L.S., Johnson, M.S., Sandberg, L.B., Taylor, B.L. J. Bacteriol. (1995) [Pubmed]
  16. Novel competitive irreversible inhibitors of aldehyde dehydrogenase (ALDH1): restoration of chemosensitivity of L1210 cells overexpressing ALDH1 and induction of apoptosis in BAF(3) cells overexpressing bcl(2). Quash, G., Fournet, G., Chantepie, J., Gore, J., Ardiet, C., Ardail, D., Michal, Y., Reichert, U. Biochem. Pharmacol. (2002) [Pubmed]
  17. Failure of activated charcoal to reduce the release of gases produced by the colonic flora. Suarez, F.L., Furne, J., Springfield, J., Levitt, M.D. Am. J. Gastroenterol. (1999) [Pubmed]
  18. Oxidation of hydrogen sulfide and methanethiol to thiosulfate by rat tissues: a specialized function of the colonic mucosa. Furne, J., Springfield, J., Koenig, T., DeMaster, E., Levitt, M.D. Biochem. Pharmacol. (2001) [Pubmed]
  19. The regulation of transaminative flux of methionine in rat liver mitochondria. Scislowski, P.W., Pickard, K. Arch. Biochem. Biophys. (1994) [Pubmed]
  20. Heart mitochondria metabolize 3-methylthiopropionate to CO2 and methanethiol. Scislowski, P.W., Bremer, J., van Thienen, W.I., Davis, E.J. Arch. Biochem. Biophys. (1989) [Pubmed]
  21. Sulfhydryl groups in hemoglobin. A new molecular probe at the alpha1 beta 1 interface studied by Fourier transform infrared spectroscopy. Bare, G.H., Alben, J.O., Bromberg, P.A. Biochemistry (1975) [Pubmed]
  22. Production of volatile compounds by cheese-ripening yeasts: requirement for a methanethiol donor for S-methyl thioacetate synthesis by Kluyveromyces lactis. Arfi, K., Spinnler, H.E., Tache, R., Bonnarme, P. Appl. Microbiol. Biotechnol. (2002) [Pubmed]
  23. On the role of the active site helix in papain, an ab initio molecular orbital study. van Duijnen, P.T., Thole, B.T., Hol, W.G. Biophys. Chem. (1979) [Pubmed]
  24. Methanethiol metabolism in whole blood. Blom, H.J., Tangerman, A. J. Lab. Clin. Med. (1988) [Pubmed]
  25. Effect of methionine loading and endogenous hypermethioninaemia on blood mercaptans in man. Al Mardini, H., Leonard, J., Bartlett, K., Lloyd, S., Record, C.O. Clin. Chim. Acta (1988) [Pubmed]
  26. Development of a new methanethiol quantification method using ethanethiol as an internal standard. Lei, Q., Boatright, W.L. J. Agric. Food Chem. (2001) [Pubmed]
  27. Synthesis of nucleoside 3'-(S-alkyl phosphorothioates) and their use as substrates for nucleases. Saba, D., Dekker, C.A. Biochemistry (1981) [Pubmed]
  28. Nondissociative chemisorption of short chain alkanethiols on Au(111). Rzeźnicka, I.I., Lee, J., Maksymovych, P., Yates, J.T. The journal of physical chemistry. B, Condensed matter, materials, surfaces, interfaces & biophysical. (2005) [Pubmed]
  29. Determination of methanethiol at parts-per-million air concentrations by gas chromatography. Knarr, R., Rappaport, S.M. Anal. Chem. (1980) [Pubmed]
  30. Development of a novel process for the biological conversion of H2S and methanethiol to elemental sulfur. Sipma, J., Janssen, A.J., Pol, L.W., Lettinga, G. Biotechnol. Bioeng. (2003) [Pubmed]
  31. Methionine-induced hepatic coma in dogs. Merino, G.E., Jetzer, T., Doizaki, W.M., Najarian, J.S. Am. J. Surg. (1975) [Pubmed]
WikiGenes - Universities