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Chemical Compound Review:

AG-E-43521 2-amino-3-methylsulfanyl- propanoic acid

Synonyms: ACMC-209a03, NSC-15387, IBS-L0205633, USAF CB-24, NSC15387, ...

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High impact information on S-Methyl-L-cysteine

Amino acid analysis of the 14CH3-CO dehydrogenase after synthesis of acetyl-CoA demonstrated that there was a large decrease in radioactivity of the peak containing the S-methyl-cysteine [1].
Treatment of KNI-272 with low millimolar concentrations of H(2)O(2) resulted in mono-oxidation of the sulfur in the S-methyl cysteine (methioalanine) moiety, as determined by reversed-phase high-performance liquid chromatography and mass spectrometry (RP-HPLC/MS) [2].
Uptake of radioactivity into erythrocytes was time-dependent and analysis of an acid hydrolysate of the erythrocyte proteins showed several radioactive peaks which were identified as 3-N-methyl- and 1-N-methyl-histidine, S-methyl-cysteine [3].
The chemopreventive effects of five water-soluble organosulfur compounds, S-methylcysteine (SMC) and four analogs, were examined on the promotion stage of diethylnitrosamine hepatocarcinogenesis in male F344 rats, using the medium-term bioassay (Ito test), which is based on the two-step model of hepatocarcinogenesis [4].
The in vivo effects of N-acetyl cysteine (NAC), S-allyl cysteine, S-ethyl cysteine (SEC), S-methyl cysteine (SMC), and S-propyl cysteine (SPC) against hyperlipidemia development and oxidation stress in Balb/cA mice consuming a high saturated fat diet were examined [5].

Biological context of S-Methyl-L-cysteine

Urinary excretion of the putative metabolite S-methyl cysteine was not related to the exposure; thus, it is not a valid means of monitoring occupational exposure to CH3Cl [6].

Associations of S-Methyl-L-cysteine with other chemical compounds

Determination of S-methyl cysteine sulfoxide in Brassica extracts by high-performance liquid chromatography [7].
Glucosinolates, such as sinigrin, and S-methyl cysteine sulphoxide (SMCO), which are found in forage brassica species have been implicated in the low intakes observed among lambs consuming such diets [8].
Lipid lowering effect of S-methyl cysteine sulfoxide from Allium cepa Linn in high cholesterol diet fed rats [9].

References

Acetyl-CoA pathway of autotrophic growth. Identification of the methyl-binding site of the CO dehydrogenase. Pezacka, E., Wood, H.G. J. Biol. Chem. (1988) [Pubmed]
Oxidative modifications of kynostatin-272, a potent human immunodeficiency virus type 1 protease inhibitor: potential mechanism for altered activity in monocytes/macrophages. Davis, D.A., Read-Connole, E., Pearson, K., Fales, H.M., Newcomb, F.M., Moskovitz, J., Yarchoan, R. Antimicrob. Agents Chemother. (2002) [Pubmed]
Microsome-dependent methylation of erythrocyte proteins by dimethylnitrosamine. Kim, S., Paik, W.K., Choi, J., Lotlikar, P.D., Magee, P.N. Carcinogenesis (1981) [Pubmed]
Suppression of chemical carcinogenesis by water-soluble organosulfur compounds. Fukushima, S., Takada, N., Wanibuchi, H., Hori, T., Min, W., Ogawa, M. J. Nutr. (2001) [Pubmed]
Effect of five cysteine-containing compounds on three lipogenic enzymes in Balb/cA mice consuming a high saturated fat diet. Lin, C.C., Yin, M.C., Hsu, C.C., Lin, M.P. Lipids (2004) [Pubmed]
Pharmacokinetics of inhaled methyl chloride (CH3Cl) in male volunteers. Nolan, R.J., Rick, D.L., Landry, T.D., McCarty, L.P., Agin, G.L., Saunders, J.H. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1985) [Pubmed]
Determination of S-methyl cysteine sulfoxide in Brassica extracts by high-performance liquid chromatography. Gustine, D.L. J. Chromatogr. (1985) [Pubmed]
Effects of oral administration of brassica secondary metabolites, allyl cyanide, allyl isothiocyanate and dimethyl disulphide, on the voluntary food intake and metabolism of sheep. Duncan, A.J., Milne, J.A. Br. J. Nutr. (1993) [Pubmed]
Lipid lowering effect of S-methyl cysteine sulfoxide from Allium cepa Linn in high cholesterol diet fed rats. Kumari, K., Augusti, K.T. Journal of ethnopharmacology (2007) [Pubmed]

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