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Chemical Compound Review

Methionin     2-acetamido-4-methylsulfanyl- butanoic acid

Synonyms: Thiomedon, Methionamine, Ac-DL-Met-OH, CHEMBL45002, NSC-7633, ...
 
 
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Disease relevance of NSC80751

 

High impact information on NSC80751

  • The presence of a cysteine residue(s) near the active site of acylpeptide hydrolase was suggested by inactivation of the enzyme with sulfhydryl-modifying agents and by the substantial protection against inactivation afforded by the competitive inhibitor acetylmethionine [6].
  • Enzyme inactivation, which follows pseudo first-order kinetics, is diminished by the competitive inhibitor acetylmethionine [6].
  • However, there are some class II actins in which this residue is other than cysteine, suggesting a broader substrate specificity for actin N-acetylaminopeptidase than acetylmethionine or acetylcysteine [7].
  • The amino-terminal residue of GAL80 was found to be acetylmethionine [8].
  • Thionein-I is a single chain polypeptide which consists of 61 amino acid residues and has the amino acid composition Cys20, Asp3, Asn1, Thr5, Ser9, Gln1, Pro2, Gly5, Ala5, Val2, Met1, Lys7, with N-acetylmethionine and alanine as NH2- and COOH-terminal amino acids, respectively [9].
 

Chemical compound and disease context of NSC80751

 

Biological context of NSC80751

 

Anatomical context of NSC80751

 

Associations of NSC80751 with other chemical compounds

 

Gene context of NSC80751

 

Analytical, diagnostic and therapeutic context of NSC80751

References

  1. Inhibition of glutathione synthesis with propargylglycine enhances N-acetylmethionine protection and methylation in bromobenzene-treated Syrian hamsters. Lertratanangkoon, K., Scimeca, J.M., Wei, J.N. J. Nutr. (1999) [Pubmed]
  2. Effects of excess dietary l-methionine and N-acetyl-l-methionine on growing rats. Rotruck, J.T., Boggs, R.W. J. Nutr. (1977) [Pubmed]
  3. Efficacy of the D- and L-isomers of N-acetylmethionine for chicks fed diets containing either crystalline amino acids or intact protein. Baker, D.H. J. Nutr. (1979) [Pubmed]
  4. The primary structure of porcine liver acylamino acid-releasing enzyme deduced from cDNA sequences. Mitta, M., Asada, K., Uchimura, Y., Kimizuka, F., Kato, I., Sakiyama, F., Tsunasawa, S. J. Biochem. (1989) [Pubmed]
  5. Isolation and expression of rat thymidylate synthase cDNA: phylogenetic comparison with human and mouse thymidylate synthases. Cieśla, J., Weiner, K.X., Weiner, R.S., Reston, J.T., Maley, G.F., Maley, F. Biochim. Biophys. Acta (1995) [Pubmed]
  6. Human acylpeptide hydrolase. Studies on its thiol groups and mechanism of action. Scaloni, A., Barra, D., Jones, W.M., Manning, J.M. J. Biol. Chem. (1994) [Pubmed]
  7. Amino-terminal processing of actins mutagenized at the Cys-1 residue. Sheff, D.R., Rubenstein, P.A. J. Biol. Chem. (1992) [Pubmed]
  8. Purification and characterization of the yeast negative regulatory protein GAL80. Yun, S.J., Hiraoka, Y., Nishizawa, M., Takio, K., Titani, K., Nogi, Y., Fukasawa, T. J. Biol. Chem. (1991) [Pubmed]
  9. Mouse liver metallothioneins. Complete amino acid sequence of metallothionein-I. Huang, I.Y., Yoshida, A. J. Biol. Chem. (1977) [Pubmed]
  10. Plasma methionine levels in normal adult subjects after oral loading with L-methionine and N-acetyl-L-methionine. Stegink, L.D., Filer, L.J., Baker, G.L. J. Nutr. (1980) [Pubmed]
  11. Characterization of an aminoacylase from the hyperthermophilic archaeon Pyrococcus furiosus. Story, S.V., Grunden, A.M., Adams, M.W. J. Bacteriol. (2001) [Pubmed]
  12. Covalent attachment of amino acids to casein. 2. Bioavailability of methionine and N-acetylmethionine covalently linked to casein. Puigserver, A.J., Sen, L.C., Clifford, A.J., Feeney, R.E., Whitaker, J.R. J. Agric. Food Chem. (1979) [Pubmed]
  13. A kinetic study of hog kidney aminoacylase. Galaev IYu, n.u.l.l., Svedas, V.K. Biochim. Biophys. Acta (1982) [Pubmed]
  14. Specific hydrolysis of methionyl-tRNA Met f catalyzed by a purified peptide. Hradec, J. Nucleic Acids Res. (1975) [Pubmed]
  15. Observations on N alpha-deacetylation of model amino acids and peptides: distribution and purification of a specific N-acyl amino acid releasing enzyme in rat brain. Marks, N., Lo, E.S., Stern, F., Danho, W. J. Neurochem. (1983) [Pubmed]
  16. Primary and tertiary structure of the principal human adenylate kinase. Von Zabern, I., Wittmann-Liebold, B., Untucht-Grau, R., Schirmer, R.H., Pai, E.F. Eur. J. Biochem. (1976) [Pubmed]
  17. Enzyme histochemical discrimination between tryptase and chymase in mast cells of human gut. Osman, I.A., Garrett, J.R., Smith, R.E. J. Histochem. Cytochem. (1989) [Pubmed]
  18. Synthesis and evaluation of N-(phenylalkyl)acetohydroxamic acids as potential substrates for N-arylhydroxamic acid N,O-acyltransferase. Elfarra, A.A., Yeh, H., Hanna, P.E. J. Med. Chem. (1982) [Pubmed]
  19. Bacterial peptide methionine sulphoxide reductase: co-induction with glutathione S-transferase during chemical stress conditions. Tamburro, A., Allocati, N., Masulli, M., Rotilio, D., Di Ilio, C., Favaloro, B. Biochem. J. (2001) [Pubmed]
  20. Efficacy of paracetamol-esterified methionine versus cysteine or methionine on paracetamol-induced hepatic GSH depletion and plasma ALAT level in mice. Skoglund, L.A., Ingebrigtsen, K., Nafstad, I., Aalen, O. Biochem. Pharmacol. (1986) [Pubmed]
  21. Model sclerotization studies. 4. Generation of N-acetylmethionyl catechol adducts during tyrosinase-catalyzed oxidation of catechols in the presence of N-acetylmethionine. Sugumaran, M., Nelson, E. Arch. Insect Biochem. Physiol. (1998) [Pubmed]
  22. Augmentation of lung antineutrophil elastase capacity with recombinant human alpha-1-antitrypsin. Casolaro, M.A., Fells, G., Wewers, M., Pierce, J.E., Ogushi, F., Hubbard, R., Sellers, S., Forstrom, J., Lyons, D., Kawasaki, G. J. Appl. Physiol. (1987) [Pubmed]
  23. Structural basis for catalytic racemization and substrate specificity of an N-acylamino acid racemase homologue from Deinococcus radiodurans. Wang, W.C., Chiu, W.C., Hsu, S.K., Wu, C.L., Chen, C.Y., Liu, J.S., Hsu, W.H. J. Mol. Biol. (2004) [Pubmed]
  24. The transport of tetracyclines across the mouse ileum in vitro: the effect of cations and other agents. Banerjee, S., Chakrabarti, K. J. Pharm. Pharmacol. (1976) [Pubmed]
  25. The N-terminal residue of bovine rhodopsin is acetylmethionine. Tsunasawa, S., Narita, K., Shichi, H. Biochim. Biophys. Acta (1980) [Pubmed]
  26. Isolation and partial characterization of rat urinary esterase A2. McPartland, R.P., Rapp, J.P., Joseph, M.K., Sustarsic, D.L. Biochim. Biophys. Acta (1983) [Pubmed]
  27. Overexpression of the gene for N-acylamino acid racemase from Amycolatopsis sp. TS-1-60 in Escherichia coli and continuous produciton of optically active methionine by a bioreactor. Tokuyama, S., Hatano, K. Appl. Microbiol. Biotechnol. (1996) [Pubmed]
 
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