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Chemical Compound Review

CHEMBL1234168     [(5S)-5-amino-5-carboxy- pentyl]-trimethyl...

Synonyms: CHEBI:17311, LS-101538, AC1L98PV, 66989-56-8, M3L, ...
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Disease relevance of CHEMBL1234168


High impact information on CHEMBL1234168


Biological context of CHEMBL1234168

  • The products of methylation of F3 were mono-, di-, and trimethyllysine in an approximate molar ratio of 0.55:1.0:0.35 [8].
  • Following receptor-mediated endocytosis of trimethyllysine-labeled asialofetuin and agalacto-orosomucoid by liver parenchymal and nonparenchymal cells, respectively, the glycoproteins are degraded and the methylated lysine residues released [9].
  • The actin-binding domain of crayfish troponin I, which displays 57% sequence homology with vertebrate troponin Is, possesses 2 unusual trimethyllysine residues [10].
  • The consensus sequence of this domain in five troponin Is is as follows: D-L-R-G-K-F-X-R*-P-X-L-R*-R*-V, where R+ stands for Arg/Lys, R* for Arg/trimethyllysine, and X for any amino acid residue [10].
  • The effect of electrostatic charge modifications and steric changes on the kinetics has been determined by experimental and theoretical observations of the electron-transfer rates of ycytc mutants K79A, K'72A, K79A/K'72A, and R38A (K' is used to signify trimethyllysine (Tml)) [11].

Anatomical context of CHEMBL1234168


Associations of CHEMBL1234168 with other chemical compounds


Gene context of CHEMBL1234168


Analytical, diagnostic and therapeutic context of CHEMBL1234168


  1. Effect of starvation in the rat on trimethyllysine in peptide linkage. Davis, A.T., Hoppel, C.L. J. Nutr. (1983) [Pubmed]
  2. Determination of methylated amino acids in human serum by high-performance liquid chromatography. Park, K.S., Lee, H.W., Hong, S.Y., Shin, S., Kim, S., Paik, W.K. J. Chromatogr. (1988) [Pubmed]
  3. Methylation of the polyomavirus major capsid protein VP1. Burton, K.S., Consigli, R.A. Virus Res. (1996) [Pubmed]
  4. Primary structure of porcine heart citrate synthase. Bloxham, D.P., Parmelee, D.C., Kumar, S., Wade, R.D., Ericsson, L.H., Neurath, H., Walsh, K.A., Titani, K. Proc. Natl. Acad. Sci. U.S.A. (1981) [Pubmed]
  5. Lysine 43 is trimethylated in subunit C from bovine mitochondrial ATP synthase and in storage bodies associated with batten disease. Chen, R., Fearnley, I.M., Palmer, D.N., Walker, J.E. J. Biol. Chem. (2004) [Pubmed]
  6. Characterization of trimethyllysine 115 in calmodulin by 14N and 13C NMR spectroscopy. Zhang, M., Huque, E., Vogel, H.J. J. Biol. Chem. (1994) [Pubmed]
  7. Lysine methylation of mitochondrial ATP synthase subunit c stored in tissues of dogs with hereditary ceroid lipofuscinosis. Katz, M.L., Christianson, J.S., Norbury, N.E., Gao, C.L., Siakotos, A.N., Koppang, N. J. Biol. Chem. (1994) [Pubmed]
  8. Methylated basic amino acid composition of histones from the various organs from the rat. Duerre, J.A., Chakrabarty, S. J. Biol. Chem. (1975) [Pubmed]
  9. The effects of 1-amino-D-proline on the production of carnitine from exogenous protein-bound trimethyllysine by the perfused rat liver. Dunn, W.A., Aronson, N.N., Englard, S. J. Biol. Chem. (1982) [Pubmed]
  10. Amino acid sequence of crayfish troponin I. Kobayashi, T., Takagi, T., Konishi, K., Cox, J.A. J. Biol. Chem. (1989) [Pubmed]
  11. Effects of charged amino acid mutations on the bimolecular kinetics of reduction of yeast iso-1-ferricytochrome c by bovine ferrocytochrome b5. Northrup, S.H., Thomasson, K.A., Miller, C.M., Barker, P.D., Eltis, L.D., Guillemette, J.G., Inglis, S.C., Mauk, A.G. Biochemistry (1993) [Pubmed]
  12. The covalent structure of Acanthamoeba actobindin. Vandekerckhove, J., Van Damme, J., Vancompernolle, K., Bubb, M.R., Lambooy, P.K., Korn, E.D. J. Biol. Chem. (1990) [Pubmed]
  13. Excess dietary lysine increases skeletal muscle and plasma trimethyllysine in rats. Davis, A.T., Kruggel, E.M., Randall, S. J. Nutr. (1993) [Pubmed]
  14. Isolation and characterization of bovine mammary calmodulin. Thompson, M.P., Piazza, G.J., Brower, D.P., Bingham, E.W., Farrell, H.M. J. Dairy Sci. (1987) [Pubmed]
  15. High concentration of free trimethyllysine in red blood cells. Mizobuchi, M., Miyake, M., Sano, A., Kakimoto, Y. Biochim. Biophys. Acta (1990) [Pubmed]
  16. Transport and metabolism of carnitine precursors in various organs of the rat. Zaspel, B.J., Sheridan, K.J., Henderson, L.M. Biochim. Biophys. Acta (1980) [Pubmed]
  17. The amino acid sequence of Acanthamoeba profilin. Ampe, C., Vandekerckhove, J., Brenner, S.L., Tobacman, L., Korn, E.D. J. Biol. Chem. (1985) [Pubmed]
  18. Generation of hydroxytrimethyllysine from trimethyllysine limits the carnitine biosynthesis in premature infants. Melegh, B., Hermann, R., Bock, I. Acta Paediatr. (1996) [Pubmed]
  19. Calmodulins from muscles of marine invertebrates, scallop and sea anemone. Yazawa, M., Sakuma, M., Yagi, K. J. Biochem. (1980) [Pubmed]
  20. Measurement of carnitine precursors, epsilon-trimethyllysine and gamma-butyrobetaine in human serum by tandem mass spectrometry. Terada, N., Inoue, F., Okochi, M., Nakajima, H., Kizaki, Z., Kinugasa, A., Sawada, T. J. Chromatogr. B Biomed. Sci. Appl. (1999) [Pubmed]
  21. Recognition of trimethyllysine by a chromodomain is not driven by the hydrophobic effect. Hughes, R.M., Wiggins, K.R., Khorasanizadeh, S., Waters, M.L. Proc. Natl. Acad. Sci. U.S.A. (2007) [Pubmed]
  22. Calcium/calmodulin-regulated guanylate cyclase of the excitable ciliary membrane from Paramecium. Dissociation of calmodulin by La3+: calmodulin specificity and properties of the reconstituted guanylate cyclase. Klumpp, S., Kleefeld, G., Schultz, J.E. J. Biol. Chem. (1983) [Pubmed]
  23. Characterization of a novel calmodulin from Dictyostelium discoideum. Bazari, W.L., Clarke, M. J. Biol. Chem. (1981) [Pubmed]
  24. Enzymatic methylation of calmodulin in rat brain cytosol. Sitaramayya, A., Wright, L.S., Siegel, F.L. J. Biol. Chem. (1980) [Pubmed]
  25. Specific recognition of calmodulin from Dictyostelium discoideum by the ATP, ubiquitin-dependent degradative pathway. Gregori, L., Marriott, D., West, C.M., Chau, V. J. Biol. Chem. (1985) [Pubmed]
  26. Evidence for a phosphorylated form of calmodulin in chicken brain and muscle. Plancke, Y.D., Lazarides, E. Mol. Cell. Biol. (1983) [Pubmed]
  27. Decreased carnitine biosynthesis in rats with secondary biliary cirrhosis. Krähenbühl, S., Brass, E.P., Hoppel, C.L. Hepatology (2000) [Pubmed]
  28. Interactions of poly (N epsilon , N epsilon , N epsilon ,-trimethyllysine) and poly(lysine) with polynucleotides: circular dichroism and A-T sequence selectivity. Granados, E.N., Bello, J. Biochemistry (1981) [Pubmed]
  29. Assay for trimethyllysine hydroxylase by high-performance liquid chromatography. Davis, A.T. J. Chromatogr. (1987) [Pubmed]
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