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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

References

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  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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