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Chemical Compound Review

CHEMBL20489     3-(diaminomethylideneamino) propanoic acid

Synonyms: AG-K-62467, CHEBI:15968, G6878_SIGMA, HMDB13222, CHEBI:124701, ...
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Disease relevance of Guanidinopropionic acid


High impact information on Guanidinopropionic acid


Chemical compound and disease context of Guanidinopropionic acid


Biological context of Guanidinopropionic acid


Associations of Guanidinopropionic acid with other chemical compounds

  • Both DN-AMPK and WT mice were treated with beta-guanidinopropionic acid (GPA), a creatine analog, which led to similar reductions in the intramuscular ATPAMP ratio and phosphocreatine concentrations [6].

Gene context of Guanidinopropionic acid


Analytical, diagnostic and therapeutic context of Guanidinopropionic acid


  1. Synthesis and biological activity of aminoguanidine and diaminoguanidine analogues of the antidiabetic/antiobesity agent 3-guanidinopropionic acid. Vaillancourt, V.A., Larsen, S.D., Tanis, S.P., Burr, J.E., Connell, M.A., Cudahy, M.M., Evans, B.R., Fisher, P.V., May, P.D., Meglasson, M.D., Robinson, D.D., Stevens, F.C., Tucker, J.A., Vidmar, T.J., Yu, J.H. J. Med. Chem. (2001) [Pubmed]
  2. Antihyperglycemic action of guanidinoalkanoic acids: 3-guanidinopropionic acid ameliorates hyperglycemia in diabetic KKAy and C57BL6Job/ob mice and increases glucose disappearance in rhesus monkeys. Meglasson, M.D., Wilson, J.M., Yu, J.H., Robinson, D.D., Wyse, B.M., de Souza, C.J. J. Pharmacol. Exp. Ther. (1993) [Pubmed]
  3. Activation of hypothalamic ATP-sensitive K+ channels by the aminoguanidine carboxylate BVT.12777. Mirshamsi, S., Laidlaw, H.A., Spanswick, D., Ashford, M.L. J. Neuroendocrinol. (2005) [Pubmed]
  4. Ascorbate-cyanide test on red blood cells in uremia: effect of guanidinopropionic acid. Kamoun, P.P., Zingraff, J.J., Turlin, G., Lebreton, P. Nephron (1981) [Pubmed]
  5. Brain ATP metabolism in hypoxia resistant mice fed guanidinopropionic acid. Holtzman, D., Brown, M., O'Gorman, E., Allred, E., Wallimann, T. Dev. Neurosci. (1998) [Pubmed]
  6. AMP kinase is required for mitochondrial biogenesis in skeletal muscle in response to chronic energy deprivation. Zong, H., Ren, J.M., Young, L.H., Pypaert, M., Mu, J., Birnbaum, M.J., Shulman, G.I. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  7. Synthesis and biological activity of analogues of the antidiabetic/antiobesity agent 3-guanidinopropionic acid: discovery of a novel aminoguanidinoacetic acid antidiabetic agent. Larsen, S.D., Connell, M.A., Cudahy, M.M., Evans, B.R., May, P.D., Meglasson, M.D., O'Sullivan, T.J., Schostarez, H.J., Sih, J.C., Stevens, F.C., Tanis, S.P., Tegley, C.M., Tucker, J.A., Vaillancourt, V.A., Vidmar, T.J., Watt, W., Yu, J.H. J. Med. Chem. (2001) [Pubmed]
  8. Stimulation of HSP72 expression following ATP depletion and short-term exercise training in fast-twitch muscle. Ecochard, L., Roussel, D., Sempore, B., Favier, R. Acta Physiol. Scand. (2004) [Pubmed]
  9. Age-dependent changes in cardiac muscle metabolism upon replacement of creatine by beta- guanidinopropionic acid. Field, M.L., Unitt, J.F., Radda, G.K., Henderson, C., Seymour, A.M. Biochem. Soc. Trans. (1991) [Pubmed]
  10. The toxicity of guanidino compounds in the red blood cell in uremia and the effects of hemodialysis. Shainkin-Kestenbaum, R., Giat, Y., Berlyne, G.M. Nephron (1982) [Pubmed]
  11. Effects of hemodialysis on guanidinopropionic acid metabolism. Gurreri, G., Ghiggeri, G., Salvidio, G., Garibotto, G., Robaudo, C., Deferrari, G. Nephron (1986) [Pubmed]
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