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Chemical Compound Review

Ba 2756     5-amino-3H-imidazole-4- carboxamide

Synonyms: Colahepat, AICA, Diazol-C, PubChem9129, CHEMBL1610, ...
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Disease relevance of Ba 2756


High impact information on Ba 2756


Chemical compound and disease context of Ba 2756


Biological context of Ba 2756


Anatomical context of Ba 2756


Associations of Ba 2756 with other chemical compounds


Gene context of Ba 2756


Analytical, diagnostic and therapeutic context of Ba 2756


  1. Carcinogenicity of the antineoplastic agent, 5-(3,3-dimethyl-1-triazeno)-imidazole-4-carboxamide, and its metabolites in rats. Beal, D.D., Skibba, J.L., Croft, W.A., Cohen, S.M., Bryan, G.T. J. Natl. Cancer Inst. (1975) [Pubmed]
  2. Acadesine activates AMPK and induces apoptosis in B-cell chronic lymphocytic leukemia cells but not in T lymphocytes. Campàs, C., Lopez, J.M., Santidrián, A.F., Barragán, M., Bellosillo, B., Colomer, D., Gil, J. Blood (2003) [Pubmed]
  3. 5-aminoimidazole-4-carboxamide riboside mimics the effects of insulin on the expression of the 2 key gluconeogenic genes PEPCK and glucose-6-phosphatase. Lochhead, P.A., Salt, I.P., Walker, K.S., Hardie, D.G., Sutherland, C. Diabetes (2000) [Pubmed]
  4. Nucleotide sequence analysis of genes purH and purD involved in the de novo purine nucleotide biosynthesis of Escherichia coli. Aiba, A., Mizobuchi, K. J. Biol. Chem. (1989) [Pubmed]
  5. 5-aminoimidazole-4-carboxamide ribonucleoside: a novel immunomodulator with therapeutic efficacy in experimental autoimmune encephalomyelitis. Nath, N., Giri, S., Prasad, R., Salem, M.L., Singh, A.K., Singh, I. J. Immunol. (2005) [Pubmed]
  6. Deficiency of LKB1 in skeletal muscle prevents AMPK activation and glucose uptake during contraction. Sakamoto, K., McCarthy, A., Smith, D., Green, K.A., Grahame Hardie, D., Ashworth, A., Alessi, D.R. EMBO J. (2005) [Pubmed]
  7. Thrombin activates AMP-activated protein kinase in endothelial cells via a pathway involving Ca2+/calmodulin-dependent protein kinase kinase beta. Stahmann, N., Woods, A., Carling, D., Heller, R. Mol. Cell. Biol. (2006) [Pubmed]
  8. Accelerated repletion of ATP and GTP pools in postischemic canine myocardium using a precursor of purine de novo synthesis. Swain, J.L., Hines, J.J., Sabina, R.L., Holmes, E.W. Circ. Res. (1982) [Pubmed]
  9. A new variant anaplastic lymphoma kinase (ALK)-fusion protein (ATIC-ALK) in a case of ALK-positive anaplastic large cell lymphoma. Trinei, M., Lanfrancone, L., Campo, E., Pulford, K., Mason, D.Y., Pelicci, P.G., Falini, B. Cancer Res. (2000) [Pubmed]
  10. (6R)-5,10-Dideaza-5,6,7,8-tetrahydrofolic acid effects on nucleotide metabolism in CCRF-CEM human T-lymphoblast leukemia cells. Pizzorno, G., Moroson, B.A., Cashmore, A.R., Beardsley, G.P. Cancer Res. (1991) [Pubmed]
  11. Inhibition of Fructose-1,6-bisphosphatase by Aminoimidazole Carboxamide Ribotide Prevents Growth of Salmonella enterica purH Mutants on Glycerol. Dougherty, M.J., Boyd, J.M., Downs, D.M. J. Biol. Chem. (2006) [Pubmed]
  12. 5,10-Methylenetetrahydro-5-deazafolic acid and analogues: synthesis and biological activities. Gangjee, A., Patel, J., Kisliuk, R.L., Gaumont, Y. J. Med. Chem. (1992) [Pubmed]
  13. Inhibition of lipid synthesis through activation of AMP kinase: an additional mechanism for the hypolipidemic effects of berberine. Brusq, J.M., Ancellin, N., Grondin, P., Guillard, R., Martin, S., Saintillan, Y., Issandou, M. J. Lipid Res. (2006) [Pubmed]
  14. AMP-activated protein kinase kinase: detection with recombinant AMPK alpha1 subunit. Hamilton, S.R., O'Donnell, J.B., Hammet, A., Stapleton, D., Habinowski, S.A., Means, A.R., Kemp, B.E., Witters, L.A. Biochem. Biophys. Res. Commun. (2002) [Pubmed]
  15. Effects of 5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide and its metabolites on Novikoff hepatoma cells. Beal, D.D., Skibba, J.L., Whitnable, K.K., Bryan, G.T. Cancer Res. (1976) [Pubmed]
  16. Inhibition of hepatocytic autophagy by adenosine, aminoimidazole-4-carboxamide riboside, and N6-mercaptopurine riboside. Evidence for involvement of amp-activated protein kinase. Samari, H.R., Seglen, P.O. J. Biol. Chem. (1998) [Pubmed]
  17. Human 5-aminoimidazole-4-carboxamide ribonucleotide transformylase/inosine 5'-monophosphate cyclohydrolase. A bifunctional protein requiring dimerization for transformylase activity but not for cyclohydrolase activity. Vergis, J.M., Bulock, K.G., Fleming, K.G., Beardsley, G.P. J. Biol. Chem. (2001) [Pubmed]
  18. Inhibition of Gluconeogenesis through Transcriptional Activation of EGR1 and DUSP4 by AMP-activated Kinase. Berasi, S.P., Huard, C., Li, D., Shih, H.H., Sun, Y., Zhong, W., Paulsen, J.E., Brown, E.L., Gimeno, R.E., Martinez, R.V. J. Biol. Chem. (2006) [Pubmed]
  19. Pharmacogenomic and metabolic biomarkers in the folate pathway and their association with methotrexate effects during dosage escalation in rheumatoid arthritis. Dervieux, T., Greenstein, N., Kremer, J. Arthritis Rheum. (2006) [Pubmed]
  20. Activation of AMP-activated protein kinase leads to the phosphorylation of elongation factor 2 and an inhibition of protein synthesis. Horman, S., Browne, G., Krause, U., Patel, J., Vertommen, D., Bertrand, L., Lavoinne, A., Hue, L., Proud, C., Rider, M. Curr. Biol. (2002) [Pubmed]
  21. Glycogen-dependent effects of 5-aminoimidazole-4-carboxamide (AICA)-riboside on AMP-activated protein kinase and glycogen synthase activities in rat skeletal muscle. Wojtaszewski, J.F., Jørgensen, S.B., Hellsten, Y., Hardie, D.G., Richter, E.A. Diabetes (2002) [Pubmed]
  22. Requirement for 3-phosphoinositide-kependent dinase-1 (PDK-1) in insulin-induced glucose uptake in immortalized brown adipocytes. Sakaue, H., Nishizawa, A., Ogawa, W., Teshigawara, K., Mori, T., Takashima, Y., Noda, T., Kasuga, M. J. Biol. Chem. (2003) [Pubmed]
  23. 5'-AMP-activated protein kinase phosphorylates IRS-1 on Ser-789 in mouse C2C12 myotubes in response to 5-aminoimidazole-4-carboxamide riboside. Jakobsen, S.N., Hardie, D.G., Morrice, N., Tornqvist, H.E. J. Biol. Chem. (2001) [Pubmed]
  24. Activation of AMP-activated protein kinase inhibits protein synthesis associated with hypertrophy in the cardiac myocyte. Chan, A.Y., Soltys, C.L., Young, M.E., Proud, C.G., Dyck, J.R. J. Biol. Chem. (2004) [Pubmed]
  25. The effect of folic acid and folinic acid supplements on purine metabolism in methotrexate-treated rheumatoid arthritis. Morgan, S.L., Oster, R.A., Lee, J.Y., Alarcón, G.S., Baggott, J.E. Arthritis Rheum. (2004) [Pubmed]
  26. Rosiglitazone Treatment Enhances Acute AMP-Activated Protein Kinase-Mediated Muscle and Adipose Tissue Glucose Uptake in High-Fat-Fed Rats. Ye, J.M., Dzamko, N., Hoy, A.J., Iglesias, M.A., Kemp, B., Kraegen, E. Diabetes (2006) [Pubmed]
  27. Activation of glycogen phosphorylase with 5-aminoimidazole-4-carboxamide riboside (AICAR). Assessment of glycogen as a precursor of mannosyl residues in glycoconjugates. Shang, J., Lehrman, M.A. J. Biol. Chem. (2004) [Pubmed]
  28. The effect of methotrexate and 7-hydroxymethotrexate on rat adjuvant arthritis and on urinary aminoimidazole carboxamide excretion. Baggott, J.E., Morgan, S.L., Koopman, W.J. Arthritis Rheum. (1998) [Pubmed]
  29. Cloning and characterization of methenyltetrahydrofolate synthetase from Saccharomyces cerevisiae. Holmes, W.B., Appling, D.R. J. Biol. Chem. (2002) [Pubmed]
  30. Classical and nonclassical furo[2,3-d]pyrimidines as novel antifolates: synthesis and biological activities. Gangjee, A., Devraj, R., McGuire, J.J., Kisliuk, R.L., Queener, S.F., Barrows, L.R. J. Med. Chem. (1994) [Pubmed]
  31. Repression of protein synthesis and mTOR signaling in rat liver mediated by the AMPK activator aminoimidazole carboxamide ribonucleoside. Reiter, A.K., Bolster, D.R., Crozier, S.J., Kimball, S.R., Jefferson, L.S. Am. J. Physiol. Endocrinol. Metab. (2005) [Pubmed]
  32. 5-Aminoimidazole-4-carboxamide riboside suppresses lipopolysaccharide-induced TNF-alpha production through inhibition of phosphatidylinositol 3-kinase/Akt activation in RAW 264.7 murine macrophages. Jhun, B.S., Jin, Q., Oh, Y.T., Kim, S.S., Kong, Y., Cho, Y.H., Ha, J., Baik, H.H., Kang, I. Biochem. Biophys. Res. Commun. (2004) [Pubmed]
  33. MEK inhibitors block AICAR-induced maturation in mouse oocytes by a MAPK-independent mechanism. LaRosa, C., Downs, S.M. Mol. Reprod. Dev. (2005) [Pubmed]
  34. Evidence for 5' AMP-activated protein kinase mediation of the effect of muscle contraction on glucose transport. Hayashi, T., Hirshman, M.F., Kurth, E.J., Winder, W.W., Goodyear, L.J. Diabetes (1998) [Pubmed]
  35. Evaluation of the catalytic mechanism of AICAR transformylase by pH-dependent kinetics, mutagenesis, and quantum chemical calculations. Shim, J.H., Wall, M., Benkovic, S.J., Díaz, N., Suárez, D., Merz, K.M. J. Am. Chem. Soc. (2001) [Pubmed]
  36. Molecular cloning and expression of a rat cDNA encoding 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase/IMP cyclohydrolase. Akira, T., Komatsu, M., Nango, R., Tomooka, A., Konaka, K., Yamauchi, M., Kitamura, Y., Nomura, S., Tsukamoto, I. Gene (1997) [Pubmed]
  37. Radioassay of bifunctional 5-aminoimidazole-4-carboxamide ribotide transformylase-IMP cyclohydrolase by thin-layer chromatography. Szabados, E., Christopherson, R.I. Anal. Biochem. (1994) [Pubmed]
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