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Chemical Compound Review

AC1Q6DDM     2,6-diamino-3,6- dihydropyrimidine-4,5-dione

Synonyms: CTK8D6370, AR-1D4744, AC1L3MF4, 5390-61-4, 26363-10-0, ...
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Disease relevance of Divicine


High impact information on Divicine

  • Specifically, autoxidizing divicine inactivated procalpain, the proenzyme species of calcium-activated cytosolic neutral proteinase, or calpain [4].
  • That the pyrimidine product of this process (when carried out in the presence of 2-mercaptoethanol) is 2,6-diamino-5-hydroxy-4-pyrimidinone (divicine) is further confirmed by mass spectrometry of an isolated t-butyldimethylsilyl derivative [5].
  • The majority of divicine isolated from phenylalanine hydroxylase incubations with o-methyl substrate analog was labeled with oxygen from 18O2 [5].
  • The position of the isotope was unambiguously assigned to the 5-hydroxyl group by the simultaneous use of [18O] TP and 18O2, the divicine from which was found to be doubly labeled. o-Methylphenylalanine stimulates a rate of cofactor oxidation at least 10-fold greater than its own rate of hydroxylation [5].
  • Iron release and membrane damage in erythrocytes exposed to oxidizing agents, phenylhydrazine, divicine and isouramil [6].

Chemical compound and disease context of Divicine


Biological context of Divicine


Anatomical context of Divicine


Associations of Divicine with other chemical compounds


Gene context of Divicine


Analytical, diagnostic and therapeutic context of Divicine


  1. Chemical analysis and hemolytic activity of the fava bean aglycon divicine. McMillan, D.C., Schey, K.L., Meier, G.P., Jollow, D.J. Chem. Res. Toxicol. (1993) [Pubmed]
  2. Protection against oxidative damage of erythrocyte membrane by the flavonoid quercetin and its relation to iron chelating activity. Ferrali, M., Signorini, C., Caciotti, B., Sugherini, L., Ciccoli, L., Giachetti, D., Comporti, M. FEBS Lett. (1997) [Pubmed]
  3. Auto-oxidation of dialuric acid, divicine and isouramil. Superoxide dependent and independent mechanisms. Winterbourn, C.C., Cowden, W.B., Sutton, H.C. Biochem. Pharmacol. (1989) [Pubmed]
  4. Favism: impairment of proteolytic systems in red blood cells. Morelli, A., Grasso, M., Meloni, T., Forteleoni, G., Zocchi, E., De Flora, A. Blood (1987) [Pubmed]
  5. Incorporation of molecular oxygen into pyrimidine cofactors by phenylalanine hydroxylase. Bailey, S.W., Weintraub, S.T., Hamilton, S.M., Ayling, J.E. J. Biol. Chem. (1982) [Pubmed]
  6. Iron release and membrane damage in erythrocytes exposed to oxidizing agents, phenylhydrazine, divicine and isouramil. Ferrali, M., Signorini, C., Ciccoli, L., Comporti, M. Biochem. J. (1992) [Pubmed]
  7. Favism: divicine hemotoxicity in the rat. McMillan, D.C., Jollow, D.J. Toxicol. Sci. (1999) [Pubmed]
  8. Favism: effect of divicine on rat erythrocyte sulfhydryl status, hexose monophosphate shunt activity, morphology, and membrane skeletal proteins. McMillan, D.C., Bolchoz, L.J., Jollow, D.J. Toxicol. Sci. (2001) [Pubmed]
  9. Effects of divicine, one of its degradation products and hydrogen peroxide on normal and pre-treated rat erythrocytes. Yannai, S., Marquardt, R.R. Veterinary and human toxicology. (1987) [Pubmed]
  10. Impairment of the calcium pump of human erythrocytes by divicine. Benatti, U., Guida, L., Forteleoni, G., Meloni, T., De Flora, A. Arch. Biochem. Biophys. (1985) [Pubmed]
  11. Activity of divicine in Plasmodium vinckei-infected mice has implications for treatment of favism and epidemiology of G-6-PD deficiency. Clark, I.A., Cowden, W.B., Hunt, N.H., Maxwell, L.E., Mackie, E.J. Br. J. Haematol. (1984) [Pubmed]
  12. Role of hemin in oxidative stress induced by divicine in vitamin E-deficient rats. D'Aquino, M., Tomassi, G. Basic Life Sci. (1988) [Pubmed]
  13. Divicine induces calcium release from rat liver mitochondria. Graf, M., Frei, B., Winterhalter, K.H., Richter, C. Biochem. Biophys. Res. Commun. (1985) [Pubmed]
  14. Membrane cross bonding in red cells in favic crisis: a missing link in the mechanism of extravascular haemolysis. Fischer, T.M., Meloni, T., Pescarmona, G.P., Arese, P. Br. J. Haematol. (1985) [Pubmed]
  15. Iron release and oxidant damage in human myoblasts by divicine. Ninfali, P., Perini, M.P., Bresolin, N., Aluigi, G., Cambiaggi, C., Ferrali, M., Pompella, A. Life Sci. (2000) [Pubmed]
  16. The interaction of divicine with glutathione and pyridine nucleotides. Benatti, U., Guida, L., De Flora, A. Biochem. Biophys. Res. Commun. (1984) [Pubmed]
  17. Oxidative inactivation of the calcium-stimulated neutral proteinase from human red blood cells by divicine and intracellular protection by reduced glutathione. Morelli, A., Grasso, M., De Flora, A. Arch. Biochem. Biophys. (1986) [Pubmed]
  18. Inhibition of autoxidation of divicine and isouramil by the combination of superoxide dismutase and reduced glutathione. Winterbourn, C.C. Arch. Biochem. Biophys. (1989) [Pubmed]
  19. Favism: a hemolytic disease associated with increased superoxide dismutase and decreased glutathione peroxidase activities in red blood cells. Mavelli, I., Ciriolo, M.R., Rossi, L., Meloni, T., Forteleoni, G., De Flora, A., Benatti, U., Morelli, A., Rotilio, G. Eur. J. Biochem. (1984) [Pubmed]
  20. Inactivation of red cell glutathione peroxidase by divicine and its relation to the hemolysis of favism. Mavelli, I., Ciriolo, M.R., Rotilio, G. Biochim. Biophys. Acta (1985) [Pubmed]
  21. Antioxidant enzymatic systems and oxidative stress in erythrocytes with G6PD deficiency: effect of deferoxamine. Vanella, A., Campisi, A., Castorina, C., Sorrenti, V., Attaguile, G., Samperi, P., Azzia, N., Di Giacomo, C., Schilirò, G. Pharmacol. Res. (1991) [Pubmed]
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