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Chemical Compound Review

coformycin     2-(hydroxymethyl)-5-(6- hydroxy-2,4,8,10...

Synonyms: SureCN14031897, DNC000460, NSC277817, AR-1F4870, AC1L18Z7, ...
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Disease relevance of coformycin

  • Exposure of fresh TdT-positive leukemic cells to ddA/CF for 72 hours ex vivo resulted in cytotoxicity (six cases of acute lymphocytic leukemia [ALL]) while not affecting TdT-negative acute leukemic cells (six cases) [1].
  • An enzyme has been isolated from cell-free extracts of Streptomyces antibioticus that can catalyze the reduction of 8-ketodeoxycoformycin (8-KetodCF) and 8-ketocoformycin (8-ketoCoF) to the naturally occurring nucleoside analogues 2'-deoxycoformycin (dCF) and coformycin (CoF), respectively [2].
  • The potentiation of adenine toxicity to Chinese hamster cells by coformycin: suppression in mutants with altered regulation of purine biosynthesis or increased adenylate-deaminase activity [3].
  • These effects of coformycin were moderate during early hypoxia (0-5 min) and became pronounced during the late phase of oxygen deprivation (5-16 min) [4].
  • EHNA and coformycin preserved cardiac ATP levels and increased endogenous tissue adenosine during ischemia [5].

High impact information on coformycin

  • Inhibition of maturation of human precursor lymphocytes by coformycin, an inhibitor of the enzyme adenosine deaminase [6].
  • After a 48-hour continuous exposure period to 250 mumol/L ddA and 30 mumol/L CF, 30% cell death was observed in the TdT-negative parental line, whereas 90% cell death was observed in the TdT-positive daughter line [1].
  • In each subject group, the rates of AMP dephosphorylation between pH 5.1 and 8.3 were indistinguishable from those of IMP, suggesting a potential role for AMP-deaminase, an erythrocyte enzyme that was stimulated by coformycin at pH 7 [7].
  • Normal and simian virus 40-transformed human embryonic lung fibroblasts in culture were exposed to 3.5 microM coformycin (CF) [8].
  • Differential effect of coformycin on the cell cycle traverse of normal and simian virus 40-transformed human fibroblasts [8].

Biological context of coformycin


Anatomical context of coformycin


Associations of coformycin with other chemical compounds


Gene context of coformycin


Analytical, diagnostic and therapeutic context of coformycin


  1. 2',3'-Dideoxyadenosine is selectively toxic for TdT-positive cells. Spigelman, Z., Duff, R., Beardsley, G.P., Broder, S., Cooney, D., Landau, N.R., Mitsuya, H., Ullman, B., McCaffrey, R. Blood (1988) [Pubmed]
  2. 8-Ketodeoxycoformycin and 8-ketocoformycin as intermediates in the biosynthesis of 2'-deoxycoformycin and coformycin. Hanvey, J.C., Hawkins, E.S., Baker, D.C., Suhadolnik, R.J. Biochemistry (1988) [Pubmed]
  3. The potentiation of adenine toxicity to Chinese hamster cells by coformycin: suppression in mutants with altered regulation of purine biosynthesis or increased adenylate-deaminase activity. Debatisse, M., Berry, M., Buttin, G. J. Cell. Physiol. (1981) [Pubmed]
  4. Effects of hypoxia on the guinea-pig myocardium following inhibition of adenosine deaminase by coformycin. Szentmiklósi, A.J., Németh, M., Cseppentö, A., Szegi, J., Papp, J.G., Szekeres, L. Archives internationales de pharmacodynamie et de thérapie. (1984) [Pubmed]
  5. Adenosine deaminase inhibitors attenuate ischemic injury and preserve energy balance in isolated guinea pig heart. Sandhu, G.S., Burrier, A.C., Janero, D.R. Am. J. Physiol. (1993) [Pubmed]
  6. Inhibition of maturation of human precursor lymphocytes by coformycin, an inhibitor of the enzyme adenosine deaminase. Ballet, J.J., Insel, R., Merler, E., Rosen, F.S. J. Exp. Med. (1976) [Pubmed]
  7. Mechanisms of adenosine 5'-monophosphate catabolism in human erythrocytes. Paglia, D.E., Valentine, W.N., Nakatani, M., Brockway, R.A. Blood (1986) [Pubmed]
  8. Differential effect of coformycin on the cell cycle traverse of normal and simian virus 40-transformed human fibroblasts. Chung, H.R., Albanese, E.A., Studzinski, G.P. Cancer Res. (1983) [Pubmed]
  9. Cytotoxic and metabolic effects of adenosine and adenine on human lymphoblasts. Snyder, F.F., Hershfield, M.S., Seegmiller, J.E. Cancer Res. (1978) [Pubmed]
  10. Coformycin inhibition of platelet AMP deaminase has no effect on thrombin-induced platelet secretion nor on glycolysis or glycogenolysis. Ashby, B., Wernick, E., Holmsen, H. J. Biol. Chem. (1983) [Pubmed]
  11. Catalytic and regulatory site composition of yeast AMP deaminase by comparative binding and rate studies. Resolution of the cooperative mechanism. Merkler, D.J., Schramm, V.L. J. Biol. Chem. (1990) [Pubmed]
  12. Adenosine-5'-phosphate deaminase. A novel herbicide target. Dancer, J.E., Hughes, R.G., Lindell, S.D. Plant Physiol. (1997) [Pubmed]
  13. 2',3'-Dideoxyadenosine killing of TdT-positive cells is due to a trace contaminant. Koç, Y., McCaffrey, R. Leukemia (1995) [Pubmed]
  14. Purine catabolism in isolated rat hepatocytes. Influence of coformycin. Van den Berghe, G., Bontemps, F., Hers, H.G. Biochem. J. (1980) [Pubmed]
  15. Adenosine acts through an A3 receptor to prevent the induction of murine anti-CD3-activated killer T cells. Hoskin, D.W., Butler, J.J., Drapeau, D., Haeryfar, S.M., Blay, J. Int. J. Cancer (2002) [Pubmed]
  16. Dominant localization of adenosine deaminase in leptomeninges and involvement of the enzyme in sleep. Okada, T., Mochizuki, T., Huang, Z.L., Eguchi, N., Sugita, Y., Urade, Y., Hayaishi, O. Biochem. Biophys. Res. Commun. (2003) [Pubmed]
  17. Inhibition of adenosine-metabolizing enzymes modulates mouse sperm fertilizing ability: a changing role for endogenously generated adenosine during capacitation. Monks, N.J., Fraser, L.R. Gamete research. (1988) [Pubmed]
  18. Adenine aminohydrolase: occurrence and possible significance in trypanosomid flagellates. Kidder, G.W., Nolan, L.L. Proc. Natl. Acad. Sci. U.S.A. (1979) [Pubmed]
  19. Yeast AMP deaminase. Catalytic activity in Schizosaccharomyces pombe and chromosomal location in Saccharomyces cerevisiae. Sollitti, P., Merkler, D.J., Estupiñán, B., Schramm, V.L. J. Biol. Chem. (1993) [Pubmed]
  20. A seryl-tRNA synthetase gene is coamplified with the adenylate deaminase 2 gene in coformycin resistant Chinese hamster fibroblasts. Lunel, C., Buttin, G., de Saint Vincent, B.R. Nucleic Acids Res. (1992) [Pubmed]
  21. Inhibition of utilization of hypoxanthine and guanine in cells treated with the carbocyclic analog of adenosine. Phosphates of carbocyclic nucleoside analogs as inhibitors of hypoxanthine (guanine) phosphoribosyltransferase. Bennett, L.L., Brockman, R.W., Rose, L.M., Allan, P.W., Shaddix, S.C., Shealy, Y.F., Clayton, J.D. Mol. Pharmacol. (1985) [Pubmed]
  22. The highly conserved Chinese hamster GNAI3 gene maps less than 60 kb from the AMPD2 gene and lacks the intronic U6 snRNA present in its human counterpart. Baron, B., Fernandez, M.A., Toledo, F., Le Roscouët, D., Mayau, V., Martin, N., Buttin, G., Debatisse, M. Genomics (1994) [Pubmed]
  23. Phosphorylation of coformycin and 2'-deoxycoformycin, and substrate and inhibitor properties of the nucleosides and nucleotides in several enzyme systems. Bzowska, A., Lassota, P., Shugar, D. Z. Naturforsch., C, Biosci. (1985) [Pubmed]
  24. Novel 6-alkoxypurine 2',3'-dideoxynucleosides as inhibitors of the cytopathic effect of the human immunodeficiency virus. Burns, C.L., St Clair, M.H., Frick, L.W., Spector, T., Averett, D.R., English, M.L., Holmes, T.J., Krenitsky, T.A., Koszalka, G.W. J. Med. Chem. (1993) [Pubmed]
  25. The rate constant describing slow-onset inhibition of yeast AMP deaminase by coformycin analogues is independent of inhibitor structure. Merkler, D.J., Brenowitz, M., Schramm, V.L. Biochemistry (1990) [Pubmed]
  26. Tight-binding inhibitors--III. A new approach for the determination of competition between tight-binding inhibitors and substrates--inhibition of adenosine deaminase by coformycin. Cha, S. Biochem. Pharmacol. (1976) [Pubmed]
  27. Relationships of adenine nucleotide metabolism to platelet-collagen adhesion. Morin, R.J., Chen, A.F. Thromb. Haemost. (1978) [Pubmed]
  28. Metabolism of arabinosyladenine in herpes simplex virus-infected and uninfected cells. Correlation with inhibition of DNA synthesis and role in antiviral selectivity. Schwartz, P.M., Novack, J., Shipman, C., Drach, J.C. Biochem. Pharmacol. (1984) [Pubmed]
  29. Isolation of mutant adenosine deaminase by coformycin affinity chromatography. Danton, M.J., Coleman, M.S. Anal. Biochem. (1986) [Pubmed]
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