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Chemical Compound Review

cycloleucine     1-aminocyclopentane-1- carboxylic acid

Synonyms: Cycloleucin, CYCLO-LEUCINE, SureCN8495, PubChem13875, CHEMBL295830, ...
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Disease relevance of cycloleucine


High impact information on cycloleucine


Chemical compound and disease context of cycloleucine


Biological context of cycloleucine


Anatomical context of cycloleucine


Associations of cycloleucine with other chemical compounds


Gene context of cycloleucine

  • This study describes the synthesis and some pharmacological properties of eight new analogues of arginine vasopressin (AVP) substituted at position 2 or 3 with cycloleucine (1-aminocyclopentane-1-carboxylic acid, Apc) [22].
  • Growth hormone added to the medium during the entire 65-min perfusion at a concentration of 1 mug per ml caused a 30% increase in the cycloleucine distribution ratio [23].
  • There was a differential sensitivity towards the inhibition by cycloleucine between the expressed PfSAMS and the human hepatic SAMS with K(i) values of 17 and 10 mM, respectively [24].
  • The influence of cycloleucine on the amino acid uptake was not specific either to the amino acid concerned or to a particular transport system, since the three neutral amino acid-transport systems, A, ASC and L, were involved in these experiments [25].
  • The amount of dihydrofolate reductase protein produced from the transcripts of the cycloleucine treated cells was 20% less than untreated transcripts [26].

Analytical, diagnostic and therapeutic context of cycloleucine


  1. Distal motor axonopathy and central nervous system myelin vacuolation caused by cycloleucine, an inhibitor of methionine adenosyltransferase. Lee, C.C., Surtees, R., Duchen, L.W. Brain (1992) [Pubmed]
  2. Particles of reduced infectivity and deficient in envelope glycoproteins are produced in cycloleucine-treated B77 avian sarcoma virus-infected chicken embryo fibroblasts. Stoltzfus, C.M., Dane, R.W. J. Virol. (1983) [Pubmed]
  3. Methionine metabolism in BHK cells: preliminary characterization of the physiological effects of cycloleucine, an inhibitor of s-adenosylmethionine biosynthesis. Caboche, M., Hatzfeld, J. J. Cell. Physiol. (1978) [Pubmed]
  4. Alteration of the 5' terminal caps of the mRNAs of vesicular stomatitis virus by cycloleucine in vivo. Moyer, S.A. Virology (1981) [Pubmed]
  5. Synergistic suppression of the hyperacute form of experimental allergic encephalomyelitis by tilorone and cycloleucine. Levine, S., Sowinski, R. Proc. Soc. Exp. Biol. Med. (1977) [Pubmed]
  6. Guaran effect on rat intestinal absorption. A perfusion study. Elsenhans, B., Zenker, D., Caspary, W.F. Gastroenterology (1984) [Pubmed]
  7. The evolution of an experimental distal motor axonopathy. Physiological studies of changes in neuromuscular transmission caused by cycloleucine, an inhibitor of methionine adenosyltransferase. Edwards, J.P., Lee, C.C., Duchen, L.W. Brain (1994) [Pubmed]
  8. Effect of methylation on the stability of cytochrome c of Saccharomyces cerevisiae in vivo. Farooqui, J., DiMaria, P., Kim, S., Paik, W.K. J. Biol. Chem. (1981) [Pubmed]
  9. Processing and function of undermethylated chicken embryo fibroblast mRNA. Dimock, K., Stoltzfus, C.M. J. Biol. Chem. (1979) [Pubmed]
  10. Vesicular stomatitis virus mRNA methylation in vivo: effect of cycloleucine, an inhibitor of S-adenosylmethionine biosynthesis, on viral transcription and translation. Caboche, M., La Bonnardiere, C. Virology (1979) [Pubmed]
  11. Experimental cystinuria: the cycloleucine model. I. Amino acid interactions in renal and intestinal epithelia. Craan, A.G., Bergeron, M. Can. J. Physiol. Pharmacol. (1975) [Pubmed]
  12. Comparison of doxorubicin with cycloleucine in the treatment of sarcomas. Savlov, E.D., MacIntyre, J.M., Knight, E., Wolter, J. Cancer treatment reports. (1981) [Pubmed]
  13. RNA methylation and control of eukaryotic RNA biosynthesis: processing and utilization of undermethylated tRNAs in CHO cells. Amalric, F., Bachellerie, J.P., Caboche, M. Nucleic Acids Res. (1977) [Pubmed]
  14. Biosynthesis and utilization of extensively undermethylated poly(A)+ RNA in CHO cells during a cycloleucine treatment. Bachellerie, J.P., Amalric, F., Caboche, M. Nucleic Acids Res. (1978) [Pubmed]
  15. Effect of several inhibitors of enzymatic DNA methylation on the in vivo methylation of different classes of DNA sequences in a cultured human cell line. Woodcock, D.M., Adams, J.K., Allan, R.G., Cooper, I.A. Nucleic Acids Res. (1983) [Pubmed]
  16. Influence of vascular flow on amino acid transport across frog small intestine. Parsons, D.S., Sanderson, I.R. J. Physiol. (Lond.) (1980) [Pubmed]
  17. Neutral amino acid transport. Characterization of the A and L systems in isolated rat hepatocytes. Le Cam, A., Freychet, P. J. Biol. Chem. (1977) [Pubmed]
  18. In vitro suppression of insulin-mediated amino acid uptake in uremic skeletal muscle. Arnold, W.C., Holliday, M.A. Am. J. Clin. Nutr. (1980) [Pubmed]
  19. Membrane transport in synchronized Ehrlich ascites tumor cells: uptake of amino acids by the A and L system during the cell cycle. Tupper, J.T., Mills, B., Zorgniotti, F. J. Cell. Physiol. (1976) [Pubmed]
  20. Biochemical analysis of myelin lipids and proteins in a model of methyl donor pathway deficit: effect of S-adenosylmethionine. Bianchi, R., Calzi, F., Savaresi, S., Sciarretta-Birolo, R., Bellasio, R., Tsankova, V., Tacconi, M.T. Exp. Neurol. (1999) [Pubmed]
  21. Small bowel mucosal dysfunction in patients with cystic fibrosis. Morin, C.L., Roy, C.C., Lasalle, R., Bonin, A. J. Pediatr. (1976) [Pubmed]
  22. The influence of 1-aminocyclopentane-1-carboxylic acid at position 2 or 3 of AVP and its analogues on their pharmacological properties. Kowalczyk, W., Prahl, A., Dawidowska, O., Derdowska, I., Sobolewski, D., Hartrodt, B., Neubert, K., Slaninová, J., Lammek, B. J. Pept. Sci. (2005) [Pubmed]
  23. Growth hormone stimulation of amino acid transport and utilization by the perfused rat liver. Jefferson, L.S., Schworer, C.M., Tolman, E.L. J. Biol. Chem. (1975) [Pubmed]
  24. Molecular characterization of Plasmodium falciparum S-adenosylmethionine synthetase. Chiang, P.K., Chamberlin, M.E., Nicholson, D., Soubes, S., Su, X., Subramanian, G., Lanar, D.E., Prigge, S.T., Scovill, J.P., Miller, L.H., Chou, J.Y. Biochem. J. (1999) [Pubmed]
  25. Evidence that cycloleucine affects the high-affinity systems of amino acid uptake in cultured human fibroblasts. Feneant, M., Moatti, N., Maccario, J., Gautier, M., Guerroui, S., Lemonnier, A. Biochem. J. (1984) [Pubmed]
  26. Inhibition of 6-methyladenine formation decreases the translation efficiency of dihydrofolate reductase transcripts. Tuck, M.T., Wiehl, P.E., Pan, T. Int. J. Biochem. Cell Biol. (1999) [Pubmed]
  27. Methylations of adenosine residues (m6A) in pre-mRNA are important for formation of late simian virus 40 mRNAs. Finkel, D., Groner, Y. Virology (1983) [Pubmed]
  28. Effects of conformational constraint in 2- and 8-cycloleucine analogues of oxytocin and [1-penicillamine] oxytocin examined by circular dichroism and bioassay. Fric, I., Hlavacek, J., Rockway, T.W., Chan, W.Y., Hruby, V.J. J. Protein Chem. (1990) [Pubmed]
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