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Chemical Compound Review

Vitamin L2     (2R,3R,4S,5R)-2-(6- aminopurin-9-yl)-5...

Synonyms: CHEMBL277041, SureCN160358, CHEBI:17509, D5011_SIGMA, HMDB01173, ...
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Disease relevance of Thiomethyladenosine


High impact information on Thiomethyladenosine


Biological context of Thiomethyladenosine


Anatomical context of Thiomethyladenosine


Associations of Thiomethyladenosine with other chemical compounds


Gene context of Thiomethyladenosine


Analytical, diagnostic and therapeutic context of Thiomethyladenosine

  • A high-performance liquid chromatographic (HPLC) method for the separation and purification of 9-[5'-deoxy-5'(methylthio)-beta-D-xylofuranosyl]adenine (xylosyl-MTA), a naturally occurring analogue of 5'-deoxy-5'-methylthioadenosine (MTA), has been developed [27].


  1. Three-dimensional structure of a hyperthermophilic 5'-deoxy-5'-methylthioadenosine phosphorylase from Sulfolobus solfataricus. Appleby, T.C., Mathews, I.I., Porcelli, M., Cacciapuoti, G., Ealick, S.E. J. Biol. Chem. (2001) [Pubmed]
  2. Shapes of cells spreading on fibronectin: measurement of the stellation of BHK21 cells induced by raising cyclic AMP, and of its reversal by serum and lysophosphatidic acid. Edwards, J.G., Campbell, G., Carr, M., Edwards, C.C. J. Cell. Sci. (1993) [Pubmed]
  3. Trimethylation of histone H3 lysine 4 by Set1 in the lytic infection of human herpes simplex virus 1. Huang, J., Kent, J.R., Placek, B., Whelan, K.A., Hollow, C.M., Zeng, P.Y., Fraser, N.W., Berger, S.L. J. Virol. (2006) [Pubmed]
  4. Serum has a differential effect on DNA replication in a human melanoma cell line cultured in methionine or 5'-deoxy-5'-methylthioadenosine. Liteplo, R.G., Jurewicz, T.J. Biochim. Biophys. Acta (1991) [Pubmed]
  5. Molecular characterization of 5'-deoxy-5'-methylthioadenosine phosphorylase-deficient mutant clones of murine lymphoma cell line R1.1. Kadariya, Y., Nishioka, J., Nakamura, A., Kato-Nakazawa, K., Nobori, T. Cancer Sci. (2003) [Pubmed]
  6. Symmetrical dimethylarginine methylation is required for the localization of SMN in Cajal bodies and pre-mRNA splicing. Boisvert, F.M., Cote, J., Boulanger, M.C., Cleroux, P., Bachand, F., Autexier, C., Richard, S. J. Cell Biol. (2002) [Pubmed]
  7. Effect of 5''-methylthioadenosine and its analogs on murine lymphoid cell proliferation. Wolford, R.W., MacDonald, M.R., Zehfus, B., Rogers, T.J., Ferro, A.J. Cancer Res. (1981) [Pubmed]
  8. Nerve growth factor decreases soluble guanylate cyclase in rat pheochromocytoma PC12 cells. Liu, H., Force, T., Bloch, K.D. J. Biol. Chem. (1997) [Pubmed]
  9. Influx of 5'-deoxy-5'-methylthioadenosine into HL-60 human leukemia cells and erythrocytes. Stoeckler, J.D., Li, S.Y. J. Biol. Chem. (1987) [Pubmed]
  10. Induction of apoptosis in leukemia U937 cells by 5'-deoxy-5'-methylthioadenosine, a potent inhibitor of protein carboxylmethyltransferase. Lee, S.H., Cho, Y.D. Exp. Cell Res. (1998) [Pubmed]
  11. Substrate specificities of 5'-deoxy-5'-methylthioadenosine phosphorylase from Trypanosoma brucei brucei and mammalian cells. Ghoda, L.Y., Savarese, T.M., Northup, C.H., Parks, R.E., Garofalo, J., Katz, L., Ellenbogen, B.B., Bacchi, C.J. Mol. Biochem. Parasitol. (1988) [Pubmed]
  12. Salvage of 5'-deoxy-5'-methylthioadenosine and L-homocysteine into methionine in cells cultured in a methionine-free medium: a study of "methionine-dependence". Christa, L., Kersual, J., Auge, J., Perignon, J.L. Biochem. Biophys. Res. Commun. (1986) [Pubmed]
  13. Altered cell shapes in fibroblasts treated with 5'-deoxy-5'-methylthioadenosine: relation to morphogenesis of neural cells. Smalheiser, N.R. Brain Res. Dev. Brain Res. (1989) [Pubmed]
  14. 5-Methylthioribose. Its effects and function in mammalian cells. Riscoe, M.K., Ferro, A.J. J. Biol. Chem. (1984) [Pubmed]
  15. 5'-Deoxy-5'-methylthioadenosine phosphorylase and p16INK4 deficiency in multiple tumor cell lines. Della Ragione, F., Russo, G., Oliva, A., Mastropietro, S., Mancini, A., Borrelli, A., Casero, R.A., Iolascon, A., Zappia, V. Oncogene (1995) [Pubmed]
  16. 5'-Deoxy-5'-methylthioadenosine inhibition of rat T lymphocyte phosphodiesterase: correlation with inhibition of Con A induced proliferation. Christa, L., Thuillier, L., Perignon, J.L. Biochem. Biophys. Res. Commun. (1983) [Pubmed]
  17. Analysis of S-adenosylmethionine and related sulfur metabolites in animal tissues. Miura, G.A., Santangelo, J.R., Gordon, R.K., Chiang, P.K. Anal. Biochem. (1984) [Pubmed]
  18. The crystal structure of 5'-deoxy-5'-methylthioadenosine phosphorylase II from Sulfolobus solfataricus, a thermophilic enzyme stabilized by intramolecular disulfide bonds. Zhang, Y., Porcelli, M., Cacciapuoti, G., Ealick, S.E. J. Mol. Biol. (2006) [Pubmed]
  19. Both short- and long-term effects of nerve growth factor on tyrosine hydroxylase in calf adrenal chromaffin cells are blocked by S-adenosylhomocysteine hydrolase inhibitors. Acheson, A., Thoenen, H. J. Neurochem. (1987) [Pubmed]
  20. Trypanosoma cruzi adenine nucleoside phosphorylase. Purification and substrate specificity. Miller, R.L., Sabourin, C.L., Krenitsky, T.A. Biochem. Pharmacol. (1987) [Pubmed]
  21. The specificity of interaction between S-adenosyl-L-methionine and a nucleolar 2'-O-methyltransferase. Segal, D.M., Eichler, D.C. Arch. Biochem. Biophys. (1989) [Pubmed]
  22. Analysis of slow-onset neurite formation in NG108-15 cells: implications for a unified model of neurite elongation. Smalheiser, N.R. Brain Res. Dev. Brain Res. (1989) [Pubmed]
  23. Presence of methylthioadenosine phosphorylase (MTAP) in hematopoietic stem/progenitor cells: its therapeutic implication for MTAP (-) malignancies. Yu, J., Batova, A., Shao, L., Carrera, C.J., Yu, A.L. Clin. Cancer Res. (1997) [Pubmed]
  24. Nerve growth factor potentiates the hormone-stimulated intracellular accumulation of inositol phosphates and Ca2+ in rat PC12 pheochromocytoma cells: comparison with the effect of epidermal growth factor. van Calker, D., Takahata, K., Heumann, R. J. Neurochem. (1989) [Pubmed]
  25. NGF protects PC12 cells against ischemia by a mechanism that requires the N-kinase. Boniece, I.R., Wagner, J.A. J. Neurosci. Res. (1995) [Pubmed]
  26. Inactivation of S-adenosylhomocysteine hydrolase by 5'-deoxy-5'-methylthioadenosine. Ferro, A.J., Vandenbark, A.A., MacDonald, M.R. Biochem. Biophys. Res. Commun. (1981) [Pubmed]
  27. High-performance liquid chromatographic determination of a naturally occurring xylosyl thioether, 9-[5'-deoxy-5'(methylthio)-beta-D-xylofuranosyl]adenine. Porcelli, M., Cacciapuoti, G., Oliva, A., Zappia, V. J. Chromatogr. (1988) [Pubmed]
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