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Chemical Compound Review

Oxanosine     3-amino-9-[(2R,5R)-3,4- dihydroxy-5...

Synonyms: AC1L2JND, AR-1G7128, NSC 359452, BRN 4204765, AC1Q6O14, ...
 
 
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Disease relevance of Oxanosine

 

High impact information on Oxanosine

  • Oxanosine also increased the cellular content of fibronectin to the normal level [6].
  • These changes in p21 were the same as those which occurred to p21 in the cells cultured in the absence of oxanosine at 39.5 degrees C, a nonpermissive temperature [6].
  • Increased sensitivity to oxanosine, a novel nucleoside antibiotic, of rat kidney cells upon expression of the integrated viral src gene [1].
  • Oxanosine inhibited cell growth in vitro, as well as nucleic acid synthesis in these cells, 10 times more strongly at a permissive temperature (33 degrees C) than at a non-permissive temperature (39 degrees C) [1].
  • The reaction products xanthosine 3r and oxanosine 4r were separated by HPLC and characterized by LC/MS analysis and 13C NMR spectroscopy [7].
 

Chemical compound and disease context of Oxanosine

 

Biological context of Oxanosine

 

Gene context of Oxanosine

  • Unexpectedly, it was discovered that the incubation of oxanosine 3r with ADA in sodium phosphate buffer (pH = 7.4) results in 1-beta-(d-ribofuranosyl)-5-ureido-1H-imidazole-4-carboxylic acid 4r [3].
  • Oxanosine was confirmed to be a competitive inhibitor of GMP synthetase (E.C. 6.3.5.2) and the Ki value was 7.4 X 10(-4) M [8].
  • The primary action of oxanosine appears to be inhibition of GMP-synthetase [10].
 

Analytical, diagnostic and therapeutic context of Oxanosine

References

  1. Increased sensitivity to oxanosine, a novel nucleoside antibiotic, of rat kidney cells upon expression of the integrated viral src gene. Uehara, Y., Hasegawa, M., Hori, M., Umezawa, H. Cancer Res. (1985) [Pubmed]
  2. Differential sensitivity of RSVts (temperature-sensitive Rous-sarcoma virus)-infected rat kidney cells to nucleoside antibiotics at permissive and non-permissive temperatures. Uehara, Y., Hasegawa, M., Hori, M., Umezawa, H. Biochem. J. (1985) [Pubmed]
  3. Oxanosine is a substrate of adenosine deaminase. Implications for the quest for a toxicological marker for nitrosation activity. Majumdar, P., Wu, H., Tipton, P., Glaser, R. Chem. Res. Toxicol. (2005) [Pubmed]
  4. Synergistic anti-viral effect of oxanosine and ddI against human immunodeficiency virus. Nakamura, M., Ogawa, T., Yokono, A., Nakamori, S., Ohno, T., Umezawa, K. Biomed. Pharmacother. (2005) [Pubmed]
  5. Oxanosine, a novel nucleoside from actinomycetes. Shimada, N., Yagisawa, N., Naganawa, H., Takita, T., Hamada, M., Takeuchi, T., Umezawa, H. J. Antibiot. (1981) [Pubmed]
  6. Induction by the guanosine analogue oxanosine of reversion toward the normal phenotype of K-ras-transformed rat kidney cells. Itoh, O., Kuroiwa, S., Atsumi, S., Umezawa, K., Takeuchi, T., Hori, M. Cancer Res. (1989) [Pubmed]
  7. 5-Cyanoimino-4-oxomethylene-4,5-dihydroimidazole and 5-cyanoamino-4-imidazolecarboxylic acid intermediates in nitrosative guanosine deamination: evidence from 18O-labeling experiments. Rayat, S., Majumdar, P., Tipton, P., Glaser, R. J. Am. Chem. Soc. (2004) [Pubmed]
  8. Mode of action of oxanosine, a novel nucleoside antibiotic. Yagisawa, N., Shimada, N., Takita, T., Ishizuka, M., Takeuchi, T., Umezawa, H. J. Antibiot. (1982) [Pubmed]
  9. Cleavage of deoxyoxanosine-containing oligodeoxyribonucleotides by bacterial endonuclease V. Hitchcock, T.M., Gao, H., Cao, W. Nucleic Acids Res. (2004) [Pubmed]
  10. Oxanosine, a novel nucleoside from actinomycetes. Yagisawa, N., Shimada, N., Naganawa, H., Takita, T., Hamada, M., Takeuchi, T., Umezawa, H., Nakamura, H., Iitaka, Y. Nucleic Acids Symp. Ser. (1981) [Pubmed]
 
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