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Chemical Compound Review

Isopentenyladenosine     (2R,3S,4R,5R)-2- (hydroxymethyl)-5-[6-(3...

Synonyms: Riboprina, Riboprine, Riboprinum, SureCN4599, CHEMBL452867, ...
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Disease relevance of Isopentenyladenosine


High impact information on Isopentenyladenosine


Biological context of Isopentenyladenosine


Anatomical context of Isopentenyladenosine


Associations of Isopentenyladenosine with other chemical compounds


Gene context of Isopentenyladenosine

  • The antisuppressor strain sin1 of Schizosaccharomyces pombe lacks the modification isopentenyladenosine in transfer RNA [16].
  • Results from in vivo feeding of chloronemal tissue with tritiated isopentenyladenosine suggest that adenosine kinase plays an important role in the conversion of cytokinins towards their nucleotides in Physcomitrella [17].
  • Plants of the pga22 mutant accumulated at remarkably higher levels of isopentenyladenosine-5'-monophosphate and isopentenyladenosine when analyzed by mass spectrometry, suggesting that AtIPT8/PGA22 is a functional IPT that may direct the biosynthesis of cytokinins in planta via an isopentenyladenosine-5'-monophosphate-dependent pathway [18].
  • With the use of PMR the ribose conformations have been studies in the temperature range -60 to +40 degrees C in ND3 solutions of adenosine (A), guanosine (G), inosine (I), xanthsine (X), purineriboside (PR), 2-aminopurineriboside (2amPR), N6-isopentenyladenosine (N6ipA), 8-bromoadenosine (iA), and isopropylideneguanosine (iG) [19].

Analytical, diagnostic and therapeutic context of Isopentenyladenosine


  1. The role of 2-methylthio-N6-isopentenyladenosine in readthrough and suppression of nonsense codons in Escherichia coli. Petrullo, L.A., Gallagher, P.J., Elseviers, D. Mol. Gen. Genet. (1983) [Pubmed]
  2. Selective inhibition of selenocysteine tRNA maturation and selenoprotein synthesis in transgenic mice expressing isopentenyladenosine-deficient selenocysteine tRNA. Moustafa, M.E., Carlson, B.A., El-Saadani, M.A., Kryukov, G.V., Sun, Q.A., Harney, J.W., Hill, K.E., Combs, G.F., Feigenbaum, L., Mansur, D.B., Burk, R.F., Berry, M.J., Diamond, A.M., Lee, B.J., Gladyshev, V.N., Hatfield, D.L. Mol. Cell. Biol. (2001) [Pubmed]
  3. MOD5 translation initiation sites determine N6-isopentenyladenosine modification of mitochondrial and cytoplasmic tRNA. Gillman, E.C., Slusher, L.B., Martin, N.C., Hopper, A.K. Mol. Cell. Biol. (1991) [Pubmed]
  4. Identification and functional characterization of the candidate tumor suppressor gene TRIT1 in human lung cancer. Spinola, M., Galvan, A., Pignatiello, C., Conti, B., Pastorino, U., Nicander, B., Paroni, R., Dragani, T.A. Oncogene (2005) [Pubmed]
  5. Identification and sequencing of two isopentenyladenosine-modified transfer RNAs from Chinese hamster ovary cells. Warner, G.J., Rusconi, C.P., White, I.E., Faust, J.R. Nucleic Acids Res. (1998) [Pubmed]
  6. Maturation of a hypermodified nucleoside in transfer RNA. Agris, P.F., Armstrong, D.J., Schäfer, K.P., Söll, D. Nucleic Acids Res. (1975) [Pubmed]
  7. Activation of caspase-like proteases and induction of apoptosis by isopentenyladenosine in tobacco BY-2 cells. Mlejnek, P., Procházka, S. Planta (2002) [Pubmed]
  8. DNA sequence and transcript mapping of MOD5: features of the 5' region which suggest two translational starts. Najarian, D., Dihanich, M.E., Martin, N.C., Hopper, A.K. Mol. Cell. Biol. (1987) [Pubmed]
  9. N6-isopentenyladenosine affects cAMP-dependent microfilament organization in FRTL-5 thyroid cells. Laezza, C., Migliaro, A., Cerbone, R., Tedesco, I., Santillo, M., Garbi, C., Bifulco, M. Exp. Cell Res. (1997) [Pubmed]
  10. Alterations in tRNAs containing 2-methylthio-N6-(delta2-isopentenyl)-adenosine during growth of enteropathogenic Escherichia coli in the presence of iron-binding proteins. Griffiths, E., Humphreys, J. Eur. J. Biochem. (1978) [Pubmed]
  11. N6-isopentenyladenosine arrests tumor cell proliferation by inhibiting farnesyl diphosphate synthase and protein prenylation. Laezza, C., Notarnicola, M., Caruso, M.G., Messa, C., Macchia, M., Bertini, S., Minutolo, F., Portella, G., Fiorentino, L., Stingo, S., Bifulco, M. FASEB J. (2006) [Pubmed]
  12. Effects of norepinephrine and isopentenyladenosine on Na+/Ca2+ exchange currents in isolated guinea pig ventricular myocytes. Dun, W., Wu, B.W., Zhao, R.R. Zhongguo yao li xue bao = Acta pharmacologica Sinica. (1998) [Pubmed]
  13. Binding of spermine to tRNATyr stabilizes the conformation of the anticodon loop and creates strong binding sites for divalent cations. Nöthig-Laslo, V., Weygand-Durasević, I., Zivković, T., Kućan, Z. Eur. J. Biochem. (1981) [Pubmed]
  14. Thidiazuron influences the endogenous levels of cytokinins and IAA during the flowering of isolated shoots of Dendrobium. de Melo Ferreira, W., Barbante Kerbauy, G., Elizabeth Kraus, J., Pescador, R., Mamoru Suzuki, R. J. Plant Physiol. (2006) [Pubmed]
  15. Specific interaction of cytokinins and their analogs with rotenone-sensitive internal NADH dehydrogenase in potato tuber mitochondria. Sue, M., Miyoshi, H., Iwamura, H. Biosci. Biotechnol. Biochem. (1997) [Pubmed]
  16. The antisuppressor strain sin1 of Schizosaccharomyces pombe lacks the modification isopentenyladenosine in transfer RNA. Janner, F., Vögeli, G., Fluri, R. J. Mol. Biol. (1980) [Pubmed]
  17. Cloning and characterization of an adenosine kinase from Physcomitrella involved in cytokinin metabolism. von Schwartzenberg, K., Kruse, S., Reski, R., Moffatt, B., Laloue, M. Plant J. (1998) [Pubmed]
  18. The Arabidopsis AtIPT8/PGA22 gene encodes an isopentenyl transferase that is involved in de novo cytokinin biosynthesis. Sun, J., Niu, Q.W., Tarkowski, P., Zheng, B., Tarkowska, D., Sandberg, G., Chua, N.H., Zuo, J. Plant Physiol. (2003) [Pubmed]
  19. Ribose conformations in the common purine(beta)ribosides, in some antibiotic nucleosides, and in some isopropylidene derivatives: a comparison. Westhof, E., Röder, O., Croneiss, I., Lüdemann, H.D. Z. Naturforsch., C, Biosci. (1975) [Pubmed]
  20. Investigation of immunoadsorbent efficiency and capacity for the isolation of tRNAs containing N6-(delta 2-isopentenyl)adenosine derivatives. McLennan, B.D., Raney, J.P. J. Biol. Chem. (1983) [Pubmed]
  21. A sensitive radioimmunoassay for isopentenyladenosine. Khan, S.A., Humayun, M.Z., Jacob, T.M. Anal. Biochem. (1977) [Pubmed]
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