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Chemical Compound Review

CHEMBL574817     [(2R,3S,4R,5R)-5-(6- aminopurin-9-yl)-4...

Synonyms: CHEBI:17985, HMDB00061, AC1L4LLC, CTK5E1558, A3P5P, ...
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High impact information on phosphoadenosine phosphate


Biological context of phosphoadenosine phosphate


Anatomical context of phosphoadenosine phosphate


Associations of phosphoadenosine phosphate with other chemical compounds


Gene context of phosphoadenosine phosphate

  • We report the molecular cloning in Rattus norvegicus of a novel mammalian enzyme (RnPIP), which shows both 3'-phosphoadenosine 5'-phosphate (PAP) phosphatase and inositol-polyphosphate 1-phosphatase activities [13].
  • The first, ZmDP1, is a classical Mg(2+)-dependent and Li(+)-sensitive diphosphonucleoside phosphatase that dephosphorylates both 3'-phosphoadenosine 5'-phosphate (3'-PAP) and 2'-PAP without any discrimination between the 3'- and 2'-positions [14].
  • Of these three isozymes, the one (STa) with the highest 5-HCR-sulfating activity was isolated and purified (100-fold) as a homogeneous protein, in 15% yield, by successive column chromatography on agarose modified with 3'-phosphoadenosine 5'-phosphate as an affinity ligand and on Sephadex G-100 [15].
  • Many nucleotides are known to tightly bind to PST but only one nucleotide, 3'-phosphoadenosine 5'-phosphate (PAP), was identified to combine with PST by ion-pair RP-HPLC, UV-visible spectra, (31)P NMR, and ESI-MS and MS-MS spectrometry [16].
  • The P2Y1 receptor antagonists adenosine-2'-phosphate-5'-phosphate and adenosine-3'-phosphate-5'-phosphate did not alter the inhibitory action of ADP, whereas the Sp-isomer of adenosine-5'-O-(1-thiotriphosphate) and 2'- and 3'-O-(4-benzoylbenzoyl)-ATP showed significant antagonistic activity [17].


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  2. The P2Y1 receptor is necessary for adenosine 5'-diphosphate-induced platelet aggregation. Hechler, B., Léon, C., Vial, C., Vigne, P., Frelin, C., Cazenave, J.P., Gachet, C. Blood (1998) [Pubmed]
  3. Sodium-induced GCN4 expression controls the accumulation of the 5' to 3' RNA degradation inhibitor, 3'-phosphoadenosine 5'-phosphate. Todeschini, A.L., Condon, C., Bénard, L. J. Biol. Chem. (2006) [Pubmed]
  4. Alteration of lithium pharmacology through manipulation of phosphoadenosine phosphate metabolism. Spiegelberg, B.D., Dela Cruz, J., Law, T.H., York, J.D. J. Biol. Chem. (2005) [Pubmed]
  5. X-ray structure of yeast Hal2p, a major target of lithium and sodium toxicity, and identification of framework interactions determining cation sensitivity. Albert, A., Yenush, L., Gil-Mascarell, M.R., Rodriguez, P.L., Patel, S., Martínez-Ripoll, M., Blundell, T.L., Serrano, R. J. Mol. Biol. (2000) [Pubmed]
  6. 3'-Phosphoadenosine-5'-phosphosulfate: photoaffinity ligand for sulfotransferase enzymes. Otterness, D.M., Powers, S.P., Miller, L.J., Weinshilboum, R.M. Mol. Pharmacol. (1991) [Pubmed]
  7. Effect of clopidogrel administration to healthy volunteers on platelet phosphorylation events triggered by ADP. Contreres, J.O., Dupuy, E., Job, B., Habib, A., Bryckaert, M., Rosa, J.P., Simoneau, G., Herbert, J.M., Savi, P., Levy-Toledano, S. Br. J. Haematol. (2003) [Pubmed]
  8. Properties of androsterone-sulfating sulfotransferase in female rat liver. Homma, H., Sasaki, T., Matsui, M. Chem. Pharm. Bull. (1991) [Pubmed]
  9. Major inter-species differences in the rates of O-sulphonation and O-glucuronylation of alpha-hydroxytamoxifen in vitro: a metabolic disparity protecting human liver from the formation of tamoxifen-DNA adducts. Boocock, D.J., Maggs, J.L., Brown, K., White, I.N., Park, B.K. Carcinogenesis (2000) [Pubmed]
  10. P2Y1-receptors in human platelets which are pharmacologically distinct from P2Y(ADP)-receptors. Fagura, M.S., Dainty, I.A., McKay, G.D., Kirk, I.P., Humphries, R.G., Robertson, M.J., Dougall, I.G., Leff, P. Br. J. Pharmacol. (1998) [Pubmed]
  11. Crystal structure of human cholesterol sulfotransferase (SULT2B1b) in the presence of pregnenolone and 3'-phosphoadenosine 5'-phosphate. Rationale for specificity differences between prototypical SULT2A1 and the SULT2BG1 isoforms. Lee, K.A., Fuda, H., Lee, Y.C., Negishi, M., Strott, C.A., Pedersen, L.C. J. Biol. Chem. (2003) [Pubmed]
  12. Characterization of noncovalent protein-ligand complexes and associated enzyme intermediates of GlcNAc-6-O-sulfotransferase by electrospray ionization FT-ICR mass spectrometry. Yu, Y., Kirkup, C.E., Pi, N., Leary, J.A. J. Am. Soc. Mass Spectrom. (2004) [Pubmed]
  13. A novel mammalian lithium-sensitive enzyme with a dual enzymatic activity, 3'-phosphoadenosine 5'-phosphate phosphatase and inositol-polyphosphate 1-phosphatase. López-Coronado, J.M., Bellés, J.M., Lesage, F., Serrano, R., Rodríguez, P.L. J. Biol. Chem. (1999) [Pubmed]
  14. A plant 3'-phosphoesterase involved in the repair of DNA strand breaks generated by oxidative damage. Betti, M., Petrucco, S., Bolchi, A., Dieci, G., Ottonello, S. J. Biol. Chem. (2001) [Pubmed]
  15. Rat liver cytosolic hydroxysteroid sulfotransferase (sulfotransferase a) catalyzing the formation of reactive sulfate esters from carcinogenic polycyclic hydroxymethylarenes. Ogura, K., Sohtome, T., Sugiyama, A., Okuda, H., Hiratsuka, A., Watabe, T. Mol. Pharmacol. (1990) [Pubmed]
  16. Mechanism of posttranslational regulation of phenol sulfotransferase: expression of two enzyme forms through redox modification and nucleotide binding. Su, T.M., Yang, Y.S. Biochemistry (2003) [Pubmed]
  17. P2Y receptor-mediated inhibition of voltage-activated Ca(2+) currents in PC12 cells. Vartian, N., Boehm, S. Eur. J. Neurosci. (2001) [Pubmed]
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