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Chemical Compound Review

AC1MIVC9     (2R,3R,4S,5R)-2-(6-amino-2- methylsulfanyl...

Synonyms: AG-C-28730, CHEMBL1651381, SureCN2461484, CHEBI:1163672, CTK7J7596, ...
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Disease relevance of NSC 36900

  • It was previously demonstrated that ADP and a synthetic agonist, 2-methylthioadenosine 5'-diphosphate (2MeSADP), can induce apoptosis by activating the human P2Y(1) receptor heterologously expressed in astrocytoma cells [1].

High impact information on NSC 36900

  • The activity of each analogue at P2Y1 receptors was determined by measuring its capacity to stimulate phospholipase C in turkey erythrocyte membranes (agonist effect) and to inhibit phospholipase C stimulation elicited by 10 nM 2-(methylthio)adenosine 5'-diphosphate (antagonist effect) [2].
  • The P2Y-selective agonist 2-methylthioadenosine triphosphate was unable to induce increases in astrocytic [Ca2+]i, whereas the P2 agonist adenosine 5'-O-(2-thiodiphosphate) induced astrocytic responses in a low percentage of astrocytes [3].
  • Regulation of rat hepatocyte function by P2Y receptors: focus on control of glycogen phosphorylase and cyclic AMP by 2-methylthioadenosine 5'-diphosphate [4].
  • ATP (10(-5)-10(-3) M) and P(2X) purinoceptor agonist alpha, beta-methyleneadenosine 5'-triphosphate (10(-7)-10(-5) M), but not P(2Y) purinoceptor agonist 2-methylthioadenosine 5'-triphosphate (10(-7)-10(-5) M), induced muscle relaxations in a dose-dependent manner, and relaxations were significantly reduced by PPADS and unaffected by TTX [5].
  • The increase of the [Ca2+]i in response to 2-methylthioadenosine 5'-triphosphate (2-MeSATP, 100 microM) a specific P2Y agonist in salivary glands or to a muscarinic agonist (carbachol) was not affected by 0.5 mM Ni2+ [6].

Biological context of NSC 36900


Anatomical context of NSC 36900


Associations of NSC 36900 with other chemical compounds

  • The capacity of MRS 2179 to block stimulation of phospholipase C promoted by 2-methylthioadenosine 5'-diphosphate (2-MeSADP) was lost in P2Y1 receptors having F226A, K280A, or Q307A mutations, indicating that these residues are critical for the binding of the antagonist molecule [10].
  • Luminal application of the P2Y1-selective agonist 2-methylthioadenosine 5'-triphosphate elicited dose-dependent dilations (or loss of intrinsic tone) in MCAs but not in bMCAs or PAs [11].
  • The Ca2+ mobilization response exhibited the pharmacological profile (UTP = ATP > 2-methylthioadenosine 5'-triphosphate) typical of the P2Y2 receptor subtype and was accompanied by enhanced production of inositol phosphates, reflecting the activation of phospholipase C ubiquitously associated with P2Y2 receptors [12].

Gene context of NSC 36900


Analytical, diagnostic and therapeutic context of NSC 36900


  1. Regulation of death and survival in astrocytes by ADP activating P2Y(1) and P2Y(12) receptors. Mamedova, L.K., Gao, Z.G., Jacobson, K.A. Biochem. Pharmacol. (2006) [Pubmed]
  2. Structure-activity relationships of bisphosphate nucleotide derivatives as P2Y1 receptor antagonists and partial agonists. Nandanan, E., Camaioni, E., Jang, S.Y., Kim, Y.C., Cristalli, G., Herdewijn, P., Secrist, J.A., Tiwari, K.N., Mohanram, A., Harden, T.K., Boyer, J.L., Jacobson, K.A. J. Med. Chem. (1999) [Pubmed]
  3. Adenosine receptors modulate [Ca2+]i in hippocampal astrocytes in situ. Porter, J.T., McCarthy, K.D. J. Neurochem. (1995) [Pubmed]
  4. Regulation of rat hepatocyte function by P2Y receptors: focus on control of glycogen phosphorylase and cyclic AMP by 2-methylthioadenosine 5'-diphosphate. Dixon, C.J., Hall, J.F., Webb, T.E., Boarder, M.R. J. Pharmacol. Exp. Ther. (2004) [Pubmed]
  5. Nitrergic and purinergic regulation of the rat pylorus. Ishiguchi, T., Takahashi, T., Itoh, H., Owyang, C. Am. J. Physiol. Gastrointest. Liver Physiol. (2000) [Pubmed]
  6. Differential sensitivity to nickel and SK&F96365 of second messenger-operated and receptor-operated calcium channels in rat submandibular ductal cells. Chaïb, N., Kabré, E., Métioui, M., Alzola, E., Dantinne, C., Marino, A., Dehaye, J.P. Cell Calcium (1998) [Pubmed]
  7. Effects of analogues of adenine nucleotides on increases in intracellular calcium mediated by P2T-purinoceptors on human blood platelets. Hall, D.A., Hourani, S.M. Br. J. Pharmacol. (1993) [Pubmed]
  8. Endothelium-dependent vasodilation of cerebral arteries is altered with simulated microgravity through nitric oxide synthase and EDHF mechanisms. Prisby, R.D., Wilkerson, M.K., Sokoya, E.M., Bryan, R.M., Wilson, E., Delp, M.D. J. Appl. Physiol. (2006) [Pubmed]
  9. ATP in the mechanotransduction pathway of normal human chondrocytes. Millward-Sadler, S.J., Wright, M.O., Flatman, P.W., Salter, D.M. Biorheology. (2004) [Pubmed]
  10. Human P2Y1 receptor: molecular modeling and site-directed mutagenesis as tools to identify agonist and antagonist recognition sites. Moro, S., Guo, D., Camaioni, E., Boyer, J.L., Harden, T.K., Jacobson, K.A. J. Med. Chem. (1998) [Pubmed]
  11. Functional heterogeneity of endothelial P2 purinoceptors in the cerebrovascular tree of the rat. You, J., Johnson, T.D., Marrelli, S.P., Bryan, R.M. Am. J. Physiol. (1999) [Pubmed]
  12. Upregulation of P2Y2 nucleotide receptors in rat salivary gland cells during short-term culture. Turner, J.T., Weisman, G.A., Camden, J.M. Am. J. Physiol. (1997) [Pubmed]
  13. Endothelial-mediated dilations of rat middle cerebral arteries by ATP and ADP. You, J., Johnson, T.D., Childres, W.F., Bryan, R.M. Am. J. Physiol. (1997) [Pubmed]
  14. Radioimmunoassays for the modified nucleosides N[9-(beta-D-ribofuranosyl)purin-6-ylcarbamoyl]-L-threonine and 2-methylthioadenosine. Vold, B.S. Nucleic Acids Res. (1979) [Pubmed]
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