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S-(p-Nitrobenzyl)-6-thioguanosine (CAS 13153-27-0)

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Alternate Names:
S-(4-Nitrobenzyl)-6-thioguanosin
CAS Number:
13153-27-0
Molecular Weight:
434.43
Molecular Formula:
C17H18N6O6S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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S-(p-Nitrobenzyl)-6-thioguanosine is a compound that has attention in biochemical research due to its utility as a photoaffinity label. It is particularly useful in studies aimed at identifying and characterizing nucleoside transporters, which play a role in cellular uptake of nucleosides and nucleoside-derived chemicals. By exploiting the photoreactive nitrobenzyl moiety, researchers can covalently attach S-(p-Nitrobenzyl)-6-thioguanosine to its binding sites, thereby capturing the interactions between the compound and the transporter proteins. This method facilitates the mapping of binding domains and elucidating the structure-function relationships of these transporters. Additionally, the thioguanosine component is structurally similar to naturally occurring guanosine, which makes S-(p-Nitrobenzyl)-6-thioguanosine a mimic that can competitively inhibit nucleoside transporters, providing insights into the regulatory mechanisms of nucleoside and nucleotide levels within cells.


S-(p-Nitrobenzyl)-6-thioguanosine (CAS 13153-27-0) References

  1. Purine nucleoside-dependent inhibition of cellular proliferation in 1321N1 human astrocytoma cells.  |  Bradley, KK. and Bradley, ME. 2001. J Pharmacol Exp Ther. 299: 748-52. PMID: 11602690
  2. Activation of A(3) receptors by endogenous adenosine inhibits synaptic transmission during hypoxia in rat cortical neurons.  |  Hentschel, S., et al. 2003. Restor Neurol Neurosci. 21: 55-63. PMID: 12808203
  3. Indirect activation of adenosine A1 receptors in cultured rat hippocampal neurons by volatile anaesthetics.  |  Tas, PW., et al. 2005. Eur J Anaesthesiol. 22: 694-702. PMID: 16163917
  4. Inhibitory adenosine A1-receptors on rat locus coeruleus neurones. An intracellular electrophysiological study.  |  Regenold, JT. and Illes, P. 1990. Naunyn Schmiedebergs Arch Pharmacol. 341: 225-31. PMID: 2342603
  5. Dual actions of adenosine on rat peritoneal mast cells.  |  Lohse, MJ., et al. 1987. Naunyn Schmiedebergs Arch Pharmacol. 335: 555-60. PMID: 2441269
  6. Synergistic effects of calcium-mobilizing agents and adenosine on histamine release from rat peritoneal mast cells.  |  Lohse, MJ., et al. 1989. Br J Pharmacol. 98: 1392-8. PMID: 2482106
  7. Augmentation of adenosine-induced relaxation response with hydralazine in aortic strips.  |  Azuma, H., et al. 1988. Jpn J Pharmacol. 46: 27-33. PMID: 2835534
  8. Presynaptic P1-purinoceptors in jejunal branches of the rabbit mesenteric artery and their possible function.  |  Illes, P., et al. 1988. J Physiol. 397: 13-29. PMID: 2842492
  9. Pharmacological classification of receptors for adenyl purines in guinea pig myometrium.  |  Smith, MA., et al. 1988. J Pharmacol Exp Ther. 247: 1059-63. PMID: 3204512
  10. Interactions between receptors that increase cytosolic calcium and cyclic AMP in guinea-pig liver cells.  |  Cocks, TM., et al. 1984. Br J Pharmacol. 83: 281-91. PMID: 6091825
  11. Potentiation of antiaggregating activity of adenosine by a phosphodiesterase inhibitor, EG626 (oxagrelate), in human platelets in vitro.  |  Azuma, H., et al. 1984. Jpn J Pharmacol. 34: 159-70. PMID: 6205194
  12. Hypoxic changes in rat locus coeruleus neurons in vitro.  |  Nieber, K., et al. 1995. J Physiol. 486 (Pt 1): 33-46. PMID: 7562642
  13. 2-Substitution of N6-benzyladenosine-5'-uronamides enhances selectivity for A3 adenosine receptors.  |  Kim, HO., et al. 1994. J Med Chem. 37: 3614-21. PMID: 7932588

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

S-(p-Nitrobenzyl)-6-thioguanosine, 10 mg

sc-296284
10 mg
$148.00

S-(p-Nitrobenzyl)-6-thioguanosine, 25 mg

sc-296284A
25 mg
$362.00