Adenosine-2'-monophosphate

For research use only. Not for therapeutic Use.

  • CAT Number: M071587
  • CAS Number: 130-49-4
  • Molecular Formula: C10H14N5O7P
  • Molecular Weight: 347.22
  • Purity: ≥95%
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Adenosine-2′-monophosphate (2′-AMP) is converted by extracellular 2’,3′-CAMP. Adenosine-2′-monophosphate is further metabolized to extracellular adenosine (a mechanism called the extracellular 2’,3’-cAMP-adenosine pathway). Adenosine-2′-monophosphate inhibits LPS-induced TNF-α and CXCL10 production via A2A receptor activation[1][2].
Adenosine-2′-monophosphate (2′-AMP) (0-100 µM; daily for 4 days) inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors[1].
Adenosine-2′-monophosphate (30 μM; 24 hours) inhibits LPS induced (100 ng/ml) TNF-α and CXCL10 production in primary murine microglia[1].


Catalog Number M071587
CAS Number 130-49-4
Synonyms

[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate

Molecular Formula C10H14N5O7P
Purity ≥95%
InChI InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChIKey QDFHPFSBQFLLSW-KQYNXXCUSA-N
SMILES C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)OP(=O)(O)O)N
Reference

[1]. Jackson EK, Gillespie DG, Dubey RK. 2′-AMP and 3′-AMP inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. J Pharmacol Exp Ther. 2011;337(2):444‐450.
 [Content Brief]

[2]. Newell EA, Exo JL, Verrier JD, et al. 2′,3′-cAMP, 3′-AMP, 2′-AMP and adenosine inhibit TNF-α and CXCL10 production from activated primary murine microglia via A2A receptors. Brain Res. 2015;1594:27‐35.
 [Content Brief]

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