130-49-4
Chemical Structure
Adenosine-2'-monophosphate
Synonym(s): 2'-AMP; Adenosine 2'-phosphate; AMP 2'-phosphate
- CAS No.: 130-49-4
- Formula:C10H14N5O7P
- Molecular Weight:347.22
IUPAC Name: (2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl dihydrogen phosphate
InChIKey: QDFHPFSBQFLLSW-KQYNXXCUSA-N
SMILES: O=[P](O)(O)O[C@H]([C@@H]1O)[C@@](N2C3=NC=NC(N)=C3N=C2)([H])O[C@@H]1CO
Biological Activity: 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].
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Adenosine-2'-monophosphate | 99.91% | 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. | ||||||||||||||||||||
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Adenosine-2'-monophosphate (Standard) | ≥98% | Adenosine-2'-monophosphate (Standard) (2'-AMP (Standard)) is the analytical standard of Adenosine-2'-monophosphate (HY-124151). This product is intended for research and analytical applications. 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. | ||||||||||||||||||||
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References
- [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]
