CAS 18422-05-4|Adenosine 5'-monophosphate monohydrate
Introduction：Basic information about CAS 18422-05-4|Adenosine 5'-monophosphate monohydrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Adenosine 5'-monophosphate monohydrate | ||
|---|---|---|---|
| CAS Number | 18422-05-4 | Molecular Weight | 365.237 |
| Density | / | Boiling Point | 798.5ºC at 760mmHg |
| Molecular Formula | C10H16N5O8P | Melting Point | 183-188 °C (dec.)(lit.) |
| MSDS | USA | Flash Point | 436.7ºC |
Names
| Name | Adenosine 5'-monophosphate monohydrate |
|---|---|
| Synonym | More Synonyms |
Adenosine 5'-monophosphate monohydrate BiologicalActivity
| Description | Adenosine 5'-monophosphate monohydrate is an adenosine A1 receptor agonist. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Adenosine ReceptorResearch Areas >>Neurological Disease |
| Target | Adenosine A1 receptor[1] |
| In Vitro | Adenosine 5'-monophosphate monohydrate is an adenosine A1 receptor agonist[1]. Adenosine 5'-monophosphate monohydrate (5′-AMP)-induced cell toxicity is negligible at concentrations of 25 to 400 μM in RAW264.7 cells. Adenosine 5'-monophosphate monohydrate significantly attenuates the mRNA expression of tumor necrosis factor-α (TNF-α) and interleukin (IL)-6 in RAW264.7 cells. The dose-dependence of TNF-α and IL-6 mRNA show that at concentration of 400 μM, Adenosine 5'-monophosphate monohydrate exhibits the maximum inhibition. Exposure of cells to Adenosine 5'-monophosphate monohydrate significantly reduces recruitment of NF-κB p65 to TNF-α, IL-6, and IL-1β gene promoters[2]. |
| In Vivo | C57BL/6J mice treated with Adenosine 5'-monophosphate monohydrate (5′-AMP) markedly increases hepatic adenosine level. Survival rate in PBS-treated mice (n=15) is 60% (8 h) and 33.3% (24 h), whereas survival rate in Adenosine 5'-monophosphate monohydrate-treated mice (n=15) is 100% (8 h) and 93.3% (24 h). Serum aspartate transaminase (AST) and alanine transaminase (ALT) levels are significantly lowered in the Adenosine 5'-monophosphate monohydrate group than in the vehicle group. The area and extent of necrosis is attenuated and the infiltration of inflammatory cells is reduced in the Adenosine 5'-monophosphate monohydrate group[2]. |
| Kinase Assay | RAW264.7 cells are plated in 100-mm dishes and stimulated with lipopolysaccharide (LPS) for 1 h. Cross-linked chromatin are sonicated into DNA fragment of 0.5 to 1.0 kb. For in vitro biochemical experiments, the sonicated cell lysates are incubated with Adenosine 5'-monophosphate monohydrate (5′-AMP) (400 μM) at 37°C for 30 min. Then chromatin is precleared with 50% salmon sperm DNA-saturated protein A agarose beads and immunoprecipitated with 5 μg of antibody[2]. |
| Cell Assay | The RAW264.7 cells (a murine macrophage cell line) are maintained in supplemented RPMI 1640 in an atmosphere at 90% humidity containing 5% CO2 at 37°C. At the end of the pre-incubated period, cells are rinsed with PBS and the medium is supplemented with RPMI 1640 without fetal bovine serum. The cells are pretreated with Adenosine 5'-monophosphate monohydrate (5′-AMP) (400 μM) for 30 min[2]. |
| Animal Admin | Male WT C57BL/6J mice are used at 8 to 10 weeks of age with a body weight of 20 to 25 g in this work. For Adenosine 5'-monophosphate monohydrate (5′-AMP)-pretreated survival experiment, WT mice are randomly divided into two groups (n=15 in each group). Adenosine 5'-monophosphate monohydrate (5 mg/20 g body weight i.p.) or PBS is administered to mice. For general experiment, WT mice are randomly divided into different groups (n=5 in each group): (1) vehicle/vehicle group; (2) Adenosine 5'-monophosphate monohydrate/vehicle group. Mice are killed and the blood is collected from the carotid artery. The liver of each mouse is removed immediately and then is kept at -80°C until analyzed[2]. |
| References | [1]. Rittiner JE, et al. AMP is an adenosine A1 receptor agonist. J Biol Chem. 2012 Feb 17;287(8):5301-9. [2]. Zhan Y, et al. Adenosine 5'-monophosphate ameliorates D-galactosamine/lipopolysaccharide-induced liver injury through an adenosine receptor-independent mechanism in mice. Cell Death Dis. 2014 Jan 9;5:e985. |
Chemical & Physical Properties
| Boiling Point | 798.5ºC at 760mmHg |
|---|---|
| Melting Point | 183-188 °C (dec.)(lit.) |
| Molecular Formula | C10H16N5O8P |
| Molecular Weight | 365.237 |
| Flash Point | 436.7ºC |
| Exact Mass | 365.073639 |
| PSA | 205.11000 |
| Vapour Pressure | 6.7E-27mmHg at 25°C |
| InChIKey | ZOEFQKVADUBYKV-MCDZGGTQSA-N |
| SMILES | Nc1ncnc2c1ncn2C1OC(COP(=O)(O)O)C(O)C1O.O |
| Storage condition | -20 °C |
Safety Information
| Hazard Codes | Xi |
|---|---|
| Risk Phrases | R36/37/38 |
| Safety Phrases | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | AU7480500 |
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Synonyms
| 5'-AMP MONOHYDRATE |
| 5'-AMPH2 |
| 5'-AMP |
| 5'-Adenylic acid hydrate (1:1) |
| MFCD00149360 |
| 5'-AMP H2O |
| AMP.H2O |
| EINECS 200-500-0 |
| 5'-AMP=Adenylicacid |
| 5'-adenylic acid, hydrate (1:1) |
| Adenosine 5′-monophosphate monohydrate |
| AMP monohydrate |
| A-5'-P |
| ADENYLIC ACID MONOHYDRATE |
| 9H-Purin-6-amine, 9-(5-O-phosphono-β-D-ribofuranosyl)-, monohydrate |
