Adenosine 5'-monophosphate monohydrate structure
|
Common Name | Adenosine 5'-monophosphate monohydrate | ||
---|---|---|---|---|
CAS Number | 18422-05-4 | Molecular Weight | 365.237 | |
Density | N/A | Boiling Point | 798.5ºC at 760mmHg | |
Molecular Formula | C10H16N5O8P | Melting Point | 183-188 °C (dec.)(lit.) | |
MSDS | USA | Flash Point | 436.7ºC |
Use of Adenosine 5'-monophosphate monohydrateAdenosine 5'-monophosphate monohydrate is an adenosine A1 receptor agonist. |
Name | Adenosine 5'-monophosphate monohydrate |
---|---|
Synonym | More Synonyms |
Description | Adenosine 5'-monophosphate monohydrate is an adenosine A1 receptor agonist. |
---|---|
Related Catalog | |
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. |
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 |
Storage condition | -20 °C |
Section 1. Chemical Product and Company Identification Adenosine-5'-monophosphate Common Name/ Trade Name monohydrate Adenosine-5'-monophosphate monohydrate
Section 3. Hazards Identification Potential Acute Health Effects Slightly hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. Potential Chronic HealthCARCINOGENIC EFFECTS: Not available. MUTAGENIC EFFECTS: Not available. Effects TERATOGENIC EFFECTS: Not available. DEVELOPMENTAL TOXICITY: Not available. Repeated or prolonged exposure is not known to aggravate medical condition. Section 4. First Aid Measures Eye ContactCheck for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Cold water may be used. Get medical attention if irritation occurs. Skin ContactWash with soap and water. Cover the irritated skin with an emollient. Get medical attention if irritation develops. Cold water may be used. Serious Skin ContactNot available. InhalationIf inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical attention. Serious InhalationNot available. IngestionDo NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. If large quantities of this material are swallowed, call a physician immediately. Loosen tight clothing such as a collar, tie, belt or waistband. Serious IngestionNot available. Section 5. Fire and Explosion Data Flammability of the Product May be combustible at high temperature. Auto-Ignition Temperature Not available. Flash PointsNot available. Flammable LimitsNot available. Products of CombustionThese products are carbon oxides (CO, CO2), nitrogen oxides (NO, NO2...). Fire Hazards in Presence of Slightly flammable to flammable in presence of heat. Various SubstancesNon-flammable in presence of shocks. Explosion Hazards in Presence Slightly explosive in presence of open flames and sparks. of Various SubstancesNon-explosive in presence of shocks. Fire Fighting MediaSMALL FIRE: Use DRY chemical powder. LARGE FIRE: Use water spray, fog or foam. Do not use water jet. and Instructions Special Remarks onAs with most organic solids, fire is possible at elevated temperatures. Material in powder form, capable of Fire Hazardscreating a dust explosion. Special Remarks on Explosion Fine dust dispersed in air in sufficient concentrations, and in the presences of an ignition source is a potential dust explosion hazard. Hazards Adenosine-5'-monophosphate monohydrate Section 6. Accidental Release Measures Small SpillUse appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and dispose of according to local and regional authority requirements. Large SpillUse a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water on the contaminated surface and allow to evacuate through the sanitary system. Section 7. Handling and Storage PrecautionsKeep away from heat. Keep away from sources of ignition. Ground all equipment containing material. Do not breathe dust. Wear suitable protective clothing. In case of insufficient ventilation, wear suitable respiratory equipment. If you feel unwell, seek medical attention and show the label when possible. Keep away from incompatibles such as oxidizing agents. StorageKeep container tightly closed. Keep container in a cool, well-ventilated area. Do not store above 0°C (32°F). Freeze. Section 8. Exposure Controls/Personal Protection Engineering ControlsUse process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants below the exposure limit. Personal ProtectionSafety glasses. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. Gloves. Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used a Large Spillto avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling this product. Exposure LimitsNot available. Section 9. Physical and Chemical Properties Physical state and appearance Solid. (Crystalline solid.)OdorNot available. TasteNot available. 365.24 g/mole Molecular Weight ColorWhite. pH (1% soln/water)Not available. Not available. Boiling Point Melting Point183°C (361.4°F) Not available. Critical Temperature Specific GravityNot available. Vapor PressureNot applicable. Vapor DensityNot available. VolatilityNot available. Odor ThresholdNot available. Water/Oil Dist. Coeff.Not available. Not available. Ionicity (in Water) Dispersion PropertiesNot available. Not available. Solubility Adenosine-5'-monophosphate monohydrate Section 10. Stability and Reactivity Data StabilityThe product is stable. Instability TemperatureNot available. Conditions of InstabilityExcess heat, dust generation, incompatible materials Incompatibility with variousReactive with oxidizing agents. substances CorrosivityNon-corrosive in presence of glass. Special Remarks onNot available. Reactivity Not available. Special Remarks on Corrosivity PolymerizationWill not occur. Section 11. Toxicological Information Routes of EntryInhalation. Ingestion. Toxicity to AnimalsLD50: Not available. LC50: Not available. Chronic Effects on Humans Not available. Other Toxic Effects onSlightly hazardous in case of skin contact (irritant), of ingestion, of inhalation. Humans Special Remarks onNot available. Toxicity to Animals Special Remarks onMay affect genetic material (mutagenic). Chronic Effects on HumansMay cause adverse reproductive effects based on animal test data Special Remarks on otherAcute Potential Health Effects: Toxic Effects on HumansSkin: May cause skin irritation Eyes: May cause eye irritaiton. Inhalation: May cause respiratory tract irritation. Ingestion: May cause digestive tract irritation. The toxicological properties of this substance have not been fully investigated. Section 12. Ecological Information Not available. Ecotoxicity Not available. BOD5 and COD Products of BiodegradationPossibly hazardous short term degradation products are not likely. However, long term degradation products may arise. Toxicity of the ProductsThe product itself and its products of degradation are not toxic. of Biodegradation Not available. Special Remarks on the Products of Biodegradation Adenosine-5'-monophosphate monohydrate Section 13. Disposal Considerations Waste must be disposed of in accordance with federal, state and local environmental Waste Disposal control regulations. Section 14. Transport Information DOT ClassificationNot a DOT controlled material (United States). Not applicable. Identification Special Provisions forNot applicable. Transport DOT (Pictograms) Section 15. Other Regulatory Information and Pictograms Federal and StateNo products were found. Regulations CaliforniaCalifornia prop. 65: This product contains the following ingredients for which the State of California has found Proposition 65to cause cancer which would require a warning under the statute: No products were found. Warnings California prop. 65: This product contains the following ingredients for which the State of California has found to cause birth defects which would require a warning under the statute: No products were found. Other RegulationsEINECS: This product is not listed on the European Inventory of Existing Commercial Chemical Substances Canada: Not listed on Canadian Domestic Substance List (DSL) or Canadian Non-Domestic Substances List (NDSL) China: Not listed on National Inventory. Japan: Listed on National Inventory (ENCS). Korea: Not listed on National Inventory (KECI). Philippines: Not listed on National Inventory (PICCS). Australia: Listed on AICS. WHMIS (Canada) Not controlled under WHMIS (Canada). Other Classifications DSCL (EEC)This product is not classified according Not applicable. to the EU regulations. Health Hazard HMIS (U.S.A.)1 National Fire Protection 1 Flammability 1 Association (U.S.A.) Fire Hazard 1 0 Reactivity Health Reactivity 0 Specific hazard Personal Protection E WHMIS (Canada) (Pictograms) DSCL (Europe) (Pictograms) Adenosine-5'-monophosphate monohydrate TDG (Canada) (Pictograms) ADR (Europe) (Pictograms) Protective Equipment Gloves. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. SECTION 16 - ADDITIONAL INFORMATION N/A |
A novel surface-confined glucaminium-based ionic liquid stationary phase for hydrophilic interaction/anion-exchange mixed-mode chromatography.
J. Chromatogr. A. 1360 , 240-7, (2014) Glucaminium-based ionic liquids are a new class of recently developed ionic liquids and prepared by functionalizing the amine group of N-methyl-d-glucamine, which renders them good hydrophilicity due ... |
|
Visualization and quantification of NAD(H) in brain sections by a novel histo-enzymatic nitrotetrazolium blue staining technique.
Brain Res. 1316 , 112-9, (2010) A histo-enzymatic technique for visualizing and quantifying endogenous NAD(H) in brain tissue was developed, based on coupled enzymatic cycling reactions that reduce nitrotetrazolium blue chloride to ... |
|
Dissecting the role of 5'-AMP for allosteric stimulation, activation, and deactivation of AMP-activated protein kinase.
J. Biol. Chem. 281(43) , 32207-16, (2006) AMP-activated protein kinase (AMPK) is a heterotrimeric protein kinase that is crucial for cellular energy homeostasis of eukaryotic cells and organisms. Here we report on the activation of AMPK alpha... |
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 |