Adenosine 5'-monophosphate monohydrate

Modify Date: 2024-01-03 10:06:32

Adenosine 5'-monophosphate monohydrate Structure
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 monohydrate


Adenosine 5'-monophosphate monohydrate is an adenosine A1 receptor agonist.

 Names

Name Adenosine 5'-monophosphate monohydrate
Synonym More Synonyms

 Adenosine 5'-monophosphate monohydrate Biological Activity

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.

[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
Storage condition -20 °C

 MSDS


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

 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
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