18422-05-4

• 常用中文名：腺苷-5'-磷酸
• 常用英文名：Adenosine 5'-monophosphate monohydrate
• CAS号：18422-05-4
• 分子式：C₁₀H₁₆N₅O₈P
• 分子量：365.237
• 相关类别： 信号通路 G 蛋白偶联受体/G 蛋白 腺苷受体
• 发布时间：2018-04-05 08:00:00
• 更新时间：2024-01-03 10:06:32
• Adenosine 5'-monophosphate monohydrate 是一个腺苷 A1 受体 (adenosine A1 receptor) 激动剂。

名称

• 中文名: 腺苷-5'-磷酸
• 英文名: Adenosine 5'-monophosphate monohydrate
• 中文别名: 腺苷-5’-单磷酸一水合物; 腺苷-5'-单磷酸水合物; 5’-磷酸腺苷
• 英文别名: 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

物化性质

• 沸点: 798.5ºC at 760mmHg
• 熔点: 183-188 °C (dec.)(lit.)
• 分子式: C₁₀H₁₆N₅O₈P
• 分子量: 365.237
• 闪点: 436.7ºC
• 精确质量: 365.073639
• PSA: 205.11000
• 蒸汽压: 6.7E-27mmHg at 25°C
• 储存条件:

  -20°C密闭，避光，通风干燥处

• 稳定性:

  常温常压下稳定

  避免的物料：氧化物
• 计算化学:

  1、 氢键供体数量：6

  2、 氢键受体数量：12

  3、 可旋转化学键数量：4

  4、 互变异构体数量：3

  5、 拓扑分子极性表面积（TPSA）：187

  6、 重原子数量：24

  7、 表面电荷：0

  8、 复杂度：481

  9、 同位素原子数量：0

  10、 确定原子立构中心数量：4

  11、 不确定原子立构中心数量：0

  12、 确定化学键立构中心数量：0

  13、 不确定化学键立构中心数量：0

  14、 共价键单元数量：2

• 更多:

  1. 性状：不确定

  2. 密度（g/mL,25/4℃）：不确定

  3. 相对蒸汽密度（g/mL,空气=1）：不确定

  4. 熔点（ºC）：183-188 (dec.)(lit.)

  5. 沸点（ºC,常压）：不确定

  6. 沸点（ºC, 5.2kPa）：不确定

  7. 折射率：不确定

  8. 闪点（ºC）：不确定

  9. 比旋光度（º）：-48 º (c=2% in 2% NaOH)

  10. 自燃点或引燃温度（ºC）：不确定

  11. 蒸气压（kPa,25ºC）：不确定

  12. 饱和蒸气压（kPa,60ºC）：不确定

  13. 燃烧热（KJ/mol）：不确定

  14. 临界温度（ºC）：不确定

  15. 临界压力（KPa）：不确定

  16. 油水（辛醇/水）分配系数的对数值：不确定

  17. 爆炸上限（%,V/V）：不确定

  18. 爆炸下限（%,V/V）：不确定

  19. 溶解性：H₂O: with addition of mild alkalisoluble

生物活性

• 描述: Adenosine 5'-monophosphate monohydrate 是一个腺苷 A1 受体 (adenosine A1 receptor) 激动剂。
• 相关类别:
  信号通路 >> G 蛋白偶联受体/G 蛋白 >> 腺苷受体
  研究领域 >> 神经疾病
• 靶点:

  Adenosine A1 receptor[1]

• 体外研究: 腺苷5'-一磷酸一水合物是腺苷A1受体激动剂[1]。在RAW264.7细胞中,腺苷5'-单磷酸盐一水合物(5'-AMP)诱导的细胞毒性在25至400μM的浓度下可忽略不计。腺苷5'-单磷酸盐一水合物显着减弱RAW264.7细胞中肿瘤坏死因子-α(TNF-α)和白细胞介素(IL)-6的mRNA表达。 TNF-α和IL-6 mRNA的剂量依赖性表明,在400μM的浓度下,腺苷5'-一磷酸一水合物显示出最大的抑制作用。细胞暴露于腺苷5'-一磷酸一水合物显着减少NF-κBp65向TNF-α,IL-6和IL-1β基因启动子的募集[2]。
• 体内研究: 用腺苷5'-一磷酸一水合物(5'-AMP)处理的C57BL/6J小鼠显着增加肝腺苷水平。 PBS处理的小鼠(n = 15)的存活率为60％(8小时)和33.3％(24小时),而腺苷5'-单磷酸盐一水合物处理的小鼠(n = 15)的存活率为100％(8) h)和93.3％(24小时)。血清天冬氨酸转氨酶(AST)和丙氨酸转氨酶(ALT)水平在腺苷5'-单磷酸盐一水合物组中显着低于载体组。在腺苷5'-单磷酸盐一水合物组中,坏死的面积和程度减弱并且炎性细胞的浸润减少[2]。
• 激酶实验: 将RAW264.7细胞接种在100-mm培养皿中并用脂多糖（LPS）刺激1小时。将交联的染色质超声处理成0.5至1.0kb的DNA片段。对于体外生物化学实验，将超声处理的细胞裂解物与腺苷5'-单磷酸盐一水合物（5'-AMP）（400μM）在37℃下孵育30分钟。然后用50％鲑鱼精子DNA饱和蛋白A琼脂糖珠预清染染色质，并用5μg抗体免疫沉淀[2]。
• 细胞实验: 将RAW264.7细胞（鼠巨噬细胞细胞系）保持在补充的RPMI 1640中，在含有5％CO 2的90％湿度的气氛中于37℃。在预孵育期结束时，用PBS漂洗细胞，并向培养基补充不含胎牛血清的RPMI 1640。用腺苷5'-一磷酸一水合物（5'-AMP）（400μM）预处理细胞30分钟[2]。
• 动物实验: 在该工作中，雄性WT C57BL / 6J小鼠在8至10周龄时使用，体重为20至25g。对于腺苷5'-单磷酸盐一水合物（5'-AMP）预处理的存活实验，将WT小鼠随机分成两组（每组n = 15）。将腺苷5'-一磷酸一水合物（5mg / 20g体重ip）或PBS给予小鼠。对于一般实验，将WT小鼠随机分成不同的组（每组n = 5）:( 1）载体/载体组; （2）腺苷5'-一磷酸盐一水合物/载体组。杀死小鼠并从颈动脉收集血液。立即取出每只小鼠的肝脏，然后保持在-80℃直至分析[2]。
• 参考文献:

  [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.

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

毒性和生态

生态学数据: 通常对水体是稍微有害的，不要将未稀释或大量产品接触地下水，水道或污水系统，未经政府许可勿将材料排入周围环境。

安全

• 危害码 (欧洲): Xi
• 风险声明 (欧洲): R36/37/38
• 安全声明 (欧洲): 26-36
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• RTECS号: AU7480500