CAS |
No.18422-05-4 |
中文名称 |
腺苷-5'-单磷酸一水 |
英文名称 |
Adenosine 5’-Monophosphate Monohydrate |
别名 |
5-AMPmonohydrate;腺苷-5-磷酸;5’-磷酸腺苷;2-[(pyridine-2-ylmethyl)-amino]p; |
分子式 |
C10H14N5O7P·H2O |
分子量 |
365.24 |
溶解性 |
Soluble in DMSO ≥5mg/mL |
纯度 |
HPLC≥98% |
外观(性状) |
White to off-white Solid |
储存条件 |
Powder:2-8℃,2 years;Insolvent(母液):-20℃,6 months;-80℃,1 year |
EC |
EINECS 200-500-0 |
MDL |
MFCD00005750 |
SMILES |
O=P(O)(OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=CN=C3N)O1)O)O)O.O |
靶点 |
Adenosine Receptor |
通路 |
GPCR & G Protein |
背景说明 |
是腺苷 A1 受体 (adenosine A1 receptor) 激动剂。 |
生物活性 |
The physiologically relevant nucleotide AMP is a full agonist of A(1)R. Some of the physiological effects of AMP may be direct, and not indirect through ectonucleotidases that hydrolyze this nucleotide to adenosine.[1] |
In Vitro |
AMP and a non-hydrolyzable AMP analog(deoxyadenosine 5'-monophosphonate,ACP)directly activated the adenosine A(1)receptor(A(1)R). In contrast,AMP only activated the adenosine A(2B)receptor(A(2B)R)after hydrolysis to adenosine by ecto-5'-nucleotidase(NT5E,CD73)or prostatic acid phosphatase(PAP,ACPP). Adenosine and AMP were equipotent human A(1)R agonists. [1] Adenosine 5'-monophosphate monohydrate(5′-AMP)-induced cell toxicity is negligible at concentrations of 25 to 400μM 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 400μM,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]. |
数据来源文献 |
[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. |
规格 |
100mg 250mg 500mg |
单位 |
瓶 |