Adenosine 5′-monophosphate disodium salt

Names

[ Name ]:
Adenosine 5′-monophosphate disodium salt

[Synonym ]:
Disodium 5'-O-phosphonatoadenosine
Disodium adenosine 5'-phosphate
Adenosine 5'-monophosphate disodium salt
MFCD00065023
Adenosine-5'-monophosphate disodium salt
Dinatrium-9-(5-O-phosphonato-β-D-ribofuranosyl)-9H-purin-6-amin
Adenosine 5′-monophosphate sodium salt
AMP disodium salt
EINECS 224-961-2
5'-Adenylic acid, sodium salt (1:2)
5'-AMP-Na2
Adenosine 5’-Monophosphate Disodium Salt
5′-AMP-Na2
Disodium [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydro-2-furanyl]methyl phosphate

Biological Activity

[Description]:

Adenosine 5'-monophosphate disodium is an orally active purine nucleotide, and participates in ATP metabolism. Adenosine 5'-monophosphate disodium is also a ligand for adenosine 2B receptor. Adenosine 5'-monophosphate disodium can activate AMPK in skeletal muscle, and ameliorates insulin resistance and impaired glucose metabolism. Adenosine 5'-monophosphate disodium can be used for research of diabetes[1][2][3].

[Related Catalog]:

Research Areas >> Metabolic Disease

Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor

[Target]

A2BR

[In Vivo]

Adenosine 5'-monophosphate (10 和 13 mg/L，添加在蒸馏水中，25 周) disodium 改善 HFD 诱导的糖尿病小鼠的葡萄糖代谢[1]。 Adenosine 5'-monophosphate (40-800 mg/kg，i.p.) disodium 通过小鼠体内的腺苷受体降低体温[2]。 Animal Model: C57BL/6 J mice with high-fat diet-induced diabetes[1] Dosage: 10 and 13 mg/L Administration: Added in distilled water, for 25 weeks Result: Enhanced phosphorylation of AMPK and mRNA levels of genes involved in lipid oxidation in the skeletal muscle.

[References]

[1]. Ardiansyah, et al. Adenosine and adenosine-5'-monophosphate ingestion ameliorates abnormal glucose metabolism in mice fed a high-fat diet. BMC Complement Altern Med. 2018 Nov 14;18(1):304.

[2]. Steven J. Swoap, et al. AMP does not induce torpor. American Journal of Physiology-Regulatory, Integrative and Comparative Physiology 2007 293:1, R468-R473.

[3]. Holien JK, et al. AMP and adenosine are both ligands for adenosine 2B receptor signaling. Bioorg Med Chem Lett. 2018 Jan 15;28(2):202-206.

Chemical & Physical Properties

[ Boiling Point ]:
798.5ºC at 760 mmHg

[ Melting Point ]:
232-235ºC

[ Molecular Formula ]:
C₁₀H₁₂N₅Na₂O₇P

[ Molecular Weight ]:
391.185

[ Flash Point ]:
436.7ºC

[ Exact Mass ]:
391.026978

[ PSA ]:
201.54000

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU7481600

CHEMICAL NAME :: 5'-Adenylic acid, disodium salt

CAS REGISTRY NUMBER :: 4578-31-8

LAST UPDATED :: 199712

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H12-N5-O7-P.2Na

MOLECULAR WEIGHT :: 391.22

WISWESSER LINE NOTATION :: T56 BM DN FN HNJ IZ D- BT5OTJ CQ DQ E1OPO&O&O &-NA- 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 830 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - respiratory depression Lungs, Thorax, or Respiration - other changes

REFERENCE :: TAKHAA Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532, Japan) V.29- 1970- Volume(issue)/page/year: 33,24,1974

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AU7481600

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Regulation of AMPK by the ubiquitin proteasome system.

Am. J. Pathol. 178 , 4-11, (2011)

The 5'-AMP-activated protein kinase (AMPK) functions as a metabolic fuel gauge that is activated in response to environmental stressors to restore cellular energy balance. In the heart, AMPK coordinat...

New strategies in prostate cancer: targeting lipogenic pathways and the energy sensor AMPK.

Clin. Cancer Res. 16 , 3322-3328, (2010)

Although the role of metabolic syndrome (MS) and a high fat diet in prostate cancer (PCa) risk is still a matter of intense debate, it is becoming increasingly clear that obesity can cause perturbatio...

Identification of a novel CaMKK substrate.

Biochem. Biophys. Res. Commun. 410 , 45-51, (2011)

Ca(2+)/calmodulin-dependent protein kinase kinase (CaMKK) phosphorylates and activates specific downstream protein kinases including CaMKI, CaMKIV and 5'-AMP-activated protein kinase. In order to exam...