01970
(−)-Adenosine 5′-monophosphate monohydrate
≥99.0% (HPLC)
Synonym(s):
5′-AMP, AMP, Adenylic acid from muscle
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About This Item
Empirical Formula (Hill Notation):
C10H14N5O7P · H2O
CAS Number:
Molecular Weight:
365.24
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
54612
eCl@ss:
32160414
assay
≥99.0% (HPLC)
optical activity
[α]20/D −48±1°, c = 2% in 2% NaOH
mp
183-188 °C (dec.) (lit.)
storage temp.
2-8°C
SMILES string
[H]O[H].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O
Application
Adenosine 5′-monophosphate (5′-AMP) has many uses in nature. 5′-AMP is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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5′-AMP-activated protein kinase is inactivated by adrenergic signalling in adult cardiac myocytes.
Tsuchiya Y, Denison FC, et al.
Bioscience Reports, 1415, 23-33 (2011)
Tomohito Fujimoto et al.
Biochemical and biophysical research communications, 410(1), 45-51 (2011-06-07)
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 examine the variety of CaMKK-mediated signaling pathways, we searched for novel CaMKK substrate(s) using N(6)-(1-methylbutyl)-ATP and genetically engineered
Makhosazane Zungu et al.
The American journal of pathology, 178(1), 4-11 (2011-01-13)
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 coordinates the activation of glucose and fatty acid metabolic pathways to ensure
Giorgia Zadra et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 16(13), 3322-3328 (2010-04-29)
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 perturbations in metabolic pathways that contribute to
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 130621-100ML | 04061838345752 |
| 130621-25ML | 04061838345769 |
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