01930

Adenosine 5′-monophosphate disodium salt

≥99.0% (HPLC)

Synonym(s):
5′-AMP-Na2
Empirical Formula (Hill Notation):
C10H12N5Na2O7P
CAS Number:
Molecular Weight:
391.18
Beilstein/REAXYS Number:
3586732
EC Number:
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51

Quality Level

biological source

microbial (Candida utilis)
synthetic

assay

≥99.0% (HPLC)

form

powder

optical activity

[α]20/D −43±2°, c = 1% in 0.5 M Na2HPO4 (dry matter)

impurities

≤26% water

SMILES string

[Na+].[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]3O

InChI

1S/C10H14N5O7P.2Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1

InChI key

QGXLVXZRPRRCRP-IDIVVRGQSA-L

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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). It may be used as a substrate by a variety of enzymes such as AMP-thymidine kinase (EC 2.7.1.114), AMP deaminase (EC 3.5.4.6) and 5′-nucleotidase (EC 3.1.3.5).

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
5′-AMP-activated protein kinase is inactivated by adrenergic signalling in adult cardiac myocytes.
Tsuchiya Y, Denison FC, et al.
Bioscience Reports, 32(2), 197-213 (2011)
Shi Chen et al.
Nanoscale, 12(5), 3302-3307 (2020-01-24)
Self-assembly of nucleic acid nanostructures is driven by selective association of oligonucleotide modules through base pairing between complementary sequences. Herein, we report the development of RNA-DNA hybrid nanoshapes that conditionally assemble under the control of an adenosine ligand. The design...
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...
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...
Articles
Separation of AMP (adenosine monophosphate); ATP (adenosine triphosphate)
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