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MilliporeSigma

A1752

Sigma-Aldrich

Adenosine 5′-monophosphate sodium salt

≥99%, from yeast, powder

Synonym(s):

5′-Adenylic acid, A-5′-P, AMP

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About This Item

Empirical Formula (Hill Notation):
C10H14N5O7P · xNa+ · yH2O
CAS Number:
149022-20-8
Molecular Weight:
347.22 (anhydrous free acid basis)
MDL number:
MFCD08689634
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24890583
NACRES:
NA.51

Key Documents

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Product Name

Adenosine 5′-monophosphate sodium salt, from yeast, ≥99%

biological source

yeast

Quality Level

300

assay

≥99%

form

powder

solubility

H2O: soluble

storage temp.

−20°C

SMILES string

NC1=NC=NC2=C1N=CN2[C@H]3[C@H](O)[C@H](O)[C@]((COP(O)(O)=O)([H])O3.C.

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Application

Adenosine 5′-monophosphate sodium salt has been used:
  • as a component of reactivation medium to reactivate mouse sperm extracted from caudae epididymides for sperm motility studies
  • as a substrate in signal amplification by reversible exchange (SABRE) method to develop biocompatible SABRE hyperpolarization
  • as a substrate in wheat and Aspergillus niger phytase, assay
  • in luciferase assay to monitor intracellular α-synuclein oligomerization in S1S2 cells
  • to study its effects on induction of therapeutic hypothermia and neuronal damage in a rat model of cardiac arrest (CA) and resuscitation

Biochem/physiol Actions

Adenosine 5′-monophosphate (5′-AMP) is used to enhance flavor in meat and poultry soups. It is also used as a food additive for specific nutritional purposes. 5′-AMP is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK). Along with inosine monophosphate (IMP), AMP mediates the dissociation of skeletal muscle actomyosin to actin and myosin. Therefore, these two factors may be involved in causing the resolution of rigor mortis in muscles.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000291569
SLCR6034
0000291569
SLCR6034
SLCM2955

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Yugo Tsuchiya et al.
Bioscience reports, 32(2), 197-213 (2011-08-20)
In adult rat cardiac myocytes adrenaline decreased AMPK (AMP-activated protein kinase) activity with a half-time of approximately 4 min, decreased phosphorylation of AMPK (α-Thr172) and decreased phosphorylation of ACC (acetyl-CoA carboxylase). Inactivation of AMPK by adrenaline was through both α1- and
Alexey S Kiryutin et al.
Magnetic resonance in chemistry : MRC (2021-06-05)
Signal amplification by reversible exchange (SABRE) is a popular method for generating strong signal enhancements in nuclear magnetic resonance (NMR). In SABRE experiments, the source of polarization is provided by the nonthermal spin order of parahydrogen (pH2 , the H2
Mikkel G Terp et al.
Molecular oncology, 15(12), 3299-3316 (2021-06-25)
RAS-MAPK signaling promotes immune evasion and cancer cell survival, and MAPK inhibitors (MAPKis) are frequently used as cancer therapies. Despite progress elucidating the direct effects of MAPKi on immune cells, their indirect effect on the tumor microenvironment (TME) through changes
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
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
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Protocols

Enzymatic Assay of 5’-Nucleotidase

To measure 5′-nucleotidase activity, this procedure uses adenosine 5’-monophosphate and a color reagent to create a standard curve for determining the micromoles of phosphorus liberated.

LC/MS Analysis of Nucleotides on SeQuant ZIC-cHILIC

HILIC separation is an alternative that permits sensitive MS detection and without the use of ion-pair reagents.

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