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A1752

Sigma-Aldrich

Adenosine 5′-monophosphate sodium salt

from yeast, ≥99%

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)
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24890583
NACRES:
NA.51

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)

Certificates of Analysis (COA)

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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
D Grahame Hardie
Genes & development, 25(18), 1895-1908 (2011-09-23)
AMP-activated protein kinase (AMPK) is a sensor of energy status that maintains cellular energy homeostasis. It arose very early during eukaryotic evolution, and its ancestral role may have been in the response to starvation. Recent work shows that the kinase
Jürgen Knapp et al.
Resuscitation, 85(9), 1291-1297 (2014-07-01)
Animal studies and pathophysiological considerations suggest that therapeutic hypothermia after cardiopulmonary resuscitation is the more effective the earlier it is induced. Therefore this study is sought to examine whether pharmacological facilitated hypothermia by administration of 5'-adenosine monophosphate (AMP) is neuroprotective
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
Daoying Wang et al.
Journal of the science of food and agriculture, 96(5), 1467-1473 (2015-05-09)
Adenosine 5'-monophosphate (AMP) is often used in meat and poultry soups as a flavor enhancer (flavor modifier), or as food additives for specific nutritional purposes. Our previous research as well as evidence from others showed that actomyosin could be dissociated
View All Related Papers

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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