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A1752

Sigma-Aldrich

Adenosine 5′-monophosphate sodium salt

from yeast, ≥99%

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Synonym(s):
5′-Adenylic acid, A-5′-P, AMP
Empirical Formula (Hill Notation):
C10H14N5O7P · xNa+ · yH2O
CAS Number:
149022-20-8
Molecular Weight:
347.22 (anhydrous free acid basis)
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
The oxygen isotope composition of phosphate released from phytic acid by the activity of wheat and Aspergillus niger phytase
von Sperber C, et al.
Biogeosciences (Online), 12(13), 4175-4184 (2015)
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
Akihiro Okitani et al.
Bioscience, biotechnology, and biochemistry, 72(8), 2005-2011 (2008-08-08)
We investigated to determine why heating of squid muscle at 60 degrees C induced the liberation of actin from myofibrils. When a mixture of a myofibrillar fraction and a low-molecular sarcoplasmic fraction prepared from squid muscle was heated at 60
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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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