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Adenosine 5′-monophosphate sodium salt

Name: Adenosine 5&#8242;-monophosphate sodium salt
Brand: SIGMA

≥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

Assay:

≥99%

Biological source:

yeast

Form:

powder

Solubility:

H₂O: soluble

Storage temp.:

−20°C

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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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Related Categories

Biochemicals

Nucleosides and Nucleotides

Phosphates

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Show Differences

1 of 1

This Item	A2252	A9272	A0386
Sigma-Aldrich A1752 Adenosine 5′-monophosphate sodium salt	Sigma-Aldrich A2252 Adenosine 5′-monophosphate monohydrate	Sigma-Aldrich A9272 Adenosine 3′-monophosphate	Sigma-Aldrich A0386 Adenosine 3′-monophosphate sodium salt
biological source yeast	biological source yeast	biological source yeast	biological source yeast
Quality Level 300	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
assay ≥99%	assay ≥97%	assay ≥98% (HPLC)	assay ≥98% (HPLC)
solubility H₂O: soluble	solubility 1 M NH4OH: soluble 50 mg/mL, clear, colorless, H₂O: soluble (with addition of mild alkali)	solubility 1 N NH₄OH: 50 mg/mL, clear, colorless	solubility water: 100 mg/mL, clear to very slightly hazy, colorless to very faintly yellow
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

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 [1]
as a substrate in signal amplification by reversible exchange (SABRE) method to develop biocompatible SABRE hyperpolarization[2]
as a substrate in wheat and Aspergillus niger phytase, assay
in luciferase assay to monitor intracellular α-synuclein oligomerization in S1S2 cells[3]
to study its effects on induction of therapeutic hypothermia and neuronal damage in a rat model of cardiac arrest (CA) and resuscitation[4]

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] 5′-AMP is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK). [6] 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.[7]

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Effects of adenosine monophosphate on induction of therapeutic hypothermia and neuronal damage after cardiopulmonary resuscitation in rats.

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

5'-AMP-activated protein kinase is inactivated by adrenergic signalling in adult cardiac myocytes.

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

AMP-activated protein kinase: an energy sensor that regulates all aspects of cell function.

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

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)

Simultaneous 15 N polarization of several biocompatible substrates in ethanol-water mixtures by signal amplification by reversible exchange (SABRE) method.

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

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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.

Global Trade Item Number

SKU	GTIN
A1752-1G	04061833342930
A1752-25G	04061833342947
A1752-5G	04061833342954
A1752-100MG	04061831168426

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