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A2252

Adenosine 5′-monophosphate monohydrate

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

≥97%, from yeast, powder

Synonym(s):

5′-AMP, A-5′-P, AMP

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₄N₅O₇P · H₂O

CAS Number:

18422-05-4

Molecular Weight:

365.24

UNSPSC Code:

41106305

eCl@ss:

32160414

PubChem Substance ID:

24890637

NACRES:

NA.51

Beilstein/REAXYS Number:

54612

MDL number:

MFCD00149360

Assay:

≥97%

Biological source:

yeast

Form:

powder

Solubility:

1 M NH4OH: soluble 50 mg/mL, clear, colorless, H₂O: soluble (with addition of mild alkali)

Storage temp.:

−20°C

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Product Name

Adenosine 5′-monophosphate monohydrate, from yeast, ≥97%

biological source

yeast

Quality Level

200

assay

≥97%

form

powder

solubility

1 M NH4OH: soluble 50 mg/mL, clear, colorless, H₂O: soluble (with addition of mild alkali)

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](O)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1COP(O)(O)=O.O

InChI

1S/C10H14N5O7P.H2O/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);1H2/t4-,6-,7-,10-;/m1./s1

InChI key

ZOEFQKVADUBYKV-MCDZGGTQSA-N

Related Categories

Biochemicals

Nucleosides and Nucleotides

Phosphates

Application

Adenosine 5′-monophosphate (5′AMP) is suitable for use as

a reagent in the synthesis of adenosine-5′-phosphoimidazolide
an activator of phosphorylase b in the polymerization reaction for the synthesis of branched polysaccharides
an inhibitor of endogenous NMN adenylyltransferase (NMNAT) activity that converts NMN to NAD⁺

Biochem/physiol Actions

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). AMP inhibits dephosphorylation of AMPK and promotes phosphorylation of AMPK by upstream kinases.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000530141

0000514914

0000507879

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Physical properties and structure of enzymatically synthesized amylopectin analogs

Ciric, Jelena, et al.

Starch/Staerke, 65, 1061-1068 (2013)

A quantitative model predicts how m6A reshapes the kinetic landscape of nucleic acid hybridization and conformational transitions.

Bei Liu et al.

Nature communications, 12(1), 5201-5201 (2021-09-02)

N6-methyladenosine (m6A) is a post-transcriptional modification that controls gene expression by recruiting proteins to RNA sites. The modification also slows biochemical processes through mechanisms that are not understood. Using temperature-dependent (20°C-65°C) NMR relaxation dispersion, we show that m6A pairs with

Dissecting the role of 5'-AMP for allosteric stimulation, activation, and deactivation of AMP-activated protein kinase.

Marianne Suter et al.

The Journal of biological chemistry, 281(43), 32207-32216 (2006-09-01)

AMP-activated protein kinase (AMPK) is a heterotrimeric protein kinase that is crucial for cellular energy homeostasis of eukaryotic cells and organisms. Here we report on the activation of AMPK alpha1beta1gamma1 and alpha2beta2gamma1 by their upstream kinases (Ca(2+)/calmodulin-dependent protein kinase kinase-beta

Visualization and quantification of NAD(H) in brain sections by a novel histo-enzymatic nitrotetrazolium blue staining technique.

Irina S Balan et al.

Brain research, 1316, 112-119 (2009-12-29)

A histo-enzymatic technique for visualizing and quantifying endogenous NAD(H) in brain tissue was developed, based on coupled enzymatic cycling reactions that reduce nitrotetrazolium blue chloride to produce formazan. Conditions were used where the endogenous level of nicotinamide adenine dinucleotides (NAD(H))

The essential schistosome tegumental ectoenzyme SmNPP5 can block NAD-induced T cell apoptosis.

Catherine S Nation et al.

Virulence, 11(1), 568-579 (2020-05-23)

Infection with intravascular platyhelminths of the genus Schistosoma can result in the debilitating disease schistosomiasis. Schistosomes (blood flukes) can survive in the host for many years. We hypothesize that proteins on their host-interactive surface modify the worm's external environment to

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Global Trade Item Number

SKU	GTIN
A2252-5G	04061833349915
A2252-25G	04061833349908
A2252-100G	04061833349892

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