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A2252

Sigma-Aldrich

Adenosine 5′-monophosphate monohydrate

from yeast, ≥97%

Sinônimo(s):

5′-AMP, A-5′-P, AMP

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About This Item

Fórmula empírica (Notação de Hill):
C10H14N5O7P · H2O
Número CAS:
18422-05-4
Peso molecular:
365.24
Beilstein:
54612
Número MDL:
MFCD00149360
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de substância PubChem:
24890637
NACRES:
NA.51

fonte biológica

yeast

Nível de qualidade

200

Ensaio

≥97%

forma

powder

solubilidade

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

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

ZOEFQKVADUBYKV-MCDZGGTQSA-N

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Aplicação

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+

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Adenosina 5′-difosfato bacterial, ≥95% (HPLC)

Sigma-Aldrich

A2754

Adenosina 5′-difosfato

Adenosine 5′-diphosphate ≥95% (HPLC)

Sigma-Aldrich

01905

Adenosine 5′-diphosphate

Physical properties and structure of enzymatically synthesized amylopectin analogs
Ciric, Jelena, et al.
Starch/Staerke, 65, 1061-1068 (2013)
5′-AMP-activated protein kinase is inactivated by adrenergic signalling in adult cardiac myocytes.
Tsuchiya Y, Denison FC, et al.
Bioscience Reports, 32(2), 197-213 (2011)
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
Markus Hafner et al.
Methods (San Diego, Calif.), 44(1), 3-12 (2007-12-26)
Distinct classes of small RNAs, 20-32 nucleotides long, play important regulatory roles for diverse cellular processes. It is therefore important to identify and quantify small RNAs as a function of development, tissue and cell type, in normal and disease states.
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))
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