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A2252

Adenosine 5′-monophosphate monohydrate

≥97%, from yeast, powder

Synonym(s):

5′-AMP, A-5′-P, AMP

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5 g
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$86.80
25 g
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$267.00
100 g
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$866.00

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

Application

Adenosine 5′-monophosphate (5′AMP) is suitable for use as
  • a reagent in the synthesis of adenosine-5′-phosphoimidazolide[1]
  • 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+[2]

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.[3]

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This Item
A9272A1752A9396
Adenosine 5′-monophosphate monohydrate from yeast, ≥97%

Sigma-Aldrich

A2252

Adenosine 5′-monophosphate monohydrate

Adenosine 3′-monophosphate from yeast

Sigma-Aldrich

A9272

Adenosine 3′-monophosphate

Adenosine 5′-monophosphate sodium salt from yeast, ≥99%

Sigma-Aldrich

A1752

Adenosine 5′-monophosphate sodium salt

Adenosine 2′-monophosphate from yeast

Sigma-Aldrich

A9396

Adenosine 2′-monophosphate

biological source

yeast

biological source

yeast

biological source

yeast

biological source

yeast

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

200

assay

≥97%

assay

≥98% (HPLC)

assay

≥99%

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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

H2O: soluble

solubility

1 N NH4OH: 50 mg/mL, clear, colorless to faintly yellow

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
0000507879
0000507879
0000502623
0000502623

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Physical properties and structure of enzymatically synthesized amylopectin analogs
Ciric, Jelena, et al.
Starch/Staerke, 65, 1061-1068 (2013)
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
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
View All Related Papers

Global Trade Item Number

SKUGTIN
A2252-5G04061833349915
A2252-100G04061833349892
A2252-25G04061833349908

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