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A2252

Sigma-Aldrich

Adenosine 5′-monophosphate monohydrate

from yeast, ≥97%

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Synonym(s):
5′-AMP, A-5′-P, AMP
Empirical Formula (Hill Notation):
C10H14N5O7P · H2O
CAS Number:
Molecular Weight:
365.24
Beilstein/REAXYS Number:
54612
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51

biological source

yeast

Quality Level

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

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1 of 4

This Item
A9272A1752A9396
Adenosine 3′-monophosphate from yeast

A9272

Adenosine 3′-monophosphate

Adenosine 2′-monophosphate from yeast

A9396

Adenosine 2′-monophosphate

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

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 temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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