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01930

Sigma-Aldrich

Adenosine 5′-monophosphate disodium salt

≥99.0% (HPLC)

Synonym(s):
5′-AMP-Na2
Empirical Formula (Hill Notation):
C10H12N5Na2O7P
CAS Number:
Molecular Weight:
391.18
Beilstein:
3586732
EC Number:
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51

biological source

microbial (Candida utilis)
synthetic

Quality Level

assay

≥99.0% (HPLC)

form

powder

optical activity

[α]20/D −43±2°, c = 1% in 0.5 M Na2HPO4 (dry matter)

impurities

≤26% water

SMILES string

[Na+].[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H]3O

InChI

1S/C10H14N5O7P.2Na/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);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1

InChI key

QGXLVXZRPRRCRP-IDIVVRGQSA-L

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Application

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). It may be used as a substrate by a variety of enzymes such as AMP-thymidine kinase (EC 2.7.1.114), AMP deaminase (EC 3.5.4.6) and 5′-nucleotidase (EC 3.1.3.5).
Adenosine 5′-monophosphate disodium salt has been used:
  • as a dissolved organic phosphorus (DOP) compound to study its rate of hydrolysis in Escherichia coli lysates
  • to induce calcium responses in Fura2-loaded osteoblast (C2-OB)as a nucleotide metabolite in the medium for the isolation, culture, and identification of glioma stem cells (GSCs)

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). It may be used as a substrate by a variety of enzymes such as AMP-thymidine kinase (EC 2.7.1.114), AMP deaminase (EC 3.5.4.6), and 5′-nucleotidase (EC 3.1.3.5).

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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