A0386

Adenosine 3′-monophosphate sodium salt

Name: Adenosine 3′-monophosphate sodium salt
Brand: SIGMA
Price: 5190 CZK

≥98% (HPLC), from yeast, powder

Synonym(s):

3′-AMP, 3′-Adenylic acid

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100 MG

CZK 5,190.00

500 MG

CZK 24,500.00

1 G

CZK 47,600.00

CZK 5,190.00

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₄N₅O₇P

CAS Number:

4958-39-8

Molecular Weight:

347.22

UNSPSC Code:

41106305

PubChem Substance ID:

24890422

NACRES:

NA.51

MDL number:

MFCD00065985

Key Documents

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Product Name

Adenosine 3′-monophosphate sodium salt, from yeast

SMILES string

[Na].Nc1ncnc2n(cnc12)C3OC(CO)C(OP(O)(O)=O)C3O

InChI

1S/C10H14N5O7P.Na.H/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20;;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);;

InChI key

SHIVFKVYHYZMPS-UHFFFAOYSA-N

biological source

yeast

assay

≥98% (HPLC)

form

powder

solubility

water: 100 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

storage temp.

−20°C

Quality Level

200

Related Categories

Chemistry & Biochemicals

Phosphates

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1 of 4

This Item	A9272	A1752	A9376
Sigma-Aldrich A0386 Adenosine 3′-monophosphate sodium salt	Sigma-Aldrich A9272 Adenosine 3′-monophosphate	Sigma-Aldrich A1752 Adenosine 5′-monophosphate sodium salt	Sigma-Aldrich A9376 Adenosine 2′:3′-cyclic monophosphate sodium salt
biological source yeast	biological source yeast	biological source yeast	biological source synthetic (organic)
Quality Level 200	Quality Level 200	Quality Level 300	Quality Level 200
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥99%	assay ≥93%
form powder	form powder	form powder	form powder
solubility water: 100 mg/mL, clear to very slightly hazy, colorless to very faintly yellow	solubility 1 N NH₄OH: 50 mg/mL, clear, colorless	solubility H₂O: soluble	solubility water: 50 mg/mL, clear, colorless
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

Application

Adenosine 3′-monophosphate sodium salt has been used as a marker in thin-layer chromatography (TLC).[1]

General description

Adenosine 3′-monophosphate (3′-AMP) is a metabolite produced from the hydrolysis of 2′,3′-cAMP by a family of metal-dependent phosphodiesterases. 3′-AMP inhibits the proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′,3′-cAMP, and 3′-AMP represent a new unexplored pathway for adenosine-based cell regulation.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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2′-AMP and 3′-AMP inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.

Jackson EK, Gillespie DG, Dubey RK.

Journal of Pharmacology and Experimental Therapeutics, 337, 4440450-4440450 (2011)

A 54-kDa fragment of the Poly(A)-specific ribonuclease is an oligomeric, processive, and cap-interacting Poly(A)-specific 3' exonuclease.

J Martinez et al.

The Journal of biological chemistry, 275(31), 24222-24230 (2000-05-10)

We have previously identified a HeLa cell 3' exonuclease specific for degrading poly(A) tails of mRNAs. Here we report on the purification and identification of a calf thymus 54-kDa polypeptide associated with a similar 3' exonuclease activity. The 54-kDa polypeptide

2',3'-cAMP hydrolysis by metal-dependent phosphodiesterases containing DHH, EAL, and HD domains is non-specific: Implications for PDE screening.

Feng Rao et al.

Biochemical and biophysical research communications, 398(3), 500-505 (2010-07-06)

The recent report of 2',3'-cAMP isolated from rat kidney is the first proof of its biological existence, which revived interest in this mysterious molecule. 2',3'-cAMP serves as an extracellular adenosine source, but how it is degraded remains unclear. Here, we

Extracellular 2,3-cyclic adenosine monophosphate is a potent inhibitor of preglomerular vascular smooth muscle cell and mesangial cell growth [corrected].

Edwin K Jackson et al.

Hypertension (Dallas, Tex. : 1979), 56(1), 151-158 (2010-06-03)

Recently we discovered that intact kidneys release into the extracellular compartment 2',3'-cAMP (a positional isomer of 3',5'-cAMP with unknown pharmacology) and metabolize 2',3'-cAMP to 2'-AMP, 3'-AMP, and adenosine. Because adenosine inhibits growth of vascular smooth muscle cells and mesangial cells

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Adenosine 3′-monophosphate sodium salt