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A3013

Adenosine 2′(3′)-monophosphate mixed isomers

Synonym(s):

Yeast adenylic acid

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1 g

Available to ship TODAYfromMILWAUKEE

$412.00
5 g

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$1,410.00
$1,198.50

About This Item

Empirical Formula (Hill Notation):
C10H14N5O7P
CAS Number:
130-49-4
Molecular Weight:
347.22
NACRES:
NA.51
PubChem Substance ID:
24890716
UNSPSC Code:
41106305
EC Number:
204-990-7
MDL number:
MFCD00151215
eCl@ss:
32160414
Assay:
≥45% (Adenosine-3′-monophosphate, HPLC), ≥97% (Total Adenosine-3′-monophosphate; Adenosine-2′-monophosphate, HPLC), 10-55% ( Adenosine-2′-monophosphate, HPLC)
Biological source:
synthetic
Form:
powder
Solubility:
1 M NH4OH: 50 mg/mL, clear, colorless
Storage temp.:
−20°C

$412.00

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biological source

synthetic

Quality Level

200

assay

≥45% (Adenosine-3′-monophosphate, HPLC), ≥97% (Total Adenosine-3′-monophosphate; Adenosine-2′-monophosphate, HPLC), 10-55% ( Adenosine-2′-monophosphate, HPLC)

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O.Nc4ncnc5n(cnc45)[C@@H]6O[C@H](CO)[C@@H](O)[C@H]6OP(O)(O)=O

InChI

1S/2C10H14N5O7P/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;11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2*2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t2*4-,6-,7-,10-/m11/s1

InChI key

UQRXDDDXDPEXNS-VQFZJOCSSA-N

General description

Adenosine 3′-monophosphate (3′-AMP) and Adenosine 2′-monophosphate (2′-AMP) are metabolites produced from hydrolysis of 2′,3′-cAMP by a family of metal-dependent phosphodiesterases. 2′-AMP and 3′-AMP inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.

Application

Adenosine2′(3′)-monophosphate mixed isomers have been used as a standard to separate andquantify purines (adenine and guanine) and adenine ribonucleosidemonophosphates (2’-AMP and 3’-AMP) through isocratic high-performance liquidchromatography (HPLC).[1] It has also been used to screen the multiplesugar-binding ATPase A (MsbA) transporter protein.[2]

Other Notes

Do not confuse with adenosine 2′:3′-cyclic monophosphate

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This Item
A9396A9272D6375
Adenosine 2′(3′)-monophosphate mixed isomers

Sigma-Aldrich

A3013

Adenosine 2′(3′)-monophosphate mixed isomers

Adenosine 2′-monophosphate from yeast

Sigma-Aldrich

A9396

Adenosine 2′-monophosphate

Adenosine 3′-monophosphate from yeast

Sigma-Aldrich

A9272

Adenosine 3′-monophosphate

2′-Deoxyadenosine 5′-monophosphate Sigma Grade, 98-100%

Sigma-Aldrich

D6375

2′-Deoxyadenosine 5′-monophosphate

biological source

synthetic

biological source

yeast

biological source

yeast

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

assay

≥45% (Adenosine-3′-monophosphate, HPLC), 10-55% ( Adenosine-2′-monophosphate, HPLC), ≥97% (Total Adenosine-3′-monophosphate; Adenosine-2′-monophosphate, HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

98-100%

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

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

solubility

1 N NH4OH: 50 mg/mL, clear, colorless

solubility

1 N NH4OH: 50 mg/mL, clear, colorless

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000519848
0000519848
0000447665
0000447663
0000447663

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Maria V Papadopoulou et al.
Oncology research, 14(1), 21-29 (2003-10-14)
The enzymatic cell-free metabolism of the novel hypoxia-selective cytotoxin 4-[3-(2-nitro-1-imidazolyl)-propylamino]-7-chloroquinoline hydrochloride (NLCQ-1) was investigated under hypoxic or aerobic conditions in the presence of purified reductive enzymes or isolated rat liver microsomes by monitoring the parent compound with HPLC-UV analysis. Enzymatic
Periprocedural type IVa myocardial infarction and the importance of platelet inhibition.
Anoop S V Shah et al.
Heart (British Cardiac Society), 99(17), 1225-1226 (2013-04-18)
G S Padiyar et al.
Journal of biomolecular structure & dynamics, 15(4), 803-821 (1998-03-26)
Crystal structures of lithium, sodium, potassium, calcium and magnesium salts of adenosine 2'-monophosphate (2'-AMP) have been obtained at atomic resolution by X-ray crystallographic methods. 2'-AMP.Li belongs to the monoclinic space group P2(1) with a = 7.472(3)A, b = 26.853(6) A
View All Related Papers

Global Trade Item Number

SKUGTIN
A3013-5G04061833360194
A3013-1G04061826688311

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