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A3013

Sigma-Aldrich

Adenosine 2′(3′)-monophosphate mixed isomers

Synonym(s):

Yeast adenylic acid

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1 G
$385.00
5 G
$1,320.00

$385.00

Estimated to ship onApril 11, 2025

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1 G
$385.00
5 G
$1,320.00

About This Item

Empirical Formula (Hill Notation):
C10H14N5O7P
CAS Number:
130-49-4
Molecular Weight:
347.22
EC Number:
204-990-7
MDL number:
MFCD00151215
UNSPSC Code:
41106305
PubChem Substance ID:
24890716
NACRES:
NA.51

$385.00

Estimated to ship onApril 11, 2025

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

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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]

Linkage

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000363894
0000363894
SLCR5634
SLCR5634
SLCQ5303

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Georgina Berridge et al.
The Biochemical journal, 365(Pt 1), 295-301 (2002-04-09)
Nicotinic acid-adenine dinucleotide phosphate (NAADP) is a newly described Ca2+-mobilizing nucleotide that appears to target intracellular Ca2+-release channels distinct from those sensitive to inositol trisphosphate or ryanodine/cyclic ADP-ribose. Little, however, is known concerning the regulation of cellular NAADP levels. In
K R Wolthers et al.
Biochemistry, 40(15), 4722-4737 (2001-04-11)
Binding of Ca(2+)-activated calmodulin (Ca(2+)-CaM) to neuronal nitric-oxide synthase (nNOS) increases the rate of 2,6-dichloroindolphenol (DCIP) reduction 2-3-fold and that of cytochrome c(3+) 10-20-fold. Parallel initial velocity patterns indicated that both substrates were reduced via two-half reactions in a ping-pong
W C Lam et al.
Biochemistry, 31(29), 6756-6760 (1992-07-28)
Phosphorescence and ODMR measurements have been made on ribonuclease T1 (RNase T1), the mutated enzyme RNase T1 (Y45W), and their complexes with 2'GMP and 2'AMP. It is not possible to observe the phosphorescence of Trp45 in RNase T1 (Y45W). Only
Sergio Leonardi et al.
Heart (British Cardiac Society), 99(17), 1282-1287 (2013-02-26)
To reassess the efficacy of cangrelor efficacy using the universal definition of myocardial infarction (MI). We adopted a novel approach to systematically implement the universal definition of MI. Two physicians blinded to treatment allocation reviewed plots of CK-MB and troponin
Li Sheng et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 43(9), 912-916 (2008-12-04)
This paper is aimed to study the metabolic kinetics of nicousamide in rat liver microsomes and cytosol and to identify the major metabolite and drug metabolizing enzymes involved in the metabolism of nicousamide in rat and human liver microsomes by
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