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Merck

A3013

Sigma-Aldrich

Adenosine 2′(3′)-monophosphate mixed isomers

Synonym(e):

Yeast adenylic acid

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About This Item

Empirische Formel (Hill-System):
C10H14N5O7P
CAS-Nummer:
Molekulargewicht:
347.22
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41106305
PubChem Substanz-ID:
NACRES:
NA.51

Biologische Quelle

synthetic

Qualitätsniveau

Assay

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

Form

powder

Löslichkeit

1 M NH4OH: 50 mg/mL, clear, colorless

Lagertemp.

−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

InChIKey

UQRXDDDXDPEXNS-VQFZJOCSSA-N

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Allgemeine Beschreibung

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.

Anwendung

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). It has also been used to screen the multiplesugar-binding ATPase A (MsbA) transporter protein.

Verlinkung

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Shuji Noguchi
Protein and peptide letters, 17(12), 1559-1561 (2010-09-23)
Asparagine can be non-enzymatically deamidated and isomerized via succinimide to isoaspartate. This post-translational modification can potentially alter the physical properties or the function of the parent protein. Asn32 of ribonuclease U2A from Ustilago sphaerogena is known to rapidly deamidate and
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
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
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

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