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Key Documents

Altri documenti

A3013

Sigma-Aldrich

Adenosine 2′(3′)-monophosphate mixed isomers

Sinonimo/i:

Yeast adenylic acid

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About This Item

Formula empirica (notazione di Hill):
C10H14N5O7P
Numero CAS:
130-49-4
Peso molecolare:
347.22
Numero CE:
204-990-7
Numero MDL:
MFCD00151215
Codice UNSPSC:
41106305
ID PubChem:
24890716
NACRES:
NA.51

Origine biologica

synthetic

Livello qualitativo

200

Saggio

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

Forma fisica

powder

Solubilità

1 M NH4OH: 50 mg/mL, clear, colorless

Temperatura di conservazione

−20°C

Stringa SMILE

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
UQRXDDDXDPEXNS-VQFZJOCSSA-N

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Descrizione generale

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.

Applicazioni

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.

Linkage

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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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
Alexander F Yakunin et al.
The Journal of biological chemistry, 279(35), 36819-36827 (2004-06-24)
In all mature tRNAs, the 3'-terminal CCA sequence is synthesized or repaired by a template-independent nucleotidyltransferase (ATP(CTP):tRNA nucleotidyltransferase; EC 2.7.7.25). The Escherichia coli enzyme comprises two domains: an N-terminal domain containing the nucleotidyltransferase activity and an uncharacterized C-terminal HD domain.
G S Padiyar et al.
Journal of biomolecular structure & dynamics, 15(4), 793-802 (1998-03-26)
This paper reports the crystal structures of free acid and ammonium salt of adenosine 2'-monophosphate (2'-AMP). 2'-AMP crystallizes in the hexagonal space group P6(5)22 with a = 9.530(3) A, c = 73.422(2) A, and Z= 12. 2'-AMP.NH4 crystallizes in the
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)
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