Adenosine 2′(3′)-monophosphate mixed isomers , 130-49-4

Synonym(s):
Yeast adenylic acid

CAS NO.：130-49-4

Empirical Formula: C10H14N5O7P

Molecular Weight: 347.22

MDL number: MFCD00151215

EINECS: 204-990-7

PRODUCT Properties

• Melting point: 183 °C
• Boiling point: 815.5±75.0 °C(Predicted)
• Density: 2.3200 (rough estimate)
• refractive index: 1.9050 (estimate)
• storage temp.: -20°C
• solubility: <3mg/ml in PBS(pH7.2)
• form: Solid
• pka: pK1: 3.81(+1);pK2: 6.17(0) (25°C)
• color: White
• biological source: yeast
• Water Solubility: 0.5g/L(15 ºC)
• Merck: 157
• InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6+,7?,10-/m1/s1
• InChIKey: QDFHPFSBQFLLSW-PKJMTWSGSA-N
• SMILES: N1=C(N)C2N=CN([C@]3([H])O[C@]([H])(CO)[C@]([H])(O)C3([H])OP(O)(=O)O)C=2N=C1

Description and Uses

Adenosine 2′-monophosphate (2′-AMP) is a metabolite produced from hydrolysis of 2′,3′-cAMP. 2′-AMP inhibits proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors. 2′-AMP is used in the synthesis of a new photoaffinity lable for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase. 2′,3′-cAMP and 2′-AMP represent a new unexplored pathway for adenosine-based cell regulation.

Safety

• WGK Germany: 3
• RTECS: AU7480300
• Toxicity: mouse,LD,intraperitoneal,> 1gm/kg (1000mg/kg),Annals of the New York Academy of Sciences. Vol. 60, Pg. 251, 1954.