ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE Chemical 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

Safety Information

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.

ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE Usage And Synthesis

Chemical Properties

colorless or white to yellowish powder

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.

Definition

ChEBI: Adenosine 2'-phosphate is a purine ribonucleoside 2'-monophosphate. It has a role as a Saccharomyces cerevisiae metabolite. It is a conjugate acid of an adenosine 2'-phosphate(2-).

Biological Activity

AMP serves as a key component of several compounds, including coenzyme A, which plays an essential role in energy metabolism, as well as certain key redox cofactors such as NAD+, NADP+, and FAD. Furthermore, AMP is one of the key components of RNA, which is essential for protein synthesis and other biological processes in cells.

IC 50

A_2A adenosine receptor; A_2B adenosine receptor; Human Endogenous Metabolite

ADENOSINE 2' -& 3'-MONOPHOSPHATE FREE(130-49-4)Related Product Information

• 3'-ADENYLIC ACID
• c-di-AMP
• ADENOSINE-2':3'-CYCLIC MONOPHOSPHATE, SODIUM SALT
• INDEX NAME NOT YET ASSIGNED
• [5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-oxolan-2-yl]methoxyphosphonic acid
• 2'-O-Methyladenosine
• ADP
• [(2R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]me thoxyphosphonic acid
• 2'-Deoxyadenosine
• P1,P2-di(adenosine-5')pyrophosphate sodium salt
• 2-amino-2-deoxy-beta-arabinofuranosyladenine
• 2'-Deoxyadenosine-5'-triphosphate, trisodiuM salt
• 6-METHYLAMINOPURINE 9-RIBOFURANOSIDE
• 2'-Adenylic acid, 3',5'-bis(dihydrogen phosphate) (9CI)
• Adenosine 5'-monophosphate
• Adenosine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-N-[1-(dimethylamino)ethylidene]- (9CI)
• Triphosphopyridine nucleotide
• Nadph tetrasodium salt