2'-O-Methyladenosine

Names

[ Name ]:
2'-O-Methyladenosine

[Synonym ]:
UNII-02YX82IHZ5
2'-O-Methyl adenosine
2'-methyl-adenosine
2'-O-methylAdo
2′-O-Methyladenosine
(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-methoxyoxolan-3-ol
2'-methoxyadenosine
2'-OMeAdenosine
MFCD00056002
Adenosine, 2'-O-methyl-
2'-O-Methyladenosine
2'-O-Methyl-D-adenosine
(2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-methoxytetrahydrofuran-3-ol
Adenosine,2'-O-methyl

Biological Activity

[Description]:

2'-O-Methyladenosine, a methylated adenine residue is found in urine of normals as well as in urine of adenosine deaminase (ADA) deficient patients. 2'-O-Methyladenosine exhibits unique hypotensive activities [1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Others >> Others

[In Vivo]

2'-O-Methyladenosine (100, 200 mg/kg, ip, single dose) exhibits unique hypotensive activities in rats[2]. Animal Model: Male spontaneously hypertensive rats (SHR; 16 weeks old)[2]. Dosage: 100, 200 mg/kg. Administration: IP, single dose. Result: Exhibited a significant hypotensive effect in decreasing blood pressure by about 40-50%.

[References]

[1]. Hirschhorn R, et al. Increased excretion of modified adenine nucleosides by children with adenosine deaminase deficiency. Pediatr Res. 1982 May;16(5):362-9.

[2]. Yamada T, et al. Naturally occurring 2'-O-methylpurine nucleosides with hypotensive properties. Cell Mol Life Sci. 1998 Feb;54(2):125-8.

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
623.8±65.0 °C at 760 mmHg

[ Melting Point ]:
200-202ºC

[ Molecular Formula ]:
C₁₁H₁₅N₅O₄

[ Molecular Weight ]:
281.268

[ Flash Point ]:
331.0±34.3 °C

[ Exact Mass ]:
281.112396

[ PSA ]:
128.54000

[ LogP ]:
-0.15

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.795

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2934999090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Increased excretion of modified adenine nucleosides by children with adenosine deaminase deficiency.

Pediatr. Res. 16(5) , 362-9, (1982)

We have identified seven adenine nucleosides in urines of untreated adenosine deaminase (ADA) deficient patients, four of which (adenosine, 2'-deoxyadenosine, 1-methyladenosine and N6-methyladenosine)...

Stabilizing effects of the RNA 2'-substituent: crystal structure of an oligodeoxynucleotide duplex containing 2'-O-methylated adenosines.

Chem. Biol. 1(1) , 39-45, (1994)

The stability of hybrids of 2'-O-methyl-ribonucleotides with complementary RNA is considerably higher than that of the corresponding DNA.RNA duplexes. The 2'-O-modified ribonucleotides are thus an att...

Effect of PGE2 and of agents that raise cAMP levels on macrophage activation induced by IFN-gamma and TNF-alpha.

J. Leukoc. Biol. 58(2) , 217-24, (1995)

The effect of prostaglandin (PG) E2 on macrophage activation by interferon-gamma (IFN-gamma) and tumor necrosis factor-alpha (TNF-alpha) was evaluated. Murine macrophages infected with Leishmania enri...