2'-O-Methyladenosine
2'-O-Methyladenosine structure
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Common Name | 2'-O-Methyladenosine | ||
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| CAS Number | 2140-79-6 | Molecular Weight | 281.268 | |
| Density | 1.8±0.1 g/cm3 | Boiling Point | 623.8±65.0 °C at 760 mmHg | |
| Molecular Formula | C11H15N5O4 | Melting Point | 200-202ºC | |
| MSDS | USA | Flash Point | 331.0±34.3 °C | |
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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) have been previously identified in urines of normals and/o... |
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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 attractive class of compounds for antisense applications. Unde... |
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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 enriettii or Leishmania major were activated by exposure to IFN... |
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Liver-targeted prodrugs of 2'-C-methyladenosine for therapy of hepatitis C virus infection.
J. Med. Chem. 50(16) , 3891-6, (2007) 2'-C-Methyladenosine exhibits impressive inhibitory activity in the cell-based hepatitis C virus (HCV) subgenomic replicon assay, by virtue of intracellular conversion to the corresponding nucleoside triphosphate (NTP) and inhibition of NS5B RNA-dependent RNA... |
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A simple method of the preparation of 2'-O-methyladenosine. Methylation of adenosine with methyl iodide in anhydrous alkaline medium.
Biochim. Biophys. Acta 629(1) , 178-83, (1980) A simple and effective method of the methylation on the 2'-O position of adenosine is described. Adenosine is treated with CH3I in an anhydrous alkaline medium at 0 degrees C for 4 h. The major products of this reaction are monomethylated adenosine at either ... |
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Posttranscriptional modification of tRNA in thermophilic archaea (Archaebacteria).
J. Bacteriol. 173 , 3138, (1991) Nucleoside modification has been studied in unfractionated tRNA from 11 thermophilic archaea (archaebacteria), including phylogenetically diverse representatives of thermophilic methanogens and sulfur-metabolizing hyperthermophiles which grow optimally in the... |
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Adenosine and its derivatives inhibit the cAMP signaling response in Dictyostelium discoideum.
Dev. Biol. 106(1) , 166-73, (1984) In developmentally competent Dictyostelium discoideum amoebae, binding of cAMP to high-affinity surface receptors produces a rapid activation of adenylate cyclase which adapts within minutes. The result is a transient increase in intracellular cAMP which is r... |
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Interactions of oligonucleotide analogs containing methylphosphonate internucleotide linkages and 2'-O-methylribonucleosides.
Nucleic Acids Res. 22(21) , 4497-503, (1994) The interactions of oligonucleotide analogs, 12-mers, which contain deoxyribo- or 2'-O-methylribose sugars and methylphosphonate internucleotide linkages with complementary 12-mer DNA and RNA targets and the effect of chirality of the methylphosphonate linkag... |
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[Substrate specificity of adenosine deaminase. The role of methyl groups at 2', 3', and 5'-carbon atoms of adenosine].
Bioorg. Khim. 14(9) , 1157-61, (1988) The substrate specifity of adenosine deaminase has been studied using C'-methyl derivatives of adenosine. On the basis of the correlation revealed between conformations of 2'- and 3'-C-methyladenosine and their substrate properties, a modified stereochemical ... |
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Modified nucleotides: their conformational characteristics.
J. Theor. Biol. 96(2) , 233-51, (1982)
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