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M9886

Sigma-Aldrich

2′-O-Methyladenosine

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About This Item

Empirical Formula (Hill Notation):
C11H15N5O4
CAS Number:
Molecular Weight:
281.27
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:

form

solid

storage temp.

−20°C

SMILES string

COC1C(O)C(CO)OC1n2cnc3c(N)ncnc23

InChI

1S/C11H15N5O4/c1-19-8-7(18)5(2-17)20-11(8)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)

InChI key

FPUGCISOLXNPPC-UHFFFAOYSA-N

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Scott J Hecker et al.
Journal of medicinal chemistry, 50(16), 3891-3896 (2007-07-20)
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 polymerase (RdRp). However, rapid degradation by adenosine deaminase
R Hirschhorn et al.
Pediatric research, 16(5), 362-369 (1982-05-01)
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/or ADA deficient patients. We confirm that ADA deficient
P Lubini et al.
Chemistry & biology, 1(1), 39-45 (1994-09-01)
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. Understanding how these substituents stabilize the structure of
N Sofikitis et al.
Archives of andrology, 30(2), 87-92 (1993-03-01)
To determine whether the adenylate cyclase and the protein kinase C pathways act independently to modulate the human sperm acrosome reaction, we studied the effects of 2'-O-methyladenosine (adenylate cyclase inhibitor) on acrosome reactions induced by protein kinase C activators (phorbol
J Mauël et al.
Journal of leukocyte biology, 58(2), 217-224 (1995-08-01)
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-gamma (10-50 U/ml) and TNF-alpha (30-3000 U/ml)

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