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Merck
CN

M9886

2′-O-Methyladenosine

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About This Item

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

SMILES string

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

InChI key

FPUGCISOLXNPPC-UHFFFAOYSA-N

form

solid

storage temp.

−20°C

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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A Theibert et al.
Developmental biology, 106(1), 166-173 (1984-11-01)
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 rapidly secreted. Adenosine inhibited this
J Yano et al.
Biochimica et biophysica acta, 629(1), 178-183 (1980-04-17)
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
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)
T Yamada et al.
Cellular and molecular life sciences : CMLS, 54(2), 125-128 (1998-04-16)
2'-O-Methylinosine (1) has been isolated for the first time and shown to be an intrinsic hypotensive principle. Its probable in vivo precursor, 2'-O-methyladenosine (3), showed stronger and even orally potent hypotensive activity. Resistance of the methyladenosine (3) against adenosine deaminase
Modified nucleotides: their conformational characteristics.
P K Ponnuswamy et al.
Journal of theoretical biology, 96(2), 233-251 (1982-05-21)

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