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Merck
CN

M5001

1-Methyladenosine

Synonym(s):

N1-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/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1

SMILES string

CN1C=Nc2c(ncn2[C@@H]3O[C@@H](CO)[C@H](O)[C@@H]3O)C1=N

InChI key

GFYLSDSUCHVORB-IOSLPCCCSA-N

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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Masayuki Sakurai et al.
Nucleic acids research, 33(5), 1653-1661 (2005-03-23)
The mitochondria of the nematode Ascaris suum have tRNAs with unusual secondary structures that lack either the T-arm or D-arm found in most other organisms. Of the twenty-two tRNA species present in the mitochondria of A.suum, twenty lack the entire
On secondary structure rearrangements and equilibria of small RNAs.
Ronald Micura et al.
Chembiochem : a European journal of chemical biology, 4(10), 984-990 (2003-10-03)
Miwa Takei et al.
Pathobiology : journal of immunopathology, molecular and cellular biology, 72(3), 117-123 (2005-04-30)
R5 HIV replicated in freshly isolated human peripheral blood monocytes after treatment with 1-methyladenosine (fresh PBM/MA), an immunosuppressive compound isolated from tumorous ascites fluids, while viral replication was not demonstrated in untreated peripheral blood monocytes (fresh PBM). The R5 HIV
Sergey N Mikhailov et al.
Nucleic acids research, 30(5), 1124-1131 (2002-02-28)
The base moiety of 1-N-methyladenosine can be protected with a chloroacetyl group for incorporation of this modified nucleoside into DNA and RNA. Carefully controlled anhydrous conditions are needed for deprotection of the oligonucleotides.
H Grosjean et al.
Nucleic acids research, 23(21), 4312-4319 (1995-11-11)
Transfer RNAs of the extreme halophile Haloferax volcanii contain several modified nucleosides, among them 1-methylpseudouridine (m1 psi), pseudouridine (psi), 2'-0-methylcytosine (Cm) and 1-methylinosine (m1l), present in positions 54, 55, 56 and 57 of the psi-loop, respectively. At the same positions

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