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Merck
CN

M4004

Sigma-Aldrich

N2-Methylguanosine

~95%

Synonym(s):

m2G

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About This Item

Empirical Formula (Hill Notation):
C11H15N5O5
CAS Number:
Molecular Weight:
297.27
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
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Assay

~95%

form

solid

storage temp.

−20°C

SMILES string

CNC1=NC(=O)c2ncn(C3OC(CO)C(O)C3O)c2N1

InChI

1S/C11H15N5O5/c1-12-11-14-8-5(9(20)15-11)13-3-16(8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15,20)

InChI key

SLEHROROQDYRAW-UHFFFAOYSA-N

Application

N2-Methylguanosine (m2is used to characterize and study the metabolism of naturally occurring methylated guanosine in RNAs.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Victoria H Cowling
The Biochemical journal, 425(2), 295-302 (2009-12-23)
The 7-methylguanosine cap added to the 5' end of mRNA is essential for efficient gene expression and cell viability. Methylation of the guanosine cap is necessary for the translation of most cellular mRNAs in all eukaryotic organisms in which it
Quiping Cao et al.
RNA (New York, N.Y.), 16(1), 221-227 (2009-11-26)
Pumilio 2 (Pum2) interacts with the 3' UTR-containing pumilio binding element (PBE) of RINGO/SPY mRNA to repress translation in Xenopus oocytes. Here, we show that Pum2 also binds directly to the 5' 7mG cap structure; in so doing, it precludes
Sarah F Mitchell et al.
Molecular cell, 39(6), 950-962 (2010-09-25)
Translational control is frequently exerted at the stage of mRNA recruitment to the initiating ribosome. We have reconstituted mRNA recruitment to the 43S preinitiation complex (PIC) using purified S. cerevisiae components. We show that eIF3 and the eIF4 factors not
Hua-Yu Li et al.
Journal of mass spectrometry : JMS, 44(5), 641-651 (2009-01-15)
Urinary-modified nucleosides have a potential role as cancer biomarkers for a number of malignant diseases. High performance liquid chromatography (HPLC) was combined with full-scan mass spectrometry, MS/MS analysis and accurate mass measurements in order to identify purine nucleosides purified from
Joanna Kowalska et al.
RNA (New York, N.Y.), 14(6), 1119-1131 (2008-04-24)
Analogs of the mRNA cap are widely employed to study processes involved in mRNA metabolism as well as being useful in biotechnology and medicinal applications. Here we describe synthesis of six dinucleotide cap analogs bearing a single phosphorothioate modification at

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