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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:

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

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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H A Heus et al.
European journal of biochemistry, 188(2), 275-281 (1990-03-10)
The 3'-terminal colicin fragments of 16S ribosomal RNA were isolated from Bacillus stearothermophilus and from its kasugamycin-resistant (ksgA) derivative lacking N6-dimethylation of the two adjacent adenosines in a hairpin loop. The fragment from the ksgA strain still contains a naturally
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
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
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

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