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M0627

Sigma-Aldrich

7-Methylguanosine

≥90%

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About This Item

Empirical Formula (Hill Notation):
C11H15N5O5
CAS Number:
20244-86-4
Molecular Weight:
297.27
Beilstein/REAXYS Number:
3713683
MDL number:
MFCD16661197
UNSPSC Code:
41106305
PubChem Substance ID:
24896562
NACRES:
NA.51

biological source

synthetic

Quality Level

200

assay

≥90%

form

powder

solubility

water: 50 mg/mL, clear to hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

C[n+]1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c3nc(N)nc([O-])c13

InChI

1S/C11H15N5O5/c1-15-3-16(8-5(15)9(20)14-11(12)13-8)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2-,12,13,14,20)/t4-,6-,7-,10-/m1/s1

InChI key

OGHAROSJZRTIOK-KQYNXXCUSA-N

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General description

7-Methylguanosine structure is also referred to as a cap. It is located on the 5′ end of the cytoplasmic mRNA.

Application

7-Methylguanosine has been used in the removal of residual phosphates from pre rigor solution, phosphate mop system and phosphorous standard solution.

Biochem/physiol Actions

7-Methylguanosine is involved in the processing of a cap-dependent translational process of mRNA. It is also involved in protecting the mRNA from degradation due to ribonucleases and mediate nuclear export. 7-Methylguanosine also permits the recruitment of ribosome.

Storage Class

11 - 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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Esther Z Chen et al.
Investigational new drugs, 32(4), 598-603 (2014-04-09)
Deranged cap-mediated translation is implicated in the genesis, maintenance and progression of many human cancers including mesothelioma. In this study, disrupting the eIF4F complex by antagonizing the eIF4E-mRNA-cap interaction is assessed as a therapy for mesothelioma. Mesothelioma cells were treated
G Hu et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(13), 7149-7154 (1999-06-23)
We have determined, by high resolution x-ray analysis, 10 structures comprising the mRNA cap-specific methyltransferase VP39 or specific mutants thereof in the presence of methylated nucleobase analogs (N1-methyladenine, N3-methyladenine, N1-methylcytosine, N3-methylcytosine) and their unmethylated counterparts, or nucleoside N7-methylguanosine. Together with
Vishnu Modur et al.
Nature communications, 9(1), 4410-4410 (2018-10-26)
The nature and role of global transcriptional deregulations in cancers are not fully understood. We report that a large proportion of cancers have widespread defects in mRNA transcription elongation (TE). Cancers with TE defects (TEdeff) display spurious transcription and defective
Nicolas Leulliot et al.
Structure (London, England : 1993), 16(1), 52-61 (2008-01-11)
Loss of N7-methylguanosine (m7G) modification is involved in the recently discovered rapid tRNA degradation pathway. In yeast, this modification is catalyzed by the heterodimeric complex composed of a catalytic subunit Trm8 and a noncatalytic subunit Trm82. We have solved the
L Montesano et al.
The Journal of biological chemistry, 263(10), 4939-4944 (1988-04-05)
Nucleoside analysis of the RNA from the small subunit of wheat germ cytoplasmic ribosomes shows 1 mol each of N7-methylguanosine and N6-methyladenosine/mol of RNA. Antibodies directed against each methylated nucleoside were used to localize these residues within the subunit by
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