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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:
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 Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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