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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

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)

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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
Jinpeng Gao et al.
Plant physiology, 174(3), 1713-1727 (2017-05-13)
Chilling stress is a major factor limiting plant development and crop productivity. Because the plant response to chilling is so complex, we are far from understanding the genes important in the response to chilling. To identify new genes important in
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
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
Akiko Ogawa et al.
STAR protocols, 2(4), 100848-100848 (2021-10-09)
About 150 modifications have been identified in RNA species. Besides their regulatory roles in the intracellular gene expression, abundant modified RNA nucleosides are catabolized from RNA and released into extracellular fluids, which can impact extracellular signaling as ligands for receptors.
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