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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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The eukaryotic translation initiation factor 4E (eIF4E) as a therapeutic target for cancer
Advances in Protein Chemistry and Structural Biology, 101, 1-26 (2015)
Saif Eddine Djemal et al.
BMC veterinary research, 14(1), 296-296 (2018-10-01)
A rising isolation trend of drug-resistant M. bovis from human clinical cases is documented in the literature. Here we assessed Mycobacterium tuberculosis complex isolates from cattle for drug susceptibility by the gold standard agar proportion method and a simplified resazurin
Streamlined purification of fluorescently labeled Escherichia coli phosphate-binding protein (PhoS) suitable for rapid-kinetics applications
Smith D D, et al.
Analytical Biochemistry, 537(10), 106-113 (2017)
Guanghui Hu et al.
Biochemistry, 41(24), 7677-7687 (2002-06-12)
The N7-methylguanine portion of the mRNA cap structure interacts with cap-binding proteins via an unusual double-stacking arrangement in which the positively charged cap is sandwiched between two parallel-oriented aromatic protein side chains. Three-dimensional costructures of cap with two mRNA cap-binding
Interdomain communication of the Chd1 chromatin remodeler across the DNA gyres of the nucleosome
Nodelman I M, et al.
Molecular Cell, 65(3), 447-459 (2017)
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