M0627

7-Methylguanosine

Name: 7-Methylguanosine
Brand: SIGMA
Price: 75.4 USD

≥90%, synthetic, powder

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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

Key Documents

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Product Name

7-Methylguanosine, ≥90%

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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1 of 4

This Item	M5883	M6133	A3401
Sigma-Aldrich M0627 7-Methylguanosine	Sigma-Aldrich M5883 7-Methylguanosine 5′-diphosphate sodium salt	Sigma-Aldrich M6133 7-Methylguanosine 5′-triphosphate sodium salt	Sigma-Aldrich A3401 Ala-Ala-Phe-7-amido-4-methylcoumarin
biological source synthetic	biological source synthetic (organic)	biological source natural (inorganic)	biological source -
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
assay ≥90%	assay ≥92.5%	assay ≥85% (HPLC)	assay ≥98% (TLC)
solubility water: 50 mg/mL, clear to hazy, colorless to faintly yellow	solubility water: 50 mg/mL, clear to very slightly hazy, colorless to very faintly yellow	solubility -	solubility ethanol: 20 mg/mL, clear, colorless to light yellow
storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C	storage temp. 2-8°C

General description

7-Methylguanosine structure is also referred to as a cap. It is located on the 5′ end of the cytoplasmic mRNA.[1]

Application

7-Methylguanosine has been used in the removal of residual phosphates from pre rigor solution, phosphate mop system and phosphorous standard solution.[2][3][4]

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.[1]

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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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)

Detection of a streptomycin-resistant Mycobacterium bovis strain through antitubercular drug susceptibility testing of Tunisian Mycobacterium tuberculosis complex isolates from cattle.

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

The "cap-binding slot" of an mRNA cap-binding protein: quantitative effects of aromatic side chain choice in the double-stacking sandwich with cap.

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

The eukaryotic translation initiation factor 4E (eIF4E) as a therapeutic target for cancer

Advances in Protein Chemistry and Structural Biology, 101, 1-26 (2015)

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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7-Methylguanosine