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Merck

M6133

7-Methylguanosine 5′-triphosphate sodium salt

≥85% (HPLC), natural (inorganic), powder

Sinonimo/i:

m7GTP

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5 MG

CHF 183.00

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CHF 317.00

25 MG

CHF 633.00

CHF 183.00

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C11H18N5O14P3 · xNa+
Numero CAS:
104809-18-9
Peso molecolare:
537.21 (free acid basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24897079
NACRES:
NA.51
MDL number:
MFCD00063376

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Nome del prodotto

7-Methylguanosine 5′-triphosphate sodium salt, ≥85% (HPLC)

SMILES string

[Na+].C[n+]1cn([C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)([O-])=O)[C@@H](O)[C@H]2O)c3N=C(N)NC([O-])c13

InChI

1S/C11H20N5O14P3.Na/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(28-10)2-27-32(23,24)30-33(25,26)29-31(20,21)22;/h3-4,6-7,9-10,17-18H,2H2,1H3,(H,23,24)(H,25,26)(H3,12,13,14)(H2,20,21,22);/q;+1/p-1/t4-,6-,7-,9?,10-;/m1./s1

InChI key

FSMRTZAMTMQMEF-OCMBMSOASA-M

biological source

natural (inorganic)

assay

≥85% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless to faint yellow or tan

storage temp.

−20°C

Quality Level

200

Categorie correlate

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Questo articolo
M3509M5883D7409
7-Methylguanosine 5′-triphosphate sodium salt ≥85% (HPLC)

Sigma-Aldrich

M6133

7-Methylguanosine 5′-triphosphate sodium salt

β,γ-Methyleneguanosine 5′-triphosphate sodium salt ≥98% (HPLC)

Sigma-Aldrich

M3509

β,γ-Methyleneguanosine 5′-triphosphate sodium salt

7-Methylguanosine 5′-diphosphate sodium salt ≥92.5%

Sigma-Aldrich

M5883

7-Methylguanosine 5′-diphosphate sodium salt

2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt ≥90% (HPLC)

Sigma-Aldrich

D7409

2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt

biological source

natural (inorganic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

powder

form

powder

form

powder

assay

≥85% (HPLC)

assay

≥98% (HPLC)

assay

≥92.5%

assay

≥90% (HPLC)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

7-Methylguanosine 5′-triphosphate (m7GTP) is use to study the structures and mechanisms of eukaryotic cellular mRNA caps in the context of mRNA involvement in protein synthesis. m7GTP may be used to create affinity media for capture and purification of molecules such as eukaryotic initiation factor eIF4E.
7-Methylguanosine 5′-triphosphate sodium salt has been used to test its affinity towards Poly(A)-specific ribonuclease (PARN) polypeptides using fluorescence titrations.[1] It has also been used in crystallization along with gemin5 fragment (G5N)[2] and DM15 region of human La-related 15 protein 1 ( LARP1).[3]

Biochem/physiol Actions

7-Methylguanosine 5′-triphosphate (m7GTP) inhibits in vitro protein synthesis by binding to translation initiation complexes.[4] m7GTP is useful to study the structures and mechanisms of eukaryotic cellular mRNA caps in the context of mRNA involvement in protein synthesis.[5] m7GTP has a high affinity for eukaryotic initiation factor eIF4E[4] and may be used to create affinity media for their capture and purification.[6]

General description

7-Methylguanosine 5′-triphosphate is a mRNA cap structural analog.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000509568
0000509567
0000509568
0000509567
0000436747

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Regina Cencic et al.
Analytical biochemistry, 560, 24-29 (2018-09-09)
All cellular cytoplasmic mRNAs are capped at their 5' ends with an m7GpppN group. Several proteins that mediate cap function have been identified by cap affinity purification, enabling their characterization in a number of biological processes. Among these, eukaryotic initiation
Ya-Jun Wang et al.
PloS one, 7(9), e44079-e44079 (2012-09-08)
Influenza virus, which spreads around the world in seasonal epidemics and leads to large numbers of deaths every year, has several ribonucleoproteins in the central core of the viral particle. These viral ribonucleoproteins can specifically bind the conserved 3' and
Thomas Monecke et al.
Nucleic acids research, 37(12), 3865-3877 (2009-04-24)
The 5'-cap of spliceosomal small nuclear RNAs, some small nucleolar RNAs and of telomerase RNA was found to be hypermethylated in vivo. The Trimethylguanosine Synthase 1 (TGS1) mediates this conversion of the 7-methylguanosine-cap to the 2,2,7-trimethylguanosine (m(3)G)-cap during maturation of
Susan Parrish et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(7), 2139-2144 (2007-02-07)
Previous studies indicated that the vaccinia virus D10 protein, which is conserved in all sequenced poxviruses, participates in the rapid turnover of host and viral mRNAs. D10 contains a motif present in the family of Nudix/MutT enzymes, a subset of
Alan L Ho et al.
PloS one, 7(7), e40439-e40439 (2012-07-19)
Uveal melanomas possess activation of the mitogen-activated protein kinase (MAPK) and phosphoinositide 3-kinase (PI3K)/AKT/mammalian Target of Rapamycin (mTOR) pathways. MAPK activation occurs via somatic mutations in the heterotrimeric G protein subunits GNAQ and GNA11 for over 70% of tumors and
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