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M6133

Sigma-Aldrich

7-Methylguanosine 5′-triphosphate sodium salt

≥85% (HPLC)

Synonyme(s) :

m7GTP

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About This Item

Formule empirique (notation de Hill):
C11H18N5O14P3 · xNa+
Numéro CAS:
104809-18-9
Poids moléculaire :
537.21 (free acid basis)
Numéro MDL:
MFCD00063376
Code UNSPSC :
41106305
ID de substance PubChem :
24897079
Nomenclature NACRES :
NA.51

Source biologique

natural (inorganic)

Pureté

≥85% (HPLC)

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

FSMRTZAMTMQMEF-OCMBMSOASA-M

Catégories apparentées

Description générale

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

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. It has also been used in crystallization along with gemin5 fragment (G5N) and DM15 region of human La-related 15 protein 1 ( LARP1).

Actions biochimiques/physiologiques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

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
Yih-Leh Huang et al.
The Journal of biological chemistry, 280(13), 13153-13162 (2005-01-29)
The S-adenosylmethionine-dependent guanylyltransferase of bamboo mosaic virus belongs to a novel class of mRNA capping enzymes distantly conserved in Alphavirus-like superfamily. The reaction sequence of the viral enzyme has been proposed comprising steps of 1) binding of GTP and S-adenosylmethionine
Applications of phosphate modification and labeling to study (m) RNA caps
Warminski M, et al.
Topics in Current Chemistry, 211-239 (2017)
Ricardo Soto-Rifo et al.
Nucleic acids research, 41(12), 6286-6299 (2013-05-01)
Here, we show a novel molecular mechanism promoted by the DEAD-box RNA helicase DDX3 for translation of the HIV-1 genomic RNA. This occurs through the adenosine triphosphate-dependent formation of a translation initiation complex that is assembled at the 5' m(7)GTP
La-related protein 1 (LARP1) binds the mRNA cap, blocking eIF4F assembly on TOP mRNAs
Lahr RM, et al.
eLife, 6, e24146-e24146 (2017)
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