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Merck

M6133

7-Methylguanosine 5′-triphosphate sodium salt

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

Synonyme(s) :

m7GTP

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A propos de cet article

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

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Nom du produit

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

Catégories apparentées

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Cet article
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 de stockage

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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Certificats d'analyse (COA)

Lot/Batch Number
0000509568
0000509567
0000509568
0000509567
0000436747

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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
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
A multifunctional RNA recognition motif in poly (A)-specific ribonuclease with cap and poly (A) binding properties
Nilsson P, et al.
The Journal of biological chemistry, 282(45), 32902-32911 (2007)
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
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