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M6133

7-Methylguanosine 5′-triphosphate sodium salt

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

Synonym(s):

m7GTP

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About This Item

Empirical Formula (Hill Notation):
C11H18N5O14P3 · xNa+
CAS Number:
104809-18-9
Molecular Weight:
537.21 (free acid basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24897079
NACRES:
NA.51
MDL number:
MFCD00063376

Key Documents

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Product Name

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

Related Categories

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).

Biochem/physiol Actions

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.

General description

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
0000509568
0000509567
0000509567
0000509568
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
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)
The DEAD-box helicase DDX3 substitutes for the cap-binding protein eIF4E to promote compartmentalized translation initiation of the HIV-1 genomic RNA
Soto-Rifo R, et al.
Nucleic Acids Research, 41(12), 6286-6299 (2013)
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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