M6133
7-Methylguanosine 5′-triphosphate sodium salt
≥85% (HPLC)
Synonym(s):
m7GTP
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About This Item
Empirical Formula (Hill Notation):
C11H18N5O14P3 · xNa+
CAS Number:
Molecular Weight:
537.21 (free acid basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Recommended Products
biological source
natural (inorganic)
Quality Level
assay
≥85% (HPLC)
form
powder
storage temp.
−20°C
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
General description
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).
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.
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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
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)
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)
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
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