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M5883

Sigma-Aldrich

7-Methylguanosine 5′-diphosphate sodium salt

≥92.5%

Synonym(s):

7-Methyl-gdp, m7GDP

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About This Item

Empirical Formula (Hill Notation):
C11H17N5O11P2 · xNa+
CAS Number:
104809-16-7
Molecular Weight:
457.23 (free acid basis)
MDL number:
MFCD00057869
UNSPSC Code:
41106305
PubChem Substance ID:
329818024
NACRES:
NA.51

biological source

synthetic (organic)

Assay

≥92.5%

form

powder

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

[Na+].[Na+].C[n+]1cn([C@@H]2O[C@H](COP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]2O)c3nc(N)nc([O-])c13

InChI

1S/C11H17N5O11P2.2Na/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(26-10)2-25-29(23,24)27-28(20,21)22;;/h3-4,6-7,10,17-18H,2H2,1H3,(H5-,12,13,14,19,20,21,22,23,24);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1

InChI key

VSMXIKIFPKDZJA-IDIVVRGQSA-L

General description

7-Methylguanosine 5′-diphosphate (m7GDP) is derived when the human decapping Dcp2 enzyme cleaves the cap of the deadenylated mRNAs during the 5′–3′ mRNA decay pathway.

Application

7-Methylguanosine 5′-diphosphate sodium salt has been used as a component of the elution buffer for the purification of 5’capped RNA.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Susan Parrish et al.
Journal of virology, 81(23), 12973-12978 (2007-09-21)
Vaccinia virus (VACV) encodes enzymes that cap the 5' end of viral mRNAs, which enhances their stability and translation. Nevertheless, recent studies demonstrated that the VACV D10 protein (VACV-WR_115) decaps mRNA, an enzymatic activity not previously shown to be encoded
Anna Wypijewska et al.
Biochemistry, 51(40), 8003-8013 (2012-09-19)
Decapping scavenger (DcpS) enzymes catalyze the cleavage of a residual cap structure following 3' → 5' mRNA decay. Some previous studies suggested that both m(7)GpppG and m(7)GDP were substrates for DcpS hydrolysis. Herein, we show that mononucleoside diphosphates, m(7)GDP (7-methylguanosine
J Marcotrigiano et al.
Cell, 89(6), 951-961 (1997-06-13)
The X-ray structure of the eukaryotic translation initiation factor 4E (eIF4E), bound to 7-methyl-GDP, has been determined at 2.2 A resolution. eIF4E recognizes 5' 7-methyl-G(5')ppp(5')N mRNA caps during the rate-limiting initiation step of translation. The protein resembles a cupped hand
A M McGuire et al.
Journal of biomolecular NMR, 12(1), 73-88 (1998-09-08)
The mRNA cap-binding protein eIF4E is the limiting factor in the eIF4F translation initiation complex, which mediates the binding of the 40S ribosome to the mRNA. 15N relaxation studies have been used to characterize the backbone dynamics of deuterated eIF4E
A Step-by-Step Procedure to Analyze the Efficacy of siRNA Using Real-Time PCR
Cheng A, et al.
Methods in Molecular Biology, 419, 303-316 (2008)
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