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M5883

Sigma-Aldrich

7-Methylguanosine 5′-diphosphate sodium salt

≥92.5%

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Synonym(s):
m7GDP
Empirical Formula (Hill Notation):
C11H17N5O11P2 · xNa+
CAS Number:
104809-16-7
Molecular Weight:
457.23 (free acid basis)
MDL number:
MFCD00057869
PubChem Substance ID:
329818024
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

200

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

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This Item
I4375T9375A5763
7-Methylguanosine 5′-diphosphate sodium salt ≥92.5%

Sigma-Aldrich

M5883

7-Methylguanosine 5′-diphosphate sodium salt

Inosine 5′-diphosphate sodium salt ≥96%

Sigma-Aldrich

I4375

Inosine 5′-diphosphate sodium salt

Thymidine 5′-diphosphate sodium salt ≥96% (HPLC)

Sigma-Aldrich

T9375

Thymidine 5′-diphosphate sodium salt

Adenosine 3′,5′-diphosphate disodium salt ≥96%

Sigma-Aldrich

A5763

Adenosine 3′,5′-diphosphate disodium salt

assay

≥92.5%

assay

≥96%

assay

≥96% (HPLC)

assay

≥96%

form

powder

form

powder

form

powder

form

powder

solubility

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

solubility

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

solubility

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

solubility

water: 25 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

7-Methylguanosine 5′-diphosphate (m7GDP) may be used to study the structure, functions and metabolism of mRNA 5′-cap structures. M7GDP is used in the synthesis of mRNA cap analogues.

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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A B Sachs et al.
Nature structural biology, 7(5), 356-361 (2000-05-10)
The eukaryotic cap and poly(A) tail binding proteins, eIF4E and Pab1p, play important roles in the initiation of protein synthesis. The recent structures of the complex of eIF4E bound to the methylated guanosine (cap) found at the 5'end of messenger
H Matsuo et al.
Nature structural biology, 4(9), 717-724 (1997-09-26)
eIF4E, the mRNA cap binding protein, is a master switch that controls eukaryotic translation. To be active, it must bind eIF4G and form the eIF4F complex, which also contains eIF4A. Translation is downregulated by association of eIF4E with 4E-BP, which
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
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
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