M5883

7-Methylguanosine 5′-diphosphate sodium salt

Name: 7-Methylguanosine 5′-diphosphate sodium salt
Brand: SIGMA

≥92.5%, synthetic (organic), powder

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

Key Documents

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Product Name

7-Methylguanosine 5′-diphosphate sodium salt, ≥92.5%

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

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This Item	I4375	T9375	A5763
Sigma-Aldrich M5883 7-Methylguanosine 5′-diphosphate sodium salt	Sigma-Aldrich I4375 Inosine 5′-diphosphate sodium salt	Sigma-Aldrich T9375 Thymidine 5′-diphosphate sodium salt	Sigma-Aldrich A5763 Adenosine 3′,5′-diphosphate disodium salt
biological source synthetic (organic)	biological source microbial	biological source synthetic (organic)	biological source synthetic (inorganic)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
assay ≥92.5%	assay ≥96%	assay ≥96% (HPLC)	assay ≥96%
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
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

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. [1]

Application

7-Methylguanosine 5′-diphosphate sodium salt has been used as a component of the elution buffer for the purification of 5’capped RNA.[2]

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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Certificates of Analysis (COA)

Lot/Batch Number

0000512958

0000460744

0000368195

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DcpS can act in the 5??3? mRNA decay pathway in addition to the 3??5? pathway

Erwin VD, et al.

Proceedings of the National Academy of Sciences, 100(21) (2003)

Eukaryotic translation initiation: there are (at least) two sides to every story.

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

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)

7-methylguanosine diphosphate (m7GDP) is not hydrolyzed but strongly bound by Decapping Scavenger (DcpS) enzymes and potently inhibits their activity

Wypijewska A, et al.

Biochemistry, 51(40) (2012)

Structure of translation factor eIF4E bound to m7GDP and interaction with 4E-binding protein.

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

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