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M3509

β,γ-Methyleneguanosine 5′-triphosphate sodium salt

Name: &#946;,&#947;-Methyleneguanosine 5&#8242;-triphosphate sodium salt
Brand: SIGMA

≥98% (HPLC), synthetic (organic), powder

Synonym(s):

GMPPCP, GppCp, Guanosine-5′-[(β,γ)-methyleno]triphosphate sodium salt

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₈N₅O₁₃P₃ · xNa⁺

CAS Number:

10470-57-2

Molecular Weight:

521.21 (free acid basis)

UNSPSC Code:

41106305

PubChem Substance ID:

24896847

NACRES:

NA.51

MDL number:

MFCD00070117

Assay:

≥98% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

water: 50 mg/mL, clear, colorless

Storage temp.:

−20°C

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Properties

Product Name

β,γ-Methyleneguanosine 5′-triphosphate sodium salt, ≥98% (HPLC)

biological source

synthetic (organic)

Quality Segment

200

assay

≥98% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

[Na].NC1=NC(=O)c2ncn(C3OC(COP(O)(=O)OP(O)(=O)CP(O)(O)=O)C(O)C3O)c2N1

InChI

1S/C11H18N5O13P3.Na.H/c12-11-14-8-5(9(19)15-11)13-2-16(8)10-7(18)6(17)4(28-10)1-27-32(25,26)29-31(23,24)3-30(20,21)22;;/h2,4,6-7,10,17-18H,1,3H2,(H,23,24)(H,25,26)(H2,20,21,22)(H3,12,14,15,19);;

InChI key

LJQPGKRRFLMZPX-UHFFFAOYSA-N

Description

General description

βγ-Methyleneguanosine 5′-triphosphate (GMPPCP, GppCp) is a non-hydrolyzable analog of GTP.

Application

β,γ-Methyleneguanosine 5′-triphosphate sodium salt has been used as a GTP analog to complex with dynamin for cryo-electron microscopy studies. It has also been used to complex with Di-Ras1/Di-Ras2 and nucleotide exchange delivery studies.

βγ-Methyleneguanosine 5′-triphosphate (GMPPCP, GppCp) is a non-hydrolyzable analog of GTP used in a variety of applications that involve GTP binding including GTP-activation, GTP-inhibition, GTP transport, GTP hydrolysis and GTP structure stabilization. GMPPCP (GuoPP[CH₂MP) is used to modulate and study G proteins involved in cell signaling, protein synthesis and other metabolic processes.

Biochem/physiol Actions

βγ-Methyleneguanosine 5′-triphosphate (GMPPCP) is used in a variety of applications that involve GTP binding including GTP-activation, GTP-inhibition, GTP transport, GTP hydrolysis and GTP structure stabilization. GMPPCP is used to modulate and study G proteins involved in cell signaling, protein synthesis and other metabolic processes.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c