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M3509

Sigma-Aldrich

β,γ-Methyleneguanosine 5′-triphosphate sodium salt

≥98% (HPLC)

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Synonym(s):
GMPPCP, GppCp, Guanosine-5′-[(β,γ)-methyleno]triphosphate sodium salt
Empirical Formula (Hill Notation):
C11H18N5O13P3 · xNa+
CAS Number:
10470-57-2
Molecular Weight:
521.21 (free acid basis)
MDL number:
MFCD00070117
PubChem Substance ID:
24896847

Quality Level

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

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

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M3509

β,γ-Methyleneguanosine 5′-triphosphate sodium salt

Guanosine 3′,5′-cyclic monophosphate sodium salt ≥99% (HPLC), powder

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Guanosine 5′-[β,γ-imido]triphosphate trisodium salt hydrate ≥85% (HPLC), powder

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Guanosine 5′-[β,γ-imido]triphosphate trisodium salt hydrate

Guanosine 5′-[γ-thio]triphosphate tetralithium salt ≥90% (contains < 10% GDP, HPLC), powder

Sigma-Aldrich

G8634

Guanosine 5′-[γ-thio]triphosphate tetralithium salt

form

powder

form

powder

form

powder

form

powder

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

H2O: ≥75 mg/mL (Solutions are very unstable; prepare immediately prior to use.)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−20°C

General description

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

Application

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.
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.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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