M3509

β,γ-Methyleneguanosine 5′-triphosphate sodium salt

≥98% (HPLC)

• 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
• UNSPSC Code: 41106305
• PubChem Substance ID: 24896847
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• 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

Description

General description

βγ-Methyleneguanosine 5′-triphosphate (GMPPCP, GppCp) is a non-hydrolyzable analog of GTP.[1]

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.[2] It has also been used to complex with Di-Ras1/Di-Ras2 and nucleotide exchange delivery studies.[3]

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable