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Key Documents

G0635

Sigma-Aldrich

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

≥85% (HPLC), powder

Synonyme(s) :

β:γ-Imidoguanosine 5′-triphosphate trisodium salt hydrate, 5′-Guanylyl-imidodiphosphate trisodium salt hydrate, GMP-PNP, Gpp(NH)p

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About This Item

Formule empirique (notation de Hill):
C10H14N6Na3O13P3 · xH2O
Numéro CAS:
Poids moléculaire :
588.14 (anhydrous basis)
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥85% (HPLC)

Forme

powder

Couleur

white

Solubilité

H2O: 50 mg/mL

Conditions d'expédition

dry ice

Température de stockage

−70°C

Chaîne SMILES 

[Na+].[Na+].[Na+].Nc1nc(O)c2ncn([C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)NP(O)([O-])=O)[C@@H](O)[C@H]3O)c2n1

InChI

1S/C10H17N6O13P3.3Na/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22;;;/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1

Clé InChI

QGJNRMUNXAROIT-CYCLDIHTSA-K

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Description générale

Guanosine 5′-[β,γ-imido]triphosphate (GMP-PNP, Gpp(NH)p) is a non-hydrolyzable analog of GTP that binds and irreversibly activates G proteins. Gpp(NH)p is used in a variety of applications that involve GTP binding, including GTP-activation, GTP-inhibition, GTP transport, GTP hydrolysis, and GTP structure stabilization. Since a cycle of GTP binding, hydrolysis, and release is required for the initiation of protein translocation across the endoplasmic reticulum, guanosine 5′-[β,γ-imido]triphosphate is often used in studies of protein synthesis. Gpp(NH)p is used to activate ADP-ribosylation factors and to modulate G proteins involved in cell signaling, protein synthesis and other metabolic processes.

Application

Guanosine 5′-[β,γ-imido]triphosphate trisodium salt hydrate has been used: to study K-RAS interactions with the membrane, for the crystallization of Mycobacterium tuberculosis FtsZ, as a translation initiation inhibitor for the analysis of the 48S pre-initiation complex.
Non-hydrolyzable analog of GTP; the preferred GTP analog to activate ADP-ribosylation factor.

Actions biochimiques/physiologiques

Guanosine 5′-[ß,γ-imido]triphosphate binds and irreversibly activates G proteins. Since a cycle of GTP binding, hydrolysis, and release is required for the initiation of protein translocation across the endoplasmic reticulum, this non-hydrolyzable GTP analog is often used in studies of protein synthesis.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Crystallization of the Mycobacterium tuberculosis cell-division protein FtsZ
Leung AKW, et al.
Acta Crystallographica Section D, Biological Crystallography, 56(12), 1634-1637 (2000)
Supplemental Information rRNA Pseudouridylation Defects Affect Ribosomal Ligand Binding and Translational Fidelity from Yeast to Human Cells
Jack K, et al.
Molecular Cell (2000)
Cholera toxin-catalyzed [32P]ADP-ribosylation of proteins.
D M Gill et al.
Methods in enzymology, 195, 267-280 (1991-01-01)
H Gurdal et al.
The journals of gerontology. Series A, Biological sciences and medical sciences, 53(4), B268-B273 (2008-03-05)
We have previously shown that the adrenoceptor agonist norepinephrine (NE) is more potent in eliciting contraction in aortas from 1-month-old Fischer 344 rats than it is in older animals. In the present study, we examined alpha1-adrenoceptor-guanine nucleotide regulatory binding protein
T Connolly et al.
Science (New York, N.Y.), 252(5009), 1171-1173 (1991-05-24)
The signal recognition particle (SRP) directs signal sequence specific targeting of ribosomes to the rough endoplasmic reticulum. Displacement of the SRP from the signal sequence of a nascent polypeptide is a guanosine triphosphate (GTP)-dependent reaction mediated by the membrane-bound SRP

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