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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

Laure Yatime et al.
Structure (London, England : 1993), 14(1), 119-128 (2006-01-13)
Eukaryotic and archaeal initiation factors 2 (e/aIF2) are heterotrimeric proteins (alphabetagamma) supplying the small subunit of the ribosome with methionylated initiator tRNA. This study reports the crystallographic structure of an aIF2alphagamma heterodimer from Sulfolobus solfataricus bound to Gpp(NH)p-Mg(2+). aIF2gamma is
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
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
Srinivas Gullapalli et al.
Neuropharmacology, 58(8), 1215-1219 (2010-03-11)
Cannabinoid 1 (CB1) receptors have the ability to change conformation between active (R*) and inactive (R) receptor states. Herein, we further characterize these receptor states using series of saturation radioligand binding studies and their differential displacement binding by various CB1
J R Hepler et al.
Trends in biochemical sciences, 17(10), 383-387 (1992-10-01)
The family of heterotrimeric guanine nucleotide-binding regulatory proteins (G proteins) serves an essential role in transducing receptor-generated signals across the plasma membrane. Recent findings reveal unexpected functional roles for individual G protein subunits. Thus, GTP-binding alpha-subunits and the beta gamma-subunit

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