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Merck

G0635

Sigma-Aldrich

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

≥85% (HPLC), powder

Sinónimos:

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

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5 MG
$141.000
25 MG
$492.000
100 MG
$1.580.000

$141.000


Fecha estimada de envío17 de abril de 2025



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5 MG
$141.000
25 MG
$492.000
100 MG
$1.580.000

About This Item

Fórmula empírica (notación de Hill):
C10H14N6Na3O13P3 · xH2O
Número de CAS:
Peso molecular:
588.14 (anhydrous basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

$141.000


Fecha estimada de envío17 de abril de 2025


biological source

synthetic (organic)

Quality Level

assay

≥85% (HPLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

shipped in

dry ice

storage temp.

−70°C

SMILES string

[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

InChI key

QGJNRMUNXAROIT-CYCLDIHTSA-K

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General description

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,[1] for the crystallization of Mycobacterium tuberculosis FtsZ,[2] as a translation initiation inhibitor for the analysis of the 48S pre-initiation complex.[3]
Non-hydrolyzable analog of GTP; the preferred GTP analog to activate ADP-ribosylation factor.

Biochem/physiol Actions

Guanosine 5′-[ß,γ-imido]triphosphate binds and irreversibly activates G proteins.[4] 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.[5][6]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J D Miller et al.
Ciba Foundation symposium, 176, 147-159 (1993-01-01)
In higher eukaryotes proteins bearing a signal sequence are translocated across the membrane of the endoplasmic reticulum (ER). The initial events of protein translocation are the binding of the signal sequence by the 54 kDa subunit (SRP54) of the signal
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
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
Anthony Bochler et al.
Cell reports, 33(12), 108534-108534 (2020-12-29)
Canonical mRNA translation in eukaryotes begins with the formation of the 43S pre-initiation complex (PIC). Its assembly requires binding of initiator Met-tRNAiMet and several eukaryotic initiation factors (eIFs) to the small ribosomal subunit (40S). Compared to their mammalian hosts, trypanosomatids
Supplemental Information rRNA Pseudouridylation Defects Affect Ribosomal Ligand Binding and Translational Fidelity from Yeast to Human Cells
Jack K, et al.
Molecular Cell (2000)

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