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Merck
CN

G0635

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

≥85% (HPLC), synthetic (organic), powder

Synonym(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

Empirical Formula (Hill Notation):
C10H14N6Na3O13P3 · xH2O
CAS Number:
Molecular Weight:
588.14 (anhydrous basis)
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Assay:
≥85% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
H2O: 50 mg/mL
Storage temp.:
−70°C
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Product Name

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

biological source

synthetic (organic)

Quality Segment

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

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, 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.

Biochem/physiol Actions

Guanosine 5′-[β,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.


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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Global Trade Item Number

SKUGTIN
G0635-5MG04061833007181
G0635-100MG04061833624067
G0635-25MG04061833624074