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G0635

Sigma-Aldrich

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

≥85% (HPLC), powder

Synonym(s):
GMP-PNP, β:γ-Imidoguanosine 5′-triphosphate trisodium salt hydrate, 5′-Guanylyl-imidodiphosphate trisodium salt hydrate, Gpp(NH)p
Empirical Formula (Hill Notation):
C10H14N6Na3O13P3 · xH2O
CAS Number:
Molecular Weight:
588.14 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.51

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, 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.

Packaging

5 mg in glass bottle
25, 100 mg in poly bottle

Biochem/physiol Actions

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Product Information Sheet

More Documents

Quotes and Ordering

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
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
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

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