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G0635

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

Name: Guanosine 5&#8242;-[&#946;,&#947;-imido]triphosphate trisodium salt hydrate
Brand: SIGMA

≥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:

148892-91-5

Molecular Weight:

588.14 (anhydrous basis)

UNSPSC Code:

41106305

PubChem Substance ID:

24895020

NACRES:

NA.51

MDL number:

MFCD00084770

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 Level

200

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

Related Categories

Biochemicals

Nucleosides and Nucleotides

Phosphates

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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Structural switch of the gamma subunit in an archaeal aIF2 alpha gamma heterodimer.

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

Requirement of GTP hydrolysis for dissociation of the signal recognition particle from its receptor.

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

G proteins.

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

Characterization of active and inactive states of CB1 receptor and the differential binding state modulation by cannabinoid agonists, antagonists and inverse agonists.

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

A GTPase cycle in initiation of protein translocation across the endoplasmic reticulum membrane.

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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Global Trade Item Number

SKU	GTIN
G0635-5MG	04061833007181
G0635-25MG	04061833624074
G0635-100MG	04061833624067

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