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G9002

Sigma-Aldrich

Guanosine 5′-triphosphate tris salt

≥93% (HPLC), powder

Synonym(s):

GTP

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About This Item

Empirical Formula (Hill Notation):
C10H16N5O14P3 · 3 C4H11NO3
CAS Number:
Molecular Weight:
886.59
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

Porcine brain
bacterial (corynebacterium sp)
bovine (casein)
yeast

Assay

≥93% (HPLC)

form

powder

color

white

solubility

H2O: soluble 50 mg/mL, clear to slightly hazy, colorless

shipped in

dry ice

storage temp.

−20°C

SMILES string

NC(CO)(CO)CO.NC(CO)(CO)CO.NC(CO)(CO)CO.NC1=Nc2c(ncn2[C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]3O)C(=O)N1

InChI

1S/C10H16N5O14P3.3C4H11NO3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21;3*5-4(1-6,2-7)3-8/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18);3*6-8H,1-3,5H2/t3-,5-,6-,9-;;;/m1.../s1

InChI key

UXNOYHQEVMMTDK-CYCLDIHTSA-N

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General description

Guanosine 5′-triphosphate (GTP) is a molecule rich in energy.

Application

GTP from Sigma was used
  • in a study to induce dissociation of the endogenous neuropeptide galanin from its binding sites prior to incubation with radiolabeled ligand
  • as a substrate along with FtsZ in a colorimetric assay to detect GTPase activity to test polymerization of FtsZ, the prokaryotic ortholog of tubulin, in the absence of Na+
  • as a pipette solution for patch-clamp Ca2+ measurements in a study
  • as an internal standard during the analysis of water-soluble inositol phosphate

Biochem/physiol Actions

The extracellular guanosine 5′-triphosphate (GTP) acts as an enhancer of myogenic cell differentiation. It plays a key role in miRNA-myogenic regulator factor modulation. It also participates in the release of exosome stuffed with guanosine and guanosine-based molecules secretion. GTP is considered as an activated precursor for RNA synthesis. It also plays a major role in the synthesis and localization of protein, signal transduction, visual excitation and hormone action.
The translocation of proteins into the mitochondria matrix involves the interactions of both GTP and ATP. These imported proteins are important in several pathways regulated in mitochondria. GTP is involved in the initiation of peptide synthesis during the binding of formylmethionyl-tRNA (F-met-tRNA) to the ribosome. It is also involved in polypeptide chain elongation. GTP is hydrolyzed by tubulin and its hydrolysis is accompanied by microtubule assembly.
GTP functions as a carrier of phosphates and pyrophosphates involved in channeling chemical energy into specific biosynthetic pathways. GTP activates the signal transducing G proteins which are involved in various cellular processes including proliferation, differentiation, and activation of several intracellular kinase cascades. Proliferation and apoptosis are regulated in part by the hydrolysis of GTP by small GTPases Ras and Rho. Another type of small GTPase, Rab, plays a role in the docking and fusion of vesicles and may also be involved in vesicle formation. In addition to its role in signal transduction, GTP also serves as an energy-rich precursor of mononucleotide units in the enzymatic biosynthesis of DNA and RNA.

Preparation Note

Prepared from Catalog No. G8877.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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GTP (Guanosine Triphosphate)
Encyclopedia of Genetics, 900-901 (2001)
Leo R Quinlan
Methods in molecular biology (Clifton, N.J.), 329, 127-149 (2006-07-19)
The stimulation of inositol phospholipid metabolism via phospholipase C (PLC) is an important signal transduction pathway in a wide variety of cell types. Activation of the pathway is associated with many aspects of cellular activity, including cell growth and differentiation.
Jesús Mendieta et al.
Journal of molecular biology, 390(1), 17-25 (2009-05-19)
Bacterial cell division occurs through the formation of a protein ring (division ring) at the site of division, with FtsZ being its main component in most bacteria. FtsZ is the prokaryotic ortholog of eukaryotic tubulin; it shares GTPase activity properties
B Planas et al.
Neuroendocrinology, 61(6), 646-654 (1995-06-01)
The neuropeptide galanin (GAL) has been implicated in a variety of neuroendocrine functions and has been shown to be regulated by gonadal hormones in several brain regions. We have used slice binding and quantitative autoradiography techniques to determine whether the
Extracellular Guanosine 5'-Triphosphate Induces Human Muscle Satellite Cells to Release Exosomes Stuffed With Guanosine
Pietrangelo T, et al.
Frontiers in Pharmacology, 9 (2018)

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