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Merck
CN

G8877

Guanosine 5′-triphosphate sodium salt hydrate

≥95% (HPLC), RNA synthesis substrate, powder

Synonym(s):

GTP

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About This Item

Empirical Formula (Hill Notation):
C10H16N5O14P3 · xNa+
CAS Number:
Molecular Weight:
523.18 (free acid basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
252-847-2
MDL number:
Beilstein/REAXYS Number:
3585677
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
Technical Service
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Product Name

Guanosine 5′-triphosphate sodium salt hydrate, ≥95% (HPLC), powder

Quality Level

assay

≥95% (HPLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].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/C10H16N5O14P3.3Na/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;;;/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1

InChI key

KZRMTEVIDYXWQW-CYCLDIHTSA-K

Gene Information

human ... HRAS(3265)

Application

Guanosine 5′-triphosphate sodium salt hydrate has been used:
  • in the preparation of horseradish peroxidase (HRP)-modified platination reagents
  • in whole cell, voltage-clamp recordings
  • in in vitro inhibition of transglutaminase (tTG)

Biochem/physiol Actions

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.
Guanosine-5′-triphosphate is a purine nucleotide that acts as a substrate for the synthesis of RNA during the transcription. GTP is a carrier of phosphates and pyrophosphates involved in channeling chemical energy into specific biosynthetic pathways. Activates the signal transducing G proteins involved in proliferation, differentiation, and activation of several intracellular kinase cascades.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Preparation Note

Prepared by enzymatic phosphorylation of 5′-GMP.


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)



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Protocols

HPLC Analysis of GMP, GDP and GTP on SeQuant ZIC-HILIC

HILIC separation is an alternative that permits sensitive MS detection and without the use of ion-pair reagents.

ZIC®-cHILIC is a densely bonded zwitterionic stationary phase with phosphorylcholine functional groups covalently attached to silica.

Articles

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.