G8877

Guanosine 5′-triphosphate sodium salt hydrate

Name: Guanosine 5′-triphosphate sodium salt hydrate
Brand: SIGMA

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

Synonym(s):

GTP

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₆N₅O₁₄P₃ · xNa⁺

CAS Number:

36051-31-7

Molecular Weight:

523.18 (free acid basis)

NACRES:

NA.77

PubChem Substance ID:

24895354

UNSPSC Code:

41106305

EC Number:

252-847-2

MDL number:

MFCD00077781

Beilstein/REAXYS Number:

3585677

Product Name

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

InChI key

KZRMTEVIDYXWQW-CYCLDIHTSA-K

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

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

assay

≥95% (HPLC)

form

powder

color

white

solubility

H₂O: 50 mg/mL

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Gene Information

human ... HRAS(3265)

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Related Categories

Bioactive Small Molecules

Chemistry & Biochemicals

Phosphates

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)

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T cells from celiac disease lesions recognize gliadin epitopes deamidated in situ by endogenous tissue transglutaminase

Molberg O, et al.

European Journal of Immunology, 31(5), 1317-1323 (2001)

Enzymatic synthesis of c-di-GMP using a thermophilic diguanylate cyclase.

Feng Rao et al.

Analytical biochemistry, 389(2), 138-142 (2009-03-31)

The cyclic dinucleotide c-di-GMP is a widespread bacterial messenger molecule with potential application as a therapeutic agent for treating bacterial infection. Current enzymatic synthesis of c-di-GMP using mesophilic diguanylate cyclase (DGC) proteins suffers from low production yield due to protein

Flufenamic acid affects multiple currents and causes intracellular Ca2+ release in Aplysia bag cell neurons

Gardam K E, et al.

Journal of Neurophysiology, 100(1), 38-49 (2008)

Use of horseradish peroxidase- and fluorescein-modified cisplatin derivatives for simultaneous labeling of nucleic acids and proteins.

Rob P M van Gijlswijk et al.

Clinical chemistry, 48(8), 1352-1359 (2002-07-27)

Microarray platforms will change immunochemical and nucleic acid-based analysis of cell homogenates and body fluids compared with classic analyses. Microarrays use labeled target and immobilized probes, rather than fixed targets and labeled probes. We describe a method for simultaneous labeling

Yeast Kar3 is a minus-end microtubule motor protein that destabilizes microtubules preferentially at the minus ends.

S A Endow et al.

The EMBO journal, 13(11), 2708-2713 (1994-06-01)

Mutants of the yeast Kar3 protein are defective in nuclear fusion, or karyogamy, during mating and show slow mitotic growth, indicating a requirement for the protein both during mating and in mitosis. DNA sequence analysis predicts that Kar3 is a

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