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G8877

Guanosine 5′-triphosphate sodium salt hydrate

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

≥95% (HPLC), 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)

Beilstein:

3585677

EC Number:

252-847-2

MDL number:

MFCD00077781

UNSPSC Code:

41106305

PubChem Substance ID:

24895354

NACRES:

NA.77

Quality Level

200

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)

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Related Categories

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.

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.

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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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)

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)

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

Phosphorylation and nucleotide-dependent dephosphorylation of hepatic polypeptides related to the plasma cell differentiation antigen PC-1.

M Uriarte et al.

The Biochemical journal, 293 ( Pt 1), 93-100 (1993-07-01)

A glycoprotein fraction was isolated from rat liver membranes by affinity chromatography on immobilized wheat-germ lectin. Incubation of this fraction with MgATP or MgGTP resulted in a sequential phosphorylation and dephosphorylation of a complex of three polypeptides (118, 128 and

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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