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Key Documents

G8877

Sigma-Aldrich

Guanosine 5′-triphosphate sodium salt hydrate

≥95% (HPLC), 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)
Beilstein/REAXYS Number:
3585677
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

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)

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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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)


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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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)
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)
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
Benjamin Judkewitz et al.
Nature protocols, 4(6), 862-869 (2009-05-16)
In order to link our knowledge of single neurons with theories of network function, it has been a long-standing goal to manipulate the activity and gene expression of identified subsets of mammalian neurons within the intact brain in vivo. This
Christopher Kesten et al.
Nature communications, 10(1), 857-857 (2019-02-23)
Microtubules are filamentous structures necessary for cell division, motility and morphology, with dynamics critically regulated by microtubule-associated proteins (MAPs). Here we outline the molecular mechanism by which the MAP, COMPANION OF CELLULOSE SYNTHASE1 (CC1), controls microtubule bundling and dynamics to

Articles

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

Protocols

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

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

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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