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Key Documents

G5884

Sigma-Aldrich

Guanosine 5′-triphosphate lithium salt

~95% (HPLC), powder

Synonym(s):

GTP lithium salt

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About This Item

Empirical Formula (Hill Notation):
C10H16N5O14P3 · xLi+
CAS Number:
Molecular Weight:
523.18 (free acid basis)
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

assay

~95% (HPLC)

form

powder

color

white

solubility

H2O: 100 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

[Li+].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.Li/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;+1/p-1/t3-,5-,6-,9-;/m1./s1

InChI key

WDCLDKGIVWUKSE-GWTDSMLYSA-M

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Application

Guanosine 5′-triphosphate lithium salt has been used:
  • In ribosome activity assay.
  • In tubulin isolation and polymerization.
  • In the determination of cell viability.

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 serves as a substrate for guanosine 5′-triphosphate 3′ diphosphate diphosphatase, a hydrolyzing enzyme and guanosine triphosphate guanyltransferase.

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.
This compound is featured on the P2 Receptors: P2X Ion Channel Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Stability is much better than sodium salt.

Preparation Note

Prepared by enzymatic phosphorylation of 5′-GMP.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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