Uridine-5'-triphosphoric acid trisodium salt Chemical Properties

Melting point:

140 °C

Flash point:

113 °C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

H2O: soluble25 mg of UTP in 0.5 ml of solvent, clear, colorless

form 

Powder

color 

White

biological source

yeast

Water Solubility 

75 g/100 mL (20 ºC)

BRN 

3585234

InChI

InChI=1/C9H15N2O15P3.Na.H/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18);;/t4-,6-,7-,8-;;/s3

InChIKey

IKVGSWYKOMJBSB-RFFBCSJBNA-N

SMILES

O[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]1N1C=CC(=O)NC1=O)O.[NaH] |&1:1,2,3,19,r|

CAS DataBase Reference

19817-92-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-68/20/21/22-68-36/37/38

Safety Statements 

22-26-36-36/37-24/25

WGK Germany 

1

RTECS 

YU8083000

HS Code 

29349990

Uridine-5'-triphosphoric acid trisodium salt Usage And Synthesis

Description

Uridine-5'-triphosphoric acid trisodium salt, also known as UTP, is a polyphosphate analogue of uridine that is used in the synthesis of agonists at the G-protein-coupled P2Y receptors.

Chemical Properties

White crystalline powder

Uses

P2Y receptor agonist.

Uses

Uridine-5'-triphosphoric acid trisodium salt is a polyphosphate analogue of the nucleoside uridine used in the preparation of potent and selective agonists at the G-protein-coupled P2Y receptors.

Application

Uridine-5'-triphosphoric acid trisodium salt solution can be used to increase intracellular Ca2+ levels in rat primary tracheal epithelial cells. It is also used as a nucleotide substrate to analyze the activity of MutT homolog 1 (MTH1).

General Description

Uridine 5’-triphosphate trisodium salt (UTP-Na3) is not only an essential substance for intracellular RNA synthesis and energy metabolism, but also an important extracellular signaling molecule that finely regulates a variety of key physiological functions such as inflammation, tissue repair and secretion by activating P2Y receptors.

Biochem/physiol Actions

Uridine-5′-Triphosphate?(UTP) is a cytosolic nucleotide component of nucleic acids. It serves as a signaling molecule in the extracellular space. Uridine-5′-Triphosphate?(UTP) is involved in various pathophysiological responses in the nervous system.?UTP also plays a major role in the regeneration process.

in vitro

Uridine triphosphate (UTP) (0, 10, 100, 250, 500, and 1000 μM; 2, 4, 6, 8, 10, and 12 h) trisodium salt enhances RT4-D6P2T cells migration and wound repair. Uridine triphosphate trisodium salt induces Schwannoma cell migration through the activation of P2Y2 receptors and the increase of extracellular MMP-2 activation and expression. Uridine triphosphate (UTP) trisodium salt (Uridine-5'-triphosphoric acid trisodium salt) evokes MAPK phosphorylation in a biphasic pattern MAPK phosphorylation, with an early transient phosphorylation 5 min after treatment and a late and sustained phosphorylation that appeared at 6 h and lasted up to 24 h.

Structure and conformation

Uridine-5'-triphosphoric acid trisodium salt is composed of uridine (a nucleoside) combined with three phosphate groups and exists in the form of trisodium salt. This structure makes it well soluble in aqueous solution, and the negatively charged phosphate groups can participate in a variety of important energy transfer processes in biochemical reactions.

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