U6875

Uridine 5′-triphosphate tris salt

Type VI, ≥90%

• Synonym(s): UTP
• Empirical Formula (Hill Notation): C₉H₁₅N₂O₁₅P₃
• CAS Number: 108321-53-5
• Molecular Weight: 484.14
• MDL number: MFCD00058360
• UNSPSC Code: 12352200
• PubChem Substance ID: 329827645
• NACRES: NA.77

Properties

• type: Type VI
• assay: ≥90%
• solubility: H₂O: soluble 50 mg/mL, clear, colorless
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: NC(CO)(CO)CO.O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N2C=CC(=O)NC2=O
• InChI: 1S/C9H15N2O15P3.C4H11NO3/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;5-4(1-6,2-7)3-8/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18);6-8H,1-3,5H2/t4-,6-,7-,8-;/m1./s1
• InChI key: NHMNWWVJZZPKSL-IAIGYFSYSA-N

Description

Application

UTP has been used to study intracellular Ca²⁺ concentration in alveolar type II (AT2) cells[1]. UTP has also been used as a phosphate donor for in vitro kinase assays using deoxycytidine kinase (DCK) or whole cell lysates[2].

Uridine 5′-triphosphate tris salt has been used:

• to investigate its activation potential on the purinergic P2Y2 Receptor in THP1 monocytes[3]
• as a component of non-radioactive nucleoside triphosphate solution used in in vitro RNA polymerase assay[4]
• as a P2Y2 agonist in human embryonic kidney cells (HEK293T) in dynamic mass redistribution (DMR) assays[5]

Biochem/physiol Actions

P2Y receptor agonist.

Uridine 5′-triphosphate (UTP) is synthesized from uridine 5′-diphosphate (UDP) in the presence of the enzyme nucleoside diphosphate kinase (NDPK).[6] Plant cells have high uridine as UTP. UTP on amination results in the generation of CTP and is catalysed by enzyme CTP synthetase.[6] UTP acts on the purinergic (P2Y2) receptor and mediates smooth muscle cells (SMCs) mitogenic activation. It also modulates osteopontin expression in SMCs.[7] UTP is a sputum inducer and a promising candidate for assessing the inflammation in respiratory airway.[8]

Preparation Note

Uridine 5′-triphosphate (UTP) tris salt is soluble in water at 50 mg/ml and yields a clear, colorless solution.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges