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U6875 Sigma-Aldrich

Uridine 5′-triphosphate tris salt

Type VI, ≥90%

Synonym: UTP

  • CAS Number 108321-53-5

  • Empirical Formula (Hill Notation) C9H15N2O15P3

  • Molecular Weight 484.14

  •  MDL number MFCD00058360

  •  PubChem Substance ID 329827645

  •  NACRES NA.77

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Properties

Related Categories Adenosines/P2 Nucleotide Receptor - Agonists, Adenosines/P2 Nucleotide Receptors (Purinergics), Agonists, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
Quality Level   200
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. UTP has also been used as a phosphate donor for in vitro kinase assays using deoxycytidine kinase (DCK) or whole cell lysates.

Uridine 5′-triphosphate tris salt has been used:
•  to investigate its activation potential on the purinergic P2Y2 Receptor in THP1 monocytes
• as a component of non-radioactive nucleoside triphosphate solution used in in vitro RNA polymerase assay
•  as a P2Y2 agonist in human embryonic kidney cells (HEK293T) in dynamic mass redistribution (DMR) assays

Packaging

100, 500 mg in poly bottle

Biochem/physiol Actions

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

P2Y receptor agonist.

Preparation Note

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

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

TLC Analysis of Uridine and Phosphate Analogs on HPTLC NH2 F254s

From our library of Articles, Sigma-Aldrich presents TLC Analysis of Uridine and Phosphate Analogs on HPTLC NH2 F254s
Keywords: Thin layer chromatography

TLC Analysis of Uridine and Phosphate Analogs on HPTLC pre-coated plate PEl-Cellulose F

From our library of Articles, Sigma-Aldrich presents TLC Analysis of Uridine and Phosphate Analogs on HPTLC pre-coated plate PEl-Cellulose F
Keywords: Thin layer chromatography

Peer-Reviewed Papers
15

References

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