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U6750

Sigma-Aldrich

Uridine 5′-triphosphate trisodium salt hydrate

Type IV, ≥93.0% (HPLC)

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Synonym(s):
UTP Na3
Empirical Formula (Hill Notation):
C9H12N2Na3O15P3 · xH2O
CAS Number:
19817-92-6
Molecular Weight:
550.09 (anhydrous basis)
Beilstein:
3585234
EC Number:
243-347-5
MDL number:
MFCD00044310
UNSPSC Code:
12352200
PubChem Substance ID:
24900658
NACRES:
NA.77

type

Type IV

Quality Level

200

Assay

≥93.0% (HPLC)

solubility

H2O: soluble 25 mg of UTP in 0.5 ml of solvent, clear, colorless

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].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/C9H15N2O15P3.3Na/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);;;/q;3*+1/p-3/t4-,6-,7-,8-;;;/m1.../s1

InChI key

MMJGIWFJVDOPJF-LLWADOMFSA-K

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Application

UTP has been used as a P2 receptor activator to study its effects on proton efflux in MC3T3-E1 and UMR-106 cells. UTP has also been studied in combination with amiloride hydrochloride in nebulizer solutions for treating cystic fibrosis.
Uridine 5′-triphosphate has been used in a study to show that fluoxetine (FLX), mediates its anti-depressive effect by increasing the gliotransmission of adenosine 5′-triphosphate (ATP).

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.
P2Y receptor agonist.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

25 mg of Uridine 5′-triphosphate trisodium salt (UTP Na3) hydrate is soluble in 0.5 ml of water and yields a clear, colorless solution.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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Anti-Depressant Fluoxetine Reveals its Therapeutic Effect Via Astrocytes
Kinoshita M, et al.
EBioMedicine, 372(2), 255-265 (2018)
Uridine-5?-Triphosphate Partially Blocks Differentiation Signals and Favors a more Repair State in Cultured rat Schwann Cells
Palomo-Guerrero M, et al.
Neuroscience, 372(2), 255-265 (2018)
Ronald J Pettis et al.
Journal of pharmaceutical sciences, 93(9), 2399-2406 (2004-08-06)
Combination therapy using nebulized amiloride hydrochloride and uridine-5'-triphosphate (UTP) trisodium salt aerosols has been investigated for the treatment of cystic fibrosis (CF). Amiloride in aqueous solution precipitates in the presence of UTP, reducing drug concentrations. Interactions between these drugs and
Intralesional uridine-5?-triphosphate (UTP) treatment induced resistance to Leishmania amazonensis infection by boosting Th 1 immune responses and reactive oxygen species production
Marques-da-Silva C, et al.
Purinergic Signaling, 14(2), 201-211 (2018)
Jiqin Wu et al.
Cell reports, 37(4), 109882-109882 (2021-10-16)
Remdesivir (RDV), a nucleotide analog with broad-spectrum features, has exhibited effectiveness in COVID-19 treatment. However, the precise working mechanism of RDV when targeting the viral RNA-dependent RNA polymerase (RdRP) has not been fully elucidated. Here, we solve a 3.0-Å structure
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