A prodrug of uridine
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Active Metabolite(s)
20300Uridine
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2',3',5'-Triacetyluridine

Item No. 27445

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2',3',5'-triacetate uridine
CAS Number
4105-38-8
Synonyms
  • PN401
  • RG2133
  • 2',3',5'-Tri-O-acetyluridine
  • Uridine Triacetate
Molecular Formula
C15H18N2O9
Formula Weight
370.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
257 nm
SMILES
O=C(NC(C=C1)=O)N1[C@H]2[C@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O2
InChi Code
InChI=1S/C15H18N2O9/c1-7(18)23-6-10-12(24-8(2)19)13(25-9(3)20)14(26-10)17-5-4-11(21)16-15(17)22/h4-5,10,12-14H,6H2,1-3H3,(H,16,21,22)/t10-,12-,13-,14-/m1/s1
InChi Key
AUFUWRKPQLGTGF-FMKGYKFTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 g

    $36

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    10 g

    $68

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    25 g

    $153

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    50 g

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    Product Description

    2’,3’,5’-Triacetyluridine is a prodrug of uridine (Item No. 20300).1 It is more lipid soluble than uridine and resistant to degradation by uridine phosphorylase. It is cleaved by plasma esterases in vivo to release uridine. 2’,3’,5’-Triacetyluridine (6% in the diet) decreases neurodegeneration in the piriform cortex and striatum, as well as reduces the amount of huntingtin-positive aggregates and increases BDNF protein levels in the piriform cortex in a transgenic mouse model of Huntington’s disease.2 It also improves rotarod performance and increases survival in transgenic mouse models of Huntington’s disease. 2’,3’,5’-Triacetyluridine reverses toxicity and increases survival in a mouse model of dihydropyrimidine dehydrogenase (DPD) deficiency-induced 5-fluorouracil (5-FU; Item No. 14416) overdose when used at a concentration of 2,000 mg/kg three times per day beginning within 24 hours of 5-FU administration.3 Formulations containing 2’,3’,5’-triacetyluridine have been used in the treatment of hereditary orotic aciduria and of overdose or life-threatening toxicity due to flurouracil or capecitabine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ashour, O.M., Naguib, F.N.M., and el Kouni, M.H. 5-(m-Benzyloxybenzyl)barbituric acid acyclonucleoside, a uridine phosphorylase inhibitor, and 2',3',5'-tri-O-acetyluridine, a prodrug of uridine, as modulators of plasma uridine concentration: Implications for chemotherapy. Biochem. Pharmacol. 51(12), 1601-1611 (1996).

    2. Saydoff, J.A., Garcia, R.A.G., Browne, S.E., et al. Oral uridine pro-drug PN401 is neuroprotective in the R6/2 and N171-82Q mouse models of Huntington’s disease. Neurobiol. Dis. 24(3), 455-465 (2006).

    3. von Borstel, R.W., O'Neil, J.D., Saydoff, J.A., et al. Uridine triacetate for lethal 5-FU toxicity due to dihydropyrimidine dehydrogenase (DPD) deficiency. J. Clin. Oncol. 28(15_supp), e13505-e13505 (2010).