A pyrimidine nucleoside and derivative of uridine
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5,6-Dihydrouridine

Item No. 32523

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6-dihydro-uridine
CAS Number
5627-05-4
Synonyms
  • DHU
Molecular Formula
C9H14N2O6
Formula Weight
246.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O[C@H]1[C@@](N2C(NC(CC2)=O)=O)([H])O[C@@H]([C@H]1O)CO
InChi Code
InChI=1S/C9H14N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4,6-8,12,14-15H,1-3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
InChi Key
ZPTBLXKRQACLCR-XVFCMESISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $82

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    500 mg

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    1 g

    $209

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    Cayman Chemical
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    Product Description

    5,6-Dihydrouridine is a pyrimidine nucleoside and derivative of uridine (Item No. 20300). It is present in, and provides conformational flexibility to, tRNA from bacteria, eukaryotes, and some archaea.1,2 5,6-Dihydrouridine inhibits E. coli cytidine deaminase in a cell-free assay (Ki = 3.4 µM).3 Serum levels of 5,6-dihydrouridine are increased in patients with prostate cancer and positively correlated with lethality.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kasprzak, J.M., Czerwoniec, A., and Bujnicki, J.M. Molecular evolution of dihydrouridine synthases. BMC Bioinformatics 13, 153 (2012).

    2. Dalluge, J.J., Hashizume, T., Sopchik, A.E., et al. Conformational flexibility in RNA: The role of dihydrouridine. Nucleic Acids Res. 24(6), 1073-1079 (1996).

    3. Cohen, R.M., and Woldender, R. Cytidine deaminase from Escherichia coli. Purification, properties and inhibition by the potential transition state analog 3,4,5,6-tetrahydrouridine. The Journal of Biological Chemisty 246(24), 7561-7656 (1971).

    4. Huang, J., Mondul, A.M., Weinstein, S.J., et al. Prospective serum metabolomic profiling of lethal prostate cancer. Int. J. Cancer 145(12), 3231-3243 (2019).