A brominated uridine analog
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5-Bromouridine

Item No. 30457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-bromo-uridine
CAS Number
957-75-5
Synonyms
  • (–)-5-Bromouridine
  • BrU
  • BrUrd
  • NSC 38296
Molecular Formula
C9H11BrN2O6
Formula Weight
323.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMSO: 15mg/mLPBS (pH 7.2): 5mg/mL
λmax
211, 280 nm
SMILES
O=C1N([C@]2([H])O[C@H](CO)[C@@H](O)[C@H]2O)C=C(Br)C(N1)=O
InChi Code
InChI=1S/C9H11BrN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
InChi Key
AGFIRQJZCNVMCW-UAKXSSHOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $49

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    Product Description

    5-Bromouridine is a brominated analog of the nucleoside uridine (Item No. 20300).1 It can be incorporated into RNA and subsequently detected by antibodies against bromodeoxyuridine (Item No. 15580).2 5-Bromouridine decreases the viability of HL-60 and MOLT-4 cells (LC50s = 10 and 20 μM, respectively). It induces apoptosis and halts the cell cycle at the S phase in HL-60 cells. It is photoreactive, and UV irradiation has been used to cross-link RNA containing 5-bromouridine to proteins in the study of of RNA-protein interactions.1,3 5-Bromouridine can also be incorporated into RNA using 5-bromouridine 5’-triphosphate (Item No. 18140).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tanner, N.K., Hanna, M.M., and Abelson, J. Binding interactions between yeast tRNA ligase and a precursor transfer ribonucleic acid containing two photoreactive uridine analogues. Biochemistry 27(24), 8852-8861 (1988).

    2. Li, X., Patel, R., Melamed, M.R., et al. The cell cycle effects and induction of apoptosis by 5-bromouridine in cultures of human leukaemic MOLT-4 and HL-60 cell lines and mitogen-stimulated normal lymphocytes. Cell Prolif. 27(6), 307-319 (1994).

    3. Gott, J.M., Willis, M.C., Koch, T.H., et al. A specific, UV-induced RNA-protein cross-link using 5-bromouridine-substituted RNA. Biochemistry 30(25), 6290-6295 (1991).