A thymidine analog used to identify newly synthesized DNA
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5-Chloro-2'-deoxyuridine

Item No. 18155

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-2'-deoxy-uridine
CAS Number
50-90-8
Synonyms
  • Chlorodeoxyuridine
  • CldU
Molecular Formula
C9H11ClN2O5
Formula Weight
262.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
276 nm
SMILES
ClC1=CN(C(NC1=O)=O)[C@H]2C[C@H](O)[C@@H](CO)O2
InChi Code
InChI=1S/C9H11ClN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
InChi Key
NJCXGFKPQSFZIB-RRKCRQDMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $44

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    50 mg

    $71

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    100 mg

    $106

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    Product Description

    5-Chloro-2'-deoxyuridine (CldU) is a thymidine analog that is readily incorporated, following phosphorylation, into newly synthesized DNA in place of thymidine.1 Like 5-bromo-2’-deoxyuridine (Item No. 15580) and 5-iodo-2’-deoxyuridine, CldU can be detected immunologically in cells and tissues.2,3 CldU can also be added to cells or tissues sequentially with another thymidine analog to label temporally distinct populations.4,5 The insertion of thymidine analogs, including CldU, can significantly alter DNA processing and replication, so these analogs have also been used as mutagens, clastogens, and antiviral compounds.1,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Patra, A., Harp, J., Pallan, P.S., et al. Structure, stability and function of 5-chlorouracil modified A:U and G:U base pairs. Nucleic Acids Res. 41(4), 2689-2697 (2012).

    2. Yuan, C.J., Quiocho, J.M.D., Kim, A., et al. Extended access methamphetamine decreases immature neurons in the hippocampus which results from loss and altered development of neural progenitors without altered dynamics of the S-phase of the cell cycle. Pharmacol. Biochem. Behav. 100(1), 98-108 (2011).

    3. Anda, S., Boye, E., and Grallert, B. Cell-cycle analyses using thymidine analogues in fission yeast. PLoS One 9(2), 1-9 (2014).

    4. Llorens-Martín, M., Tejeda, G.S., and Trejo, J.L. Differential regulation of the variations induced by environmental richness in adult neurogenesis as a function of time: A sueal birthdating analysis. PLoS One 5(8), 1-15 (2010).

    5. Tuttle, A.H., Rankin, M.M., Teta, M., et al. Immunofluorescent detection of two thymidine analogues (CldU and IdU) in primary tissue. J. Vis. Exp. 7(46), 2-5 (2010).

    6. Fox, L.M., Mekras, J.A., Bagwell, C.B., et al. Capacity of deoxycytidine to selectively antagonize cytotoxicity of 5-halogenated analogs of deoxycytidine without loss of antiherpetic activity. Antimicrob. Agents Chemother. 22(3), 431-441 (1982).