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2′-Deoxy-5-hydroxyuridine (CAS 5168-36-5)

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Alternate Names:
5-hydroxy-2′-deoxyuridine
CAS Number:
5168-36-5
Molecular Weight:
244.20
Molecular Formula:
C9H12N2O6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2′-Deoxy-5-hydroxyuridine (5-OH-dUrd) is a synthetic nucleoside analogue derived from the natural deoxynucleoside, 2′-deoxyuridine. Over the years, 2′-Deoxy-5-hydroxyuridine has served as a valuable substrate for DNA and RNA synthesis, facilitating the study of enzyme-catalyzed reactions, gene expression, and epigenetic modifications. Moreover, it has emerged as a powerful tool for unraveling the structure and functionality of enzymes and other proteins. In scientific research, 2′-Deoxy-5-hydroxyuridine finds extensive utility. It serves as a substrate for DNA and RNA synthesis, enabling investigations into enzyme-catalyzed reactions, gene expression, and epigenetic modifications. Additionally, it facilitates the exploration of enzyme and protein structure-function relationships. Moreover, it aids in deciphering the mechanism of action of various drugs and sheds light on the role of DNA methylation in gene expression. 2′-Deoxy-5-hydroxyuridine, being a nucleoside analogue, exhibits a modified chemical structure compared to its natural counterpart, 2′-deoxyuridine. This structural alteration allows 2′-Deoxy-5-hydroxyuridine to interact with proteins and enzymes in a distinct manner from 2′-deoxyuridine. For instance, it can bind to DNA polymerase, an enzyme responsible for DNA replication, thereby impeding its activity. This inhibition of DNA polymerase can lead to notable changes in gene expression.


2′-Deoxy-5-hydroxyuridine (CAS 5168-36-5) References

  1. Reperfusion-triggered stress protein response in the myocardium is blocked by post-conditioning. Systems biology pathway analysis highlights the key role of the canonical aryl-hydrocarbon receptor pathway.  |  Vilahur, G., et al. 2013. Eur Heart J. 34: 2082-93. PMID: 22851653
  2. Synthesis and antiviral activity of various 3'-azido analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1, HTLV-III/LAV).  |  Lin, TS., et al. 1988. J Med Chem. 31: 336-40. PMID: 3339606
  3. Probing telomereric-like G4 structures with full or partial 2'-deoxy-5-hydroxyuridine substitutions.  |  Szeltner, Z., et al. 2023. Biochimie.. PMID: 36707016
  4. Nucleosides. LXI. Transformations of pyrimidine nucleosides in alkaline media. IV. The conversion of 5-hydroxyuridines into imidazoline nucleosides.  |  Otter, BA., et al. 1969. J Org Chem. 34: 2636-42. PMID: 5803812
  5. Synthesis and antiherpesviral activity of 5-C-substituted uracil nucleosides.  |  Sakata, S., et al. 1980. Nucleic Acids Symp Ser. s39-42. PMID: 6265881
  6. Major oxidative products of cytosine, 5-hydroxycytosine and 5-hydroxyuracil, exhibit sequence context-dependent mispairing in vitro.  |  Purmal, AA., et al. 1994. Nucleic Acids Res. 22: 72-8. PMID: 8127657

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2′-Deoxy-5-hydroxyuridine, 25 mg

sc-283473
25 mg
$475.00

2′-Deoxy-5-hydroxyuridine, 50 mg

sc-283473A
50 mg
$840.00

2′-Deoxy-5-hydroxyuridine, 500 mg

sc-283473B
500 mg
$1976.00

2′-Deoxy-5-hydroxyuridine, 1 g

sc-283473C
1 g
$2900.00