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5-Isopropyl-2′-deoxyuridine (CAS 60136-25-6)

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Alternate Names:
Epervudine
Application:
5-Isopropyl-2′-deoxyuridine is a recently recognized useful antiherpetic (HSV-1) agent
CAS Number:
60136-25-6
Molecular Weight:
270.28
Molecular Formula:
C12H18N2O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Isopropyl-2′-deoxyuridine is a modified nucleoside that features an isopropyl group attached to the uracil base at the 5-position. This structural modification significantly alters the chemical properties of the molecule, making it an excellent tool for studying the specificity and activity of enzymes involved in DNA replication and repair. Its incorporation into oligonucleotides allows researchers to investigate the influence of base modifications on the fidelity of DNA polymerases, exploring how these enzymes recognize and incorporate modified nucleotides during DNA synthesis. This has provided insights into the error-prone or error-correcting nature of various polymerases and helped decipher their active site architecture. Furthermore, 5-Isopropyl-2′-deoxyuridine serves as a substrate to study the binding specificity of DNA glycosylases and other repair proteins. It is useful for elucidating the mechanisms of excision repair pathways, revealing how damaged or modified bases are recognized and removed to maintain genome integrity. Additionally, researchers have used this modified nucleoside to explore DNA-protein interactions by incorporating it into model DNA structures, which aids in understanding the structural basis of protein recognition of modified DNA. Overall, this compound offers a unique perspective into DNA chemistry and helps advance our understanding of how structural variations in nucleosides impact cellular responses and the regulation of genetic material.


5-Isopropyl-2′-deoxyuridine (CAS 60136-25-6) References

  1. Structures of poly(dA-dT, ip5dU) containing various small amounts of the antiherpetic 5-isopropyl-2'-deoxyuridine.  |  Sági, J., et al. 1992. Biochem Biophys Res Commun. 185: 96-102. PMID: 1318046
  2. 5-(Dimethoxymethyl)-2'-deoxyuridine: a novel gem diether nucleoside with anti-orthopoxvirus activity.  |  Fan, X., et al. 2006. J Med Chem. 49: 3377-82. PMID: 16722657
  3. Unexpected photoproduct generated via the acetone-sensitized photolysis of 5-bromo-2'-deoxyuridine in a water/isopropanol solution: experimental and computational studies.  |  Polska, K., et al. 2010. J Phys Chem B. 114: 16902-7. PMID: 21117683
  4. Modified polynucleotides. VII. Impaired integrity of a synthetic DNA containing the antiherpetic agent 5-isopropyl-2'-deoxyuridine.  |  Sági, J., et al. 1986. Nucleic Acids Res. 14: 3449-62. PMID: 3703679
  5. Enzymatic cleavage of 5-substituted-2'-deoxyuridines by pyrimidine nucleoside phosphorylases.  |  Veres, Z., et al. 1986. Biochem Pharmacol. 35: 1057-9. PMID: 3954796
  6. [Antiviral activity of anomeric 5-substituted 2'-deoxyuridines].  |  Bektemirov, TA., et al. 1979. Vopr Virusol. 603-6. PMID: 524857
  7. [Incorporation of the antiherpetic 5-isopropyl-2'-deoxyuridine into a synthetic DNA and the consequence of incorporation on structure and functions of the DNA].  |  Sági, J., et al. 1993. Acta Pharm Hung. 63: 204-14. PMID: 8379336
  8. [Pharmacokinetic studies of 14C-labeled epervudine in rats].  |  Dereszlay, I. and Vereczkey, L. 1993. Acta Pharm Hung. 63: 222-6. PMID: 8379338
  9. [Pharmacokinetic studies of epervudine in rats using HPLC].  |  Dereszlay, I., et al. 1993. Acta Pharm Hung. 63: 227-36. PMID: 8379339
  10. Synthesis and reactions of 2', 3'-anhydro-1-β-D-ribofuranosyl-uracil derivatives: molecular structures of 3-methyl-2', 3'-anhydrouridine and 3, 5-dimethyl-2', 3': O6, 5'-dianhydrouridine.  |  Màrton-Merész, M., et al. 1983. Tetrahedron. 39.2: 275-284.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Isopropyl-2′-deoxyuridine, 2.5 mg

sc-397248
2.5 mg
$360.00