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5-Iodo-2′-deoxycytidine (CAS 611-53-0)

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Alternate Names:
IDC
Application:
5-Iodo-2′-deoxycytidine is a compound used in the construction of DNA oligomers
CAS Number:
611-53-0
Purity:
≥99%
Molecular Weight:
353.11
Molecular Formula:
C9H12IN3O4
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-Iodo-2′-deoxycytidine is a synthetic nucleoside analog that is used in molecular biology and genetics research. It is structurally similar to the natural nucleoside deoxycytidine but has an iodine atom at the 5-position of the pyrimidine ring. This modification makes 5-Iodo-2′-deoxycytidine a useful tool for studying DNA replication and repair mechanisms. When incorporated into DNA, it can act as a mutagen, inducing errors in the DNA sequence during replication, which allows researchers to investigate the fidelity of DNA polymerases and the cellular mechanisms that recognize and repair DNA damage. Additionally, 5-Iodo-2′-deoxycytidine is utilized in the design of oligonucleotides for antisense applications, where it can specifically bind to RNA or DNA sequences to modulate gene expression.


5-Iodo-2′-deoxycytidine (CAS 611-53-0) References

  1. Synthesis of 5-substituted 2'-deoxycytidine 5'-(alpha-P-borano)triphosphates, their incorporationinto DNA and effects on exonuclease.  |  He, K., et al. 1999. Nucleic Acids Res. 27: 1788-94. PMID: 10101185
  2. Studies on the biochemical pharmacology of 5-iodo-2'-deoxycytidine in vitro and in vivo.  |  CRAMER, JW., et al. 1962. Biochem Pharmacol. 11: 761-8. PMID: 13881995
  3. CURRENT STATUS OF CLINICAL INVESTIGATIONS WITH 6-AZAURIDINE, 5-IODO-2'-DEOXYURIDINE, AND RELATED DERIVATIVES.  |  CALABRESI, P. 1963. Cancer Res. 23: 1260-7. PMID: 14073547
  4. Anti-viral activities of several iodinated pyrimidine deoxyribonucleosides.  |  PERKINS, ES., et al. 1962. Nature. 194: 985-6. PMID: 14485366
  5. The cyclobutane dimers of 2'-deoxyuridine, 2'-deoxycytidine, 5-methyl-2'-deoxycytidine and 5-bromo-2'-deoxyuridine.  |  Shetlar, MD. and Chung, J. 2012. Photochem Photobiol. 88: 1236-47. PMID: 22571327
  6. Dehalogenation of Halogenated Nucleobases and Nucleosides by Organoselenium Compounds.  |  Mondal, S. and Mugesh, G. 2019. Chemistry. 25: 1773-1780. PMID: 30398293
  7. N-Mannich-base prodrugs of 5-iodo-2'-deoxycytidine as topical delivery enhancers.  |  Koch, SA. and Sloan, KB. 1987. Pharm Res. 4: 317-20. PMID: 3508538
  8. Antiviral iodinated pyrimidine deoxyribonucleosides: 5-iodo-2'-deoxyuridine; 5-iodo-2'-deoxycytidine; 5-iodo-5'-amino-2',5'-dideoxyuridine.  |  Prusoff, WH., et al. 1979. Pharmacol Ther. 7: 1-34. PMID: 392550
  9. Percutaneous absorption of 5-iodo-2' deoxycytidine in the hairless rat and in man.  |  Wepierre, J., et al. 1984. Eur J Drug Metab Pharmacokinet. 9: 79-83. PMID: 6714272
  10. Pharmacological disposition and metabolic fate of 2'-fluoro-5-iodo-1-beta-D-arabinofuranosylcytosine in mice and rats.  |  Chou, TC., et al. 1981. Cancer Res. 41: 3336-42. PMID: 7260900
  11. Convenient synthesis of (E)-5-aminoallyl-2′-deoxycytidine and some related derivatives  |  Reddington, M. V., & Cunninghan-Bryant, D. 2011. Tetrahedron Letters. 52(2): 181-183.
  12. Pd–imidate complexes as recyclable catalysts for the synthesis of C5-alkenylated pyrimidine nucleosides via Heck cross-coupling reaction  |  Ardhapure, A. V., Sanghvi, Y. S., Kapdi, A. R., García, J., Sanchez, G., Lozano, P., & Serrano, J. L. 2015. RSC Advances. 5(31): 24558-24563.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Iodo-2′-deoxycytidine, 1 g

sc-221029
1 g
$178.00

5-Iodo-2′-deoxycytidine, 5 g

sc-221029A
5 g
$878.00