5-Iodo-2′-deoxyuridine triphosphate – CAS 3731-55-3
5-Iodo-2′-deoxyuridine triphosphate – CAS 3731-55-3 is synthesised by Sigut Labs (Prague, Czech Republic).
Purity (LC-MS)
95%+
Package contents
5-Iodo-2′-deoxyuridine triphosphate Et3NH+ salt
This compound is for research use only. We do not sell to patients.
Amount
1 mg | € 400 | Stock | ||
5 mg | € 1200 | Stock | ||
Do you want custom amount? | Custom amount |
Amount
1 mg
€ 400
Stock
5 mg
€ 1200
Stock
Do you want custom amount?
Custom amount
Characterisation
CAS: 3731-55-3; 478843-67-3 (Et3NH+); 73431-55-7 (Na+)
IUPAC name: [hydroxy-[[(2R,3S,5R)-3-hydroxy-5-(5-iodo-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy]phosphoryl] phosphono hydrogen phosphate
Other names: dIUTP; 5-Iodo-2′-deoxyuridine triphosphate
Molecular weight: 594.04 g/mol
Molecular formula: C9H14IN2O14P3
InChI: InChI=1S/C9H14IN2O14P3/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h2,5-7,13H,1,3H2,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t5-,6+,7+/m0/s1
Description
5-Iodo-2′-deoxyuridine triphosphate is a metabolite of 5-Iodo-2′-deoxyuridine that prevents in vitro DNA viral replication. This is observed in herpesviruses and poxviruses It might possess teratogenic, tumor-promoting, mutagenic, and immunosuppressive properties. 5-Iodo-2′-deoxyuridine, used in topical applications, is effective against epithelial infections.
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References
- Benson III, A. B., Trump, D. L., Cummings, K. B., & Fischer, P. H. (1985). Modulation of 5-iodo-2′-deoxyuridine metabolism and cytotoxicity in human bladder cancer cells by fluoropyrimidines. Biochemical pharmacology, 34(21), 3925-3931.
- Fischer, P. H., Chen, M. S., & Prusoff, W. H. (1980). The incorporation of 5-iodo-5′-amino-2′, 5′-dideoxyuridine and 5-iodo-2′-deoxyuridine into herpes simplex virus DNA. Relationship between antiviral activity and effects on DNA structure. Biochimica et Biophysica Acta (BBA)-Nucleic Acids and Protein Synthesis, 606(2), 236-245.
- Prusoff, W. H., & Chang, P. K. (1968). 5-Iodo-2 ‘-deoxyuridine 5 ‘-Triphosphate, an Allosteric Inhibitor of Deoxycytidylate Deaminase. Journal of Biological Chemistry, 243(2), 223-230.
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