5-iodo-2'-deoxyuridine-5'-monophosphate

5-Iodo‑2'‑deoxyuridine‑5'‑monophosphate (IdUMP) is a halogenated nucleoside monophosphate analog of deoxyuridine. It is the phosphorylated form of idoxuridine (IDU), an antiviral pyrimidine analog. As a nucleotide analog structurally similar to thymidine monophosphate (dTMP), it can be incorporated into DNA in place of thymidine during DNA synthesis. This incorporation disrupts normal DNA replication and function due to the presence of the iodine atom at position 5 on the uracil ring. **Mechanism of Action:** IdUMP acts primarily by mimicking natural nucleotides and being incorporated into viral or cellular DNA during replication. The presence of iodine at position 5 interferes with base pairing and inhibits enzymes involved in nucleotide metabolism and DNA polymerization—ultimately inhibiting viral replication or cell proliferation[1][4][6]. While idoxuridine itself is used clinically as an antiviral agent for herpes simplex keratitis[4], its monophosphate form (IdUMP) is mainly used experimentally in molecular biology research. **Primary Indications/Use:** There are no approved clinical indications for IdUMP; it is considered experimental and primarily utilized as a biochemical tool in studies involving DNA synthesis inhibition and antiviral mechanisms[1][6].

Other names

(((2R,3S,5R)-3-hydroxy-5-(5-iodo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl)methoxy)phosphonic acid{[(2R,3S,5R)-3-hydroxy-5-(5-iodo-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1yl)oxolan–2–yl]methoxy}phosphonic acid1763–02–65′–Uridylic acid, 2′–deoxy–5–iodo–