34218-84-3

Basic information

• Product Name: 2'-(O-METHYL)-5-IODOURIDINE
• Synonyms: 5-IODO-2'-O-METHYLURIDINE;2'-(O-METHYL)-5-IODOURIDINE;2'-OMe-5-I-U;2'-OMe-5-I-Uridine;Uridine, 5-iodo-2'-O-Methyl-;5-Iodo-2'-OMe-2'-dU;5-I-2'-OMe-U;Uridine,5-iodo-2'-O-methyl- (8CI,9CI)
• CAS NO: 34218-84-3
• Molecular Formula: C₁₀H₁₃IN₂O₆
• Molecular Weight: 384.12
• EINECS: 2017-001-1
• Mol File: 34218-84-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 2.04±0.1 g/cm3(Predicted)
• PKA: 7.94±0.10(Predicted)
• CAS DataBase Reference: 2'-(O-METHYL)-5-IODOURIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-(O-METHYL)-5-IODOURIDINE(34218-84-3)
• EPA Substance Registry System: 2'-(O-METHYL)-5-IODOURIDINE(34218-84-3)

Safety Data

• Hazardous Substances Data: 34218-84-3(Hazardous Substances Data)

Usage

Uses

5-Iodo-2’-O-methyluridine is a nucleoside analog (NSA) which acts as a chemotherapeutic agent for the induction of neuronal differentiation.

Upstream product

• 2140-76-3 2'-O-methyluridine 

Downstream Products

• 220090-10-8 Acetic acid 2-acetoxy-1-(1-{(2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-ethyl ester 

Relevant articles and documents

A semi-rigid isoindoline-derived nitroxide spin label for RNA

A new isoindoline-derived benzimidazole nitroxide spin label, ImUm, was synthesized and incorporated into RNA oligoribonucleotides. ImUm is the first example of a conformationally unambiguous spin label for RNA, in which the nitroxide N-O bond lies on the same axis as the single bond used to attach the rigid isoindoline-based spin label to a uridine base. This results in minimal displacement of the nitroxide upon rotation of this single bond, which is a useful property for a label to be used for distance measurements. Continuous-wave (CW) EPR measurements of RNA duplexes containing ImUm indicate a restricted rotation around this single bond, presumably due to an intramolecular hydrogen bond between the benzimidazole N-H and O4 of the uracil. Orientation-selective pulsed electron-electron double resonance (PELDOR, also called double electron-electron resonance, or DEER) distance measurements between two spin labels in two RNA duplexes showed in one case a strong orientation dependence, further confirming the restricted motion of the spin labels in RNA duplexes.

Oligonucleotides bearing 5-formyl-2 '-O-methyluridine: Preference in binding affinity to the NF-κB (p50)2 homo- and p50/p65 heterodimers

5-Formyl-2'-O-methyluridine was incorporated into the various positions of oligonucleotide 26-mers containing the NF-κB binding sequence. Some of them showed binding selectivity toward the homo- and heterodimers of subunits of NF-κB.