4-Thiouridine, MP Biomedicals™

Description

Typically used to modify oligos slated for RNA or RNA-protein structural studies. 4-Thiouridine, MP Biomedicals is an anti-metabolite and a photoactivable uridine analogue used as an affinity label. It is a thiol-modified ribonucleoside in which the oxyge

4-Thiouridine is an enzyme inhibitor, generally irreversible, that is similar in structure to a particular substrate for a specific enzyme. 4-Thiouridine is typically used to modify oligos slated for RNA, or RNA-protein, structural studies.

• A 4-thio-rU modified RNA pentamer was used to study the effect of this modification on codon-anticodon interaction when it is in the wobble position of tRNA.
• 4-thio-rU modified RNA oligos have been used as photoaffinity probes in the role of substrate analogs for characterizing the enzyme:substrate complex of tRNA:pseudouridine-5S synthase.
• 4-thio-rU modified oligos have been used as modules for assembling U25 small nucleolar RNAs (U25snoRNA) by ligation. These snoRNAs were used in cross-linking studies to identify which proteins assembled on them in vivo in Xenopus oocytes.
• Because the thiol group is chemically reactive, other moieties can be conjugated at the thiol group of 4-thio-rU. Such a strategy was used to introduce spin labels to 4-thio-rU-containing RNA oligos.

Specifications

Chemical Identifiers

• CAS: 13957-31-8
• Molecular Formula: C9H12N2O5S
• Molecular Weight (g/mol): 260.26
• MDL Number: MFCD00006538
• InChI Key: ZLOIGESWDJYCTF-XVFCMESISA-N
• Synonym: 4-thiouridine, thiouridine, uridine, 4-thio, 1-beta-d-ribofuranosyl-4-thiouracil, 1-2r,3r,4s,5r-3,4-dihydroxy-5-hydroxymethyl tetrahydrofuran-2-yl-4-thioxo-3,4-dihydropyrimidin-2 1h-one, 1-beta-d-ribofuranosyl-4-thioxo-3,4-dihydropyrimidin-2 1h-one, s4u, thiouridine van, uridine,4-thio, 4-thio-d-uridine
• PubChem CID: 3032615
• ChEBI: CHEBI:20480
• IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidene-1,2,3,4-tetrahydropyrimidin-2-one
• SMILES: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=S)NC1=O

• Quantity: 25mg
• Solubility Information: Soluble in water (20mg/mL, clear, dark yellow solution).
• Formula Weight: 260.3
• Physical Form: White Powder
• Percent Purity: ∼98%

Safety and Handling

Recommended Storage

0°C.