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4-Thiouridine, MP Biomedicals™

Catalog No. MP215213425 Shop All MP Biomedicals, Inc Products
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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.

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

Specifications

Quantity

25mg

Solubility Information

Soluble in water (20mg/mL, clear, dark yellow solution).

Formula Weight

260.3

Physical Form

White Powder

Percent Purity

∼98%

Recommended Storage

0°C.
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