4-THIOURIDINE

4-THIOURIDINE Basic information
Product Name:4-THIOURIDINE
Synonyms:1-((2R,3R,4S,5R);-4-thioxo-3,4-dihydropyrimidin-2(1H);THIOURIDINE, 4-;4-THIOURIDINE;thiouridine;4-thiouridineapprox.;4-Thio-D-uridine;1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-4-thioxo-3,4-dihydropyriMidin-2(1H)-one
CAS:13957-31-8
MF:C9H12N2O5S
MW:260.27
EINECS:237-735-3
Product Categories:Biochemicals and Reagents;Nucleoside Analogs;Nucleosides, Nucleotides, Oligonucleotides;Bases & Related Reagents;Nucleotides;Sulfur & Selenium Compounds
Mol File:13957-31-8.mol
4-THIOURIDINE Structure
4-THIOURIDINE Chemical Properties
Melting point 139-140℃ (ethanol )
density 1.72±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO (Slightly), Methanol (Slightly, Sonicated)
pka4.75±0.20(Predicted)
form crystalline
color light yellow
Water Solubility Soluble in water (20 mg/ml), and methanol (10 mg/ml).
InChIKeyZLOIGESWDJYCTF-XVFCMESISA-N
CAS DataBase Reference13957-31-8(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrich English
4-THIOURIDINE Usage And Synthesis
Description4-Thiouridine (4-SU) is a photoactivatable ribonucleoside analog that is widely used for RNA analysis, including short-range RNA-RNA crosslinking and nascent RNA labeling. The crosslinking thio moiety is attached directly to the nucleotide base, thus 4-SU differs from uridine only by a single sulfur substitution. This offers the advantage of incorporating into an RNA chain with minimal structural perturbation and with similar base-pairing properties, reducing the likelihood that substitution will impair RNA interactions or activities.
UsesNucleotide analogue, essential for cell growth in certain bacterial species. This compound is also able to chelate with certain metal ions, and in tRNA it can act as a built-in antiphotomutagenic agent that protects Escherichia coli cells against mutagenesis.
Uses4-Thiouridine is a constituent of several transfer RNA's. 4-Thiouridine is a thionucleobase used as an antisense agent. Widely used for RNA analysis including RNA-RNA cross coupling and RNA labelling. 4-Thiouridine is a photoreactive (crosslinking) uridine analogue that upon phosphorylation to 4-thioUTP may be incorporated into RNA structures. 4-Thiouridine may be used to study the specificity and kinetics of uridine-cytidine kinases. 4-Thio Uridine 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.
DefinitionChEBI: A thiouridine in which the oxygen replaced by sulfur is that at C-4.
General Description4-Thiouridine is a photoreactive uridine analog.
Biochem/physiol Actions4-Thiouridine plays a role in assessing nascent RNA synthesis. It also enhances site-specific crosslinking. 4-Thiouridine also acts as a photoaffinity probe due to its stability even while lacking specific photoactivation. It can also be incorporated into RNAs.
storageStore at -20°C
4-THIOURIDINE Preparation Products And Raw materials
5-FLUORO-2'-O-METHYL-4-THIOURIDINE 4-THIOURIDINE, [3H]- 4-THIOURIDINE-5′-MONOPHOSPHATE 5-methylaminomethyl-2-thiouridine 5-methyl-2'-deoxy-4'-thiouridine 4-THIOURIDINE 4-THIOURIDINE [2-14C] 4-thiouridine 5',3'-diphosphate 2,2'-Anhydro-4-thiouridine 4-THIOURIDINE 5'-DIPHOSPHATE AMMONIUM,4-Thiouridine 5μ-diphosphate ammonium salt THIENYLETHYL ISOTHIOCYANATE 4-THIOURIDINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM 2',3'-Didehydro-2',3'-dideoxy-4-thiouridine 5-[(E)-2-Bromoethenyl]-2'-deoxy-4'-thiouridine 4-THIO-UMP DISODIUM SALT 2'-O,3'-O-Diacetyl-5'-S-(4-methoxyphenyl)-5'-C-fluoro-5'-thiouridine 2'-O,3'-O-Diacetyl-5'-S-(4-hydroxyphenyl)-5'-thiouridine 4-THIOURIDINE-5'-TRIPHOSPHATE LITHIUM SALT

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