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)

pka

4.75±0.20(Predicted)

form 

crystalline

color 

light yellow

PH

8.2

Water Solubility 

Soluble in water (20 mg/ml), and methanol (10 mg/ml).

λmax

245，331 (pH 6.5)；316 (pH 12)

InChIKey

ZLOIGESWDJYCTF-XVFCMESISA-N

CAS DataBase Reference

13957-31-8(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich

4-THIOURIDINE Usage And Synthesis

Description

4-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.

Uses

Nucleotide 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.

Uses

4-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.

Definition

ChEBI: A thiouridine in which the oxygen replaced by sulfur is that at C-4.

General Description

4-Thiouridine is a photoreactive uridine analog.

Biochem/physiol Actions

4-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.

storage

Store at -20°C

4-THIOURIDINE(13957-31-8)Related Product Information

• 4-THIOURIDINE
• 2-THIOURIDINE
• 5-METHYL-2-THIOURIDINE
• 5-methylaminomethyl-2-thiouridine
• 5-FLUORO-2'-O-METHYL-4-THIOURIDINE
• 4-THIO-UMP DISODIUM SALT
• 5-BROMO-2'-DEOXY-4-THIOURIDINE,5-BROMO-2''-DEOXY-4-THIOURIDINE 98.0%
• 4-thiouridine triphosphate
• 2'-deoxy-4'-thiouridine
• 5-(2-bromovinyl)-2'-deoxy-4'-thiouridine
• 5-(carboxymethylaminomethyl)-2-thiouridine
• 2'-O-methyl-2-thiouridine
• 6-aza-2-thiouridine
• THIOURIDINE, 4-(RG)
• 4-THIOURIDINE-5'-TRIPHOSPHATE LITHIUM SALT
• 4-THIOURIDINE [2-14C]
• 2',3'-Didehydro-2',3'-dideoxy-4-thiouridine
• 5-[(E)-2-Bromoethenyl]-2'-deoxy-4'-thiouridine