CAS 32738-09-3

5-Methyl-2-thiouridine

Description:

5-Methyl-2-thiouridine is a modified nucleoside that plays a significant role in RNA biology. It is characterized by the presence of a methyl group at the 5-position of the uridine base and a sulfur atom replacing the oxygen at the 2-position, which contributes to its unique properties. This modification can influence the stability and functionality of RNA molecules, affecting processes such as translation and RNA folding. 5-Methyl-2-thiouridine is often found in tRNA and is involved in the regulation of gene expression and protein synthesis. Its structural modifications can enhance the resistance of RNA to enzymatic degradation, making it an important component in various biochemical applications. Additionally, this compound may exhibit specific interactions with proteins and other biomolecules, influencing cellular processes. The study of such modified nucleosides is crucial for understanding the complexities of RNA function and the potential development of therapeutic agents targeting RNA-related pathways.

Formula: C₁₀H₁₄N₂O₅S

InChI: InChI=1S/C10H14N2O5S/c1-4-2-12(10(18)11-8(4)16)9-7(15)6(14)5(3-13)17-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,18)/t5-,6-,7-,9-/m1/s1

InChI key: InChIKey=SNNBPMAXGYBMHM-JXOAFFINSA-N

SMILES: O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=S)NC(=O)C(C)=C2

Synonyms:

• 1-β-<span class="text-smallcaps">D</span>-Ribofuranosyl-2-thiothymine
• 2-Thio-5-methyluridine
• 2-Thioribosylthymine
• 2-Thioribothymidine
• 2-Thioribothymine
• 5-methyl-1-beta-D-ribofuranosyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
• 5-methyl-1-pentofuranosyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
• Methyl thiouridine
• Uridine, 5-methyl-2-thio-
• 1-β-D-Ribofuranosyl-2-thiothymine
• 5-Methyl-2-thiouridine

5-Methyl-2-thiouridine

CAS: 32738-09-3

5-Methyl-2-thiouridine

Purity: 98%

Ref: 54-OR1037233

5-Methyl-2-thiouridine

CAS: 32738-09-3

Formula: C₁₀H₁₄N₂O₅S

Molecular weight: 274.29

Ref: 7W-GN3468

5-Methyl-2-thiouridine

CAS: 32738-09-3

5-Methyl-2-thiouridine is a Nucleoside Derivative - Thio-nucleoside, 5-Modified pyrimidine nucleoside;Naturally modified ribo-nucleoside.

Formula: C₁₀H₁₄N₂O₅S

Color and Shape: Solid

Molecular weight: 274.29

Ref: TM-TNU0369

5-Methyl-2-thiouridine

CAS: 32738-09-3

5-Methyl-2-thiouridine is a nucleotide that is found in the type strain of Escherichia coli. It has been shown to be an effective inhibitor of protein synthesis, with optimum concentration at 0.1 mM. 5-Methyl-2-thiouridine binds to the ribosome and inhibits its activity. 5-Methyl-2-thiouridine also interacts with human mitochondrial RNA and alters its structure, leading to an antibody response that protects against infection by the bacteria in question. This nucleotide has also been shown to inhibit bacterial growth in wastewater treatment plants. The chemical structures of 5-methyluridine are similar to those of uridine except for a methyl group on the second carbon atom (5 position). The presence of this methyl group confers increased water permeability and decreased kinetic energy on the molecule, which can be detected using nuclear magnetic resonance spectroscopy.

Formula: C₁₀H₁₄N₂O₅S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 274.29 g/mol

Ref: 3D-NM08039