CAS 113886-72-9

2′-O-Methyl-2-thiouridine

Description:

2′-O-Methyl-2-thiouridine is a modified nucleoside that features a methyl group at the 2′ position of the ribose sugar and a sulfur atom replacing the oxygen at the 2 position of the uracil base. This modification enhances the stability of RNA molecules and can influence their biological activity, making them resistant to enzymatic degradation. The presence of the methyl group contributes to the overall hydrophobic character of the molecule, which can affect its interactions with proteins and other nucleic acids. 2′-O-Methyl-2-thiouridine is often utilized in the synthesis of RNA oligonucleotides for research and therapeutic applications, particularly in the development of antisense oligonucleotides and RNA interference technologies. Its unique structural features allow for improved binding affinity and specificity in various biochemical assays. Additionally, this compound may play a role in modulating the immune response, as modified nucleosides are known to influence the recognition of RNA by pattern recognition receptors.

Formula: C₁₀H₁₄N₂O₅S

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

InChI key: InChIKey=WARUUAMZJXEUEA-ZOQUXTDFSA-N

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

Synonyms:

• 2′-O-Methyl-2-thiouridine
• Uridine, 2′-O-methyl-2-thio-

2’-O-Methyl-2-thiouridine

CAS: 113886-72-9

Formula: C₁₀H₁₄N₂O₅S

Purity: 95%

Molecular weight: 274.2936

Ref: IN-DA0009ZH

2'-O-Methyl-2-thiouridine

CAS: 113886-72-9

2'-O-Methyl-2-thiouridine

Purity: ≥98%

Molecular weight: 274.29g/mol

Ref: 54-BUP01687

2'-O-Methyl-2-thiouridine

CAS: 113886-72-9

2'-O-Methyl-2-thiouridine, a purine nucleoside analog present in synthetic thermophilic bacterial tRNAs, is more selective for A than unmodified U.

Formula: C₁₀H₁₄N₂O₅S

Purity: 99.89%

Color and Shape: Solid

Molecular weight: 274.29

Ref: TM-TNU0130

2'-O-Methyl-2-thiouridine

CAS: 113886-72-9

2'-O-Methyl-2-thiouridine is a modified nucleoside that is categorized as a mismatched nucleotide. It is found in RNA, where it replaces uridine and acts as a mismatch base. 2'-O-Methyl-2-thiouridine has been shown to stabilize duplex DNA against thermal denaturation by forming triplexes with complementary sequences. It also stabilizes dsDNA against hydrolysis by the enzyme ribonuclease H (RNase H) and has been used in the design of antisense therapeutics. Thermophilic bacteria use this molecule to synthesize their own thymine nucleotides, which are structurally similar to 2'-O-methyl-2-thiouridine. This modification prevents mismatches in their own dna and helps protect them from heat stress. The thermodynamic stability of this molecule has been calculated using an algorithm that takes into account the hybridization free energy, enthalpy change, entropy

Formula: C₁₀H₁₄N₂O₅S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 274.29 g/mol

Ref: 3D-NM159407