CAS 32860-54-1

5-Methylaminomethyl-2-thiouridine

Description:

5-Methylaminomethyl-2-thiouridine is a modified nucleoside that plays a significant role in the study of RNA and its functions. This compound features a thiouridine base, which is a sulfur-containing analog of uridine, and is characterized by the presence of a methylaminomethyl group at the 5-position of the ribose sugar. The modification enhances its stability and can influence the binding affinity to various RNA targets, making it a valuable tool in molecular biology and biochemistry. Its unique structure allows it to participate in various biochemical processes, including those related to gene expression and regulation. Additionally, the presence of sulfur in the thiouridine moiety can impart distinctive chemical properties, such as altered hydrogen bonding capabilities and increased resistance to enzymatic degradation. This compound is often utilized in research settings to explore the roles of modified nucleosides in cellular processes and to develop potential therapeutic applications. Overall, 5-Methylaminomethyl-2-thiouridine exemplifies the diverse modifications that can occur in nucleosides, impacting their biological functions.

Formula: C₁₁H₁₇N₃O₅S

InChI: InChI=1S/C11H17N3O5S/c1-12-2-5-3-14(11(20)13-9(5)18)10-8(17)7(16)6(4-15)19-10/h3,6-8,10,12,15-17H,2,4H2,1H3,(H,13,18,20)/t6-,7-,8-,10-/m1/s1

InChI key: InChIKey=HXVKEKIORVUWDR-FDDDBJFASA-N

SMILES: S=C1N(C=C(CNC)C(=O)N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

Synonyms:

• Uridine, 5-[(methylamino)methyl]-2-thio-
• 5-N-Methylaminomethyl-2-thiouridine
• 5-Methylaminomethyl-2-thiouridine
• 5-[(Methylamino)methyl]-2-thiouridine
• 2-Thio-5-(N-methylaminomethyl)uridine

Mnm5s2U

CAS: 32860-54-1

Mnm5s2U is a hypermodified nucleoside.

Formula: C₁₁H₁₇N₃O₅S

Color and Shape: Solid

Molecular weight: 303.33

Ref: TM-T33463

5-​(Methylaminomethyl)​-​2-​thiouridine

Controlled Product

CAS: 32860-54-1

Formula: C₁₁H₁₇N₃O₅S

Color and Shape: Neat

Molecular weight: 303.335

Ref: TR-M563210

5-(Methylaminomethyl)-2-thiouridine

CAS: 32860-54-1

5-(Methylaminomethyl)-2-thiouridine is a nucleotide that is important for both DNA and RNA synthesis. It is the methyl donor in the formation of dTMP, an essential component of DNA. 5-(Methylaminomethyl)-2-thiouridine is synthesized by the enzyme thioredoxin reductase using NADPH and glutathione as cofactors. The synthesis of this nucleotide is regulated by hydrogen bonding, which may be due to its ability to form a cationic surfactant with a molecule such as typhimurium. This activity may be due to the presence of a disulfide bond that can react with other molecules such as guanine nucleotides.
5-(Methylaminomethyl)-2-thiouridine has been shown to have structural analysis and chemical biology applications when used in conjunction with E. coli K-12 cells, Methanobrevib

Formula: C₁₁H₁₇N₃O₅S

Purity: (¹H-Nmr) Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 303.34 g/mol

Ref: 3D-NM159475