CAS 55196-46-8

Wybutosine

Description:

Wybutosine, also known as 7-methylguanosine, is a modified nucleoside found in certain tRNA molecules, particularly in organisms such as yeast and some bacteria. It plays a crucial role in the stability and function of tRNA, influencing the accuracy of protein synthesis. Wybutosine is characterized by its unique structure, which includes a guanine base modified with a methyl group and a ribose sugar. This modification enhances the tRNA's ability to interact with the ribosome and contributes to the proper folding and stability of the tRNA molecule. The presence of wybutosine is essential for the efficient translation of genetic information into proteins, particularly under specific cellular conditions. Its biosynthesis involves a series of enzymatic reactions, highlighting its importance in cellular metabolism and gene expression regulation. As a chemical substance, wybutosine is classified under nucleosides and is of interest in biochemical research, particularly in studies related to tRNA modifications and their effects on translational fidelity and efficiency.

Formula: C₂₁H₂₈N₆O₉

InChI: InChI=1S/C21H28N6O9/c1-9-11(6-5-10(19(32)34-3)24-21(33)35-4)27-17(31)13-16(25(2)20(27)23-9)26(8-22-13)18-15(30)14(29)12(7-28)36-18/h8,10,12,14-15,18,28-30H,5-7H2,1-4H3,(H,24,33)/t10-,12+,14+,15+,18+/m0/s1

InChI key: InChIKey=QAOHCFGKCWTBGC-QHOAOGIMSA-N

SMILES: CN1C=2N(C=NC2C(=O)N3C1=NC(C)=C3CC[C@H](NC(OC)=O)C(OC)=O)[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O

Synonyms:

• 3H-Imidazo[1,2-a]purine-7-butanoic acid, 4,9-dihydro-α-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-β-D-ribofuranosyl-, methyl ester, (αS)-
• Nucleoside Y
• Wybutosine
• 3H-Imidazo[1,2-a]purine-7-butanoic acid, 4,9-dihydro-α-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-β-D-ribofuranosyl-, methyl ester, (S)-
• Nucleoside Y, from Saccharomycescerevisiae

Wybutosine

Controlled Product

CAS: 55196-46-8

Formula: C₂₂H₃₀N₆O₉

Color and Shape: Neat

Molecular weight: 522.508

Ref: TR-W810000

Wybutosine

CAS: 55196-46-8

Modified nucleoside of phenylalanine tRNA

Formula: C₂₁H₂₈N₆O₉

Purity: Min. 95%

Molecular weight: 508.48 g/mol

Ref: 3D-ND157877