CAS 70333-82-3

2-Methylthio-N6-threonylcarbamoyladenosine

Description:

2-Methylthio-N6-threonylcarbamoyladenosine, with the CAS number 70333-82-3, is a modified nucleoside that features a unique structure incorporating a methylthio group and a threonyl carbamoyl moiety attached to the adenine base. This compound is part of a class of nucleosides that can play significant roles in biological processes, particularly in the regulation of gene expression and cellular signaling. The presence of the methylthio group may enhance its stability and influence its interaction with nucleic acid structures. Additionally, the threonyl carbamoyl modification can affect the compound's solubility and biological activity. Such modifications are often studied for their potential therapeutic applications, including antiviral and anticancer properties. The compound's characteristics, including its solubility, stability, and reactivity, are influenced by its unique structural features, making it a subject of interest in biochemical research and drug development. Understanding its properties can provide insights into its function and potential uses in medicinal chemistry.

Formula: C₁₆H₂₂N₆O₈S

InChI: InChI=1S/C16H22N6O8S/c1-5(24)7(14(27)28)18-15(29)19-11-8-12(21-16(20-11)31-2)22(4-17-8)13-10(26)9(25)6(3-23)30-13/h4-7,9-10,13,23-26H,3H2,1-2H3,(H,27,28)(H2,18,19,20,21,29)/t5-,6-,7+,9-,10-,13-/m1/s1

InChI key: InChIKey=MMNYGKPAZBIRKN-DWVDDHQFSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(NC(N[C@@H]([C@@H](C)O)C(O)=O)=O)N=C(SC)N3)O[C@H](CO)[C@H]1O

Synonyms:

• 2-Methylthio-N6-threonylcarbamoyladenosine
• 2-Methylthio-N6-threonyl carbamoyladenosine
• N-[[[2-(Methylthio)-9-β-D-ribofuranosyl-9H-purin-6-yl]amino]carbonyl]-L-threonine
• L-Threonine, N-[[[2-(methylthio)-9-β-D-ribofuranosyl-9H-purin-6-yl]amino]carbonyl]-

2-Methylthio-N6-threonylcarbamoyladenosine

CAS: 70333-82-3

Applications 2-Methylthio-N6-threonylcarbamoyladenosine is a hypermodified form of Adenosine (A280400) found in bacterial and eukaryotic tRNAs at the A37 position adjacent to the 3’-end of the anticodon, which is essential for efficient and highly accurate protein translation by the ribosome.
References Arragain, S., et al.: J. Biol. Chem., 285, 28425 (2010)

Formula: C₁₆H₂₂N₆O₈S

Color and Shape: Neat

Molecular weight: 458.446

Ref: TR-M330590

2-Methylthio-N6-threonylcarbamoyladenosine

CAS: 70333-82-3

A modified form of adenosine found in bacterial and eukaryotic tRNAs

Formula: C₁₆H₂₂N₆O₈S

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 458.45 g/mol

Ref: 3D-FM163905