CAS 20859-00-1

N-(3-methylbut-2-en-1-yl)-2-(methylsulfanyl)adenosine

Description:

N-(3-methylbut-2-en-1-yl)-2-(methylsulfanyl)adenosine, with the CAS number 20859-00-1, is a modified nucleoside that features an adenosine backbone with specific substituents. This compound is characterized by the presence of a 3-methylbut-2-en-1-yl group at the nitrogen position of the adenine moiety, which contributes to its unique reactivity and biological properties. Additionally, the methylsulfanyl group at the 2-position enhances its stability and may influence its interaction with biological targets. The presence of these functional groups suggests potential applications in medicinal chemistry, particularly in the development of antiviral or anticancer agents. The compound's structural features may also affect its solubility, permeability, and overall pharmacokinetics. As a nucleoside analog, it may mimic natural nucleosides in biological systems, potentially interfering with nucleic acid synthesis or function. Overall, this compound represents a significant interest in the field of biochemistry and pharmacology due to its unique modifications and potential therapeutic applications.

Formula: C₁₆H₂₃N₅O₄S

InChI: InChI=1S/C16H23N5O4S/c1-8(2)4-5-17-13-10-14(20-16(19-13)26-3)21(7-18-10)15-12(24)11(23)9(6-22)25-15/h4,7,9,11-12,15,22-24H,5-6H2,1-3H3,(H,17,19,20)/t9-,11-,12-,15-/m1/s1

InChI key: InChIKey=VZQXUWKZDSEQRR-SDBHATRESA-N

SMILES: N(CC=C(C)C)C1=C2C(N(C=N2)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)=NC(SC)=N1

Synonyms:

• 2-Methylthio isopentenyladenosine
• 2-Methylthio-6-(3-methyl-2-butenylamino)-β,<span class="text-smallcaps">D</span>-ribofuranosylpurine
• 2-Methylthio-N6-isopentenyladenosine
• 2-Methylthio-N⁶-(isopenten-2-yl)adenosine
• 2-Methylthio-N⁶-(Δ²-isopentenyl)adenosine
• 2-Methylthio-N⁶-(γ,γ-dimethylallyl)adenosine
• 2-Methylthio-N⁶-isopentenyladenosine
• 6-(3-Methyl-2-butenylamino)-2-methylthio-9-β-<span class="text-smallcaps">D</span>-ribofuranosylpurine
• 6-(3-Methyl-2-butenylamino)-2-methylthiopurine riboside
• 6-(3-Methylbut-2-enylamino)-2-methylthio-9-β-ribofuranosyl purine
• Adenosine, N-(3-methyl-2-buten-1-yl)-2-(methylthio)-
• Adenosine, N-(3-methyl-2-butenyl)-2-(methylthio)-
• N-(3-Methyl-2-buten-1-yl)-2-(methylthio)adenosine
• N⁶-(3-Methyl-2-butenyl)-2-(methylthio)adenosine
• N⁶-(Δ²-Isopentenyl)-2-methylthioadenosine
• 2-Methylthio-N6-(γ,γ-dimethylallyl)adenosine

2-methylthio-N-6-isopentenyladenosine

CAS: 20859-00-1

Formula: C₁₆H₂₃N₅O₄S

Purity: 95%

Color and Shape: Solid

Molecular weight: 381.4499

Ref: IN-DA00C2P4

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((3-methylbut-2-en-1-yl)amino)-2-(methylthio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

CAS: 20859-00-1

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((3-methylbut-2-en-1-yl)amino)-2-(methylthio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

Purity: 95%

Molecular weight: 381.46g/mol

Ref: 54-OR1073275

ms2i6A

CAS: 20859-00-1

ms2i6A is a mitochondrial tRNA-specific modification, which regulates efficient mitochondrial translation and energy metabolism in mammals.

Formula: C₁₆H₂₃N₅O₄S

Color and Shape: Solid

Molecular weight: 381.45

Ref: TM-T33511

Adenosine Related Compound 9

CAS: 20859-00-1

Formula: C₁₆H₂₃N₅O₄S

Molecular weight: 381.45

Ref: 4Z-A-106023

2-Methylthio-N6-isopentenyladenosine

CAS: 20859-00-1

A nucleoside analogue of adenosine that arises from post-transcriptional modification. In humans, this is mediated by the enzyme CDK5RAP1 in mitochondrial transfer RNA (tRNA) at amino acid 37. Deficiency for this modification, for example due to CDK5RAP1 deficiency, leads to impaired mitochondrial protein synthesis. This has implications for mitochondrial diseases, as well as cancer, type II diabetes and vitiligo. Synthetic ms2i6A can be used to raise monoclonal antibodies against this nucleotide in vivo.

Formula: C₁₆H₂₃N₅O₄S

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 381.45 g/mol

Ref: 3D-NM30233

2-Methylthio-N6-isopentenyladenosine

Controlled Product

CAS: 20859-00-1

Formula: C₁₆H₂₃N₅O₄S

Color and Shape: Neat

Molecular weight: 381.45

Ref: TR-M330675