82444-76-6

Usage

Uses

Used in Organic Chemistry Research:
2',3'-Bis-O-(t-butyldiMethylsilyl)-5'-O-(4,4'-diMethyltriphenylMethyl)uridine is used as a research compound for the synthesis of nucleic acid analogs and prodrugs, facilitating the development of new pharmaceuticals.
Used in Pharmaceutical Development:
In the Pharmaceutical Industry, 2',3'-Bis-O-(t-butyldiMethylsilyl)-5'-O-(4,4'-diMethyltriphenylMethyl)uridine is used as a key intermediate in the synthesis of novel therapeutic agents, leveraging its protective groups for controlled reactions and subsequent modifications.
Used in Nucleoside Chemistry and Biology Studies:
2',3'-Bis-O-(t-butyldiMethylsilyl)-5'-O-(4,4'-diMethyltriphenylMethyl)uridine is employed as a tool in academic and industrial laboratories to investigate the chemical and biological properties of nucleosides, contributing to a deeper understanding of their roles in biological systems and potential applications in medicine.

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 81246-79-9 5'-dimethoxytrityluridine 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 58-96-8 uridine 

Downstream Products

• 82456-21-1 4-hydrazino-1-<5'-O-(dimethoxytrityl)-2',3'-O-bis(tert-butyldimetylsilyl)-β-D-ribofuranosyl>pyrimidin-2(1H)-one 
• 82444-79-9 5'-O-(dimethoxytrityl)-2',3'-O-bis(tert-butyldimetylsilyl)-N⁴,N⁴-dimethylcytidine 
• 82444-78-8 5'-O-(dimethoxytrityl)-2',3'-O-bis(tert-butyldimetylsilyl)-N⁴-methylcytidine 
• 82444-77-7 5'-O-(dimethoxytrityl)-2',3'-O-bis(tert-butyldimetylsilyl)cytidine 
• 137330-29-1 C₄₂H₇₁N₃O₁₄Si₂ 
• 137233-58-0 C₄₂H₇₁N₃O₁₄Si₂ 
• 137233-51-3 C₅₀H₇₉N₃O₁₄SeSi₃ 
• 137233-57-9 2',3'-O-bis(tert-butyldimethylsilyl)-3-N-(p-methoxybenzyl)uridine 
• 137233-53-5 2',3'-O-bis(tert-butyldimethylsilyl)-3-N-(p-methoxybenzyl)uridine-5'-aldehyde 
• 82456-20-0 1-(5'-O-(dimethoxytrityl)-2',3'-bis(tert-butyldimetylsilyl)-β-D-ribofuranosyl)-4-(1,2,4-triazol-1-yl)-pyrimidin-2-(1H)-one 

Relevant academic research and scientific papers

5’-Phosphorylation Increases the Efficacy of Nucleoside Inhibitors of the DNA Repair Enzyme SNM1A

Certain cancers exhibit upregulation of DNA interstrand crosslink repair pathways, which contributes to resistance to crosslinking chemotherapy drugs and poor prognoses. Inhibition of enzymes implicated in interstrand crosslink repair is therefore a promising strategy for improving the efficacy of cancer treatment. One such target enzyme is SNM1A, a zinc co-ordinating 5’–3’ exonuclease. Previous studies have demonstrated the feasibility of inhibiting SNM1A using modified nucleosides appended with zinc-binding groups. In this work, we sought to develop more effective SNM1A inhibitors by exploiting interactions with the phosphate-binding pocket adjacent to the enzyme's active site, in addition to the catalytic zinc ions. A series of nucleoside derivatives bearing phosphate moieties at the 5’-position, as well as zinc-binding groups at the 3’-position, were prepared and tested in gel-electrophoresis and real-time fluorescence assays. As well as investigating novel zinc-binding groups, we found that incorporation of a 5’-phosphate dramatically increased the potency of the inhibitors.

An on-bead tailing/ligation approach for sequencing resin-bound RNA libraries

Nucleic acids possess the unique property of being enzymatically amplifiable, and have therefore been a popular choice for the combinatorial selection of functional sequences, such as aptamers or ribozymes. However, amplification typically requires known

Synthetic studies of the tunicamycin antibiotics. Preparation of (+)-tunicaminyluracil, (+)-tunicamycin-V, and 5′-epi-tunicamycin-V

A concise synthetic route to the tunicamycin antibiotics is described, illustrated by the preparation of (+)-tunicamycin-V (1-V). Key features of the synthesis include (1) the development and application of a silicon-mediated reductive coupling of aldehydes and allylic alcohols to construct the undecose core of the natural product and (2) the development of an efficient procedure for the synthesis of the trehalose glycosidic bond within the antibiotic. These innovations allow for the coupling of a uridine-derived aldehyde fragment with a performed trehalose-linked disaccharide allylic alcohol to form the carbohydrate core (1) of the natural product in a highly covergent manner. The resultant amino polyol is a versatile intermediate for the synthesis of any of the homologous tunicamycin antibiotics.