97626-18-1

Usage

Uses

Used in Medicinal Chemistry Research:
1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine is used as a research compound for studying the impact of sugar modifications on the behavior and characteristics of nucleic acids. Its distinctive structure allows scientists to explore how these modifications can influence the interactions of nucleic acids with enzymes, proteins, and other molecules, potentially leading to new insights into the mechanisms of genetic information processing and regulation.
Used in Drug Development:
In the pharmaceutical industry, 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine is utilized as a lead compound in the development of new drugs. Its unique properties may offer advantages in terms of stability, specificity, and efficacy when compared to existing nucleoside analogs. Researchers are interested in its potential to be modified further to create more effective and targeted therapeutic agents, particularly for diseases that involve nucleic acid metabolism or replication, such as viral infections and certain genetic disorders.
Used in Nucleic Acid Synthesis:
1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine is also used in the synthesis of modified nucleic acids for various applications, including the creation of novel oligonucleotides with altered binding properties, increased stability, or specific recognition capabilities. These modified nucleic acids can be employed in molecular biology techniques, such as PCR, sequencing, and the development of new diagnostic tools.
Used in Biochemical Education:
In the field of education, particularly in biochemistry and molecular biology, 1-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl]thymine serves as a teaching aid to illustrate the principles of nucleoside and nucleic acid chemistry. Its complex structure provides a platform for discussing the importance of sugar modifications in the context of biological activity and the design of pharmaceutical agents.

Upstream product

• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 50-89-5 thymidine 

Downstream Products

• 342630-75-5 4-O-[(2,4,6-Triisopropylphenyl)sulfonyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)thymidine 
• 342630-79-9 5'-O-(4,4'-Dimethoxytrityl)-5-methyl-N⁴-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxycytidine 
• 22003-31-2 N¹-(β-D-2'-deoxyribosyl)-5-methylpyrimidin-2-one 

Relevant academic research and scientific papers

Synthesis of 5-methylamino-2′-deoxyuridine derivatives

Reductive amination of 3′,5′ -O-(tetraisopropyldisilyloxane-1,3-diyl)-2′-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimid

Nucleoterpenes of thymidine and 2′-deoxyinosine: Synthons for a biomimetic lipophilization of oligonucleotides

2′-Deoxyinosine (1) and thymidine (7) were N-alkylated with geranyl and farnesyl moieties. These hydrophobic derivatives, 3a and 3b, and 9a and 9b, respectively, represent the first synthetic biomimetic nucleoterpenes and were subsequently 5′-protected an

Reactivity of nucleosides with a hydroxyl radical in non-aqueous medium

An experiment was conducted to demonstrate the reactivity of nucleosides with a hydroxyl radical (HO) in non-aqueous medium. Five nucleosides and three purine-derived lesions were taken as targets for HO attack. The reactivity with HO radical was determined by laser flash photolysis (LFP) of N-hydroxypyridine-2-thione (NPT) at 355 nm. Following an established kinetic model, the rate constants for the reaction between HO and the modified nucleobases were determined by using naphthalene as a standard. The values obtained for the silylated 2 -deoxyribonucleosides in acetonitrile are of the same order of magnitude and remarkably lower than diffusion control in this solvent, pointing to a similar reactivity pattern. The result confirmed that the reaction of a hydroxyl radical with 2'-deoxyribonucleosides is in general somewhat slower in acetonitrile than in water.

NUCLEOSIDE ANALOGUES USEFUL AS POSITRON EMISSION TOMOGRAPHY (PET) IMAGING AGENTS

The invention provides compounds that comprise a 4'-thio nucleoside that is a derivative of 4'-thiothymidine or 4'-thio-2'-deoxyuridine comprising a positron or single photon emitting radioisotope or corresponding non-radioactive isotope attached via a triazole link to the N-3 position. Methods for preparing such compounds and uses of the compounds in medicine are also provided.

Preparation of deoxynucleosides

Methods for preparing deoxynucleosides from their corresponding ribonucleosides by forming 3-tert-butylphenoxythiocarbonylderivatives of the ribonucleosides and subsequently effecting radical deoxygenation reactions at the carbon atoms to be deoxygenated.

Studies on Selective Partial Cleavage of the Tetraisopropyldisiloxane-1,3-diyl Group in Furanosyl Nucleosides

The results of selective partial cleavage of the tetraisopropyldisiloxane-1,3-diyl (TIPDSi) group in furanosyl nucleosides are discussed in terms of the neighbouring group participation and inductive effects.