88183-82-8

Usage

Uses

Used in Pharmaceutical Industry:
3',5'-O-[Tetrakis(1-Methylethyl)-1,3-disiloxanediyl]-guanosine is used as a key intermediate in the synthesis of nucleotide analogs for the development of antiviral and anticancer drugs. Its unique chemical structure allows for the design of drugs with improved efficacy and reduced side effects.
Used in Research and Development:
In the field of molecular biology and biochemistry, 3',5'-O-[Tetrakis(1-Methylethyl)-1,3-disiloxanediyl]-guanosine serves as a valuable research tool for studying the mechanisms of nucleic acid synthesis, replication, and repair. Its unique properties can help researchers gain insights into the fundamental processes of life and potentially lead to the discovery of novel therapeutic agents.
Used in Diagnostic Applications:
3',5'-O-[Tetrakis(1-Methylethyl)-1,3-disiloxanediyl]-guanosine can be employed in the development of diagnostic assays and tests for detecting specific nucleic acid sequences or monitoring the activity of enzymes involved in nucleic acid metabolism. Its unique chemical properties can enhance the sensitivity and specificity of these diagnostic tools, leading to more accurate and reliable results.

Upstream product

• 69304-44-5 3',5'-O-1,1,3,3-tetraisopropyldisiloxan-1,3-diyl-guanosine 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 961-07-9 2'-Deoxyguanosine 
• 88183-80-6 2'-O-(1-imidazolyl)thiocarbonyl-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)guanosine 

Downstream Products

• 195875-07-1 6-O-(4-nitrophenylethyl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyguanosine 
• 172965-88-7 Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(6-oxo-2-phenylacetylamino-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester 
• 172965-87-6 5'-O-Dimethoxytrityl-2-N-phenylacetyl-2'-deoxyquanosine 
• 92447-25-1 N²-Phenylacetyl-2'-deoxyguanosine 
• 190192-14-4 N-[6-Oxo-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6,9-dihydro-1H-purin-2-yl]-2-phenyl-acetamide 
• 157024-23-2 N-{9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionamide 
• 157024-22-1 3-[1-(2,4-Dinitro-phenyl)-1H-imidazol-4-yl]-N-{9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-propionamide 

Relevant academic research and scientific papers

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.

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.

Low-temperature photosensitized oxidation of a guanosine derivative and formation of an imidazole ring-opened product

An organic-soluble guanosine derivative, 2′,3′,5′-O-(tert-butyldimethylsilyl)guanosine (1), was prepared and its photosensitized oxidation was carried out in several solvents at various temperatures. Singlet oxygen is the reactive oxidizing agent responsi

Nucleotides: Part LV - Synthesis and Application of a Novel Linker for Solid-Phase Synthesis of Modified Oligonucleotides

Various bifunctional amino-protecting groups such as the phthaloyl, succinyl, and glutaryl group were investigated as potential linker molecules for attachment to solid-support materials. Pentane-1,3,5-tricarboxylic acid 1,3-anhydride (16) offered the best properties and reacted with the amino groups of differently sugar-protected adenosine (see 20 and 22), cytidine (see 29), and guanosine derivatives (see 32) to the corresponding 2-(2-carhoxyethyl)glutaryl derivatives 23, 24, 30, and 33. The usefulness of the new linker-type molecules was demonstrated by the solid-support synthesis of the potentially antivirally active 3′-deoxyadenylyl-(2′-5′)-2′-adenylic acid 2′-{2-[(adenin-9-yl)methoxy]ethyl} ester (38) starting from the 2′-end with N6,N 6-[2-(2-carboxyethyl)glutaryl]-9-{{2-[(4,4′-dimethoxytrityl) oxy]ethoxy} methyl}adenine (12).

Nucleosides and Nucleotides. XXXXV. Facile Deoxygenation of Neplanocin A and Nucleosides by the Use of Tri-n-butyltin Hydride

2'(R)-Halogeno-2'-deoxyneplanocin A's were hydrogenated with tri-n-butyltin hydride to yield 2'-deoxyneplanocin A.The same compound was obtained by reduction ot the 2'-O-(1-imidazolyl)thiocarbonyl derivative of neplanocin A.This procedure was also applicable to the synthesis of 2'-deoxyadenosine and -guanosine from the corresponding ribosides.Treatment of a neplanocin 2',3'-O-cyclic thiocarbonate with tri-n-butyltin hydride gave 3'-deoxyneplanocin selectively in high yield.Keywords --- neplanocin A; nucleoside antibiotic; 2'-deoxyneplanocin A; 3'-deoxyneplanocin A; tri-n-butyltin hydride; radical reduction; 2'-deoxyribonucleosides; NMR; 2'-deoxyadenosine; 2'-deoxyguanosine