857636-44-3

Upstream product

• 65-71-4 thymin 
• 20924-05-4 thymidyl acetic acid 
• 119-61-9 benzophenone 
• 380637-97-8 (5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)acetic acid benzyl ester 

Downstream Products

• 857636-46-5 N-[2-(7,8-dimethyl-2,4-dioxo-3-pentyl-3,4-dihydro-2H-benzo[g]pteridin-10-yl)-ethyl]-2-(6-methyl-3,5-dioxo-8,8-diphenyl-7-oxa-2,4-diaza-bicyclo[4.2.0]oct-2-yl)-acetamide 
• 877461-31-9 2-[2-(6-methyl-3,5-dioxo-8,8-diphenyl-7-oxa-2,4-diaza-bicyclo[4.2.0]oct-2-yl)-acetylamino]-3-(1-methyl-1H-indol-3-yl)-propionic acid methyl ester 
• 857636-45-4 (6-methyl-3,5-dioxo-8,8-diphenyl-7-oxa-2,4-diaza-bicyclo[4.2.0]oct-2-yl)-acetic acid 

Relevant academic research and scientific papers

Model studies of the (6-4) photoproduct photoreactivation: Efficient photosensitized splitting of thymine oxetane units by covalently linked tryptophan in high polarity solvents

Three covalently linked tryptophan-thymine oxetane compounds used as a model of the (6-4) photolyase-substrate complex have been prepared. Under 290 nm light, efficient splitting of the thymine oxetane with aromatic carbonyl compounds gives the thymine monomer and the corresponding carbonyl compounds by the covalently linked tryptophan via an intramolecular electron transfer, and exhibits a strong solvent dependence: the quantum yield (Φ) is ca. 0.1 in dioxane, and near 0.3 in water. Electron transfer from the excited tryptophan residue to the oxetane unit is the origin of fluorescence quenching of the tryptophan residue, and is more efficient in strong polar solvents. The splitting efficiency of the oxetane radical anion within the tryptophan +-oxetane- species is also solvent-dependent, ranging from ca. 0.2 in dioxane to near 0.35 in water. Thus, the back electron transfer reaction in the charge-separated species would be suppressed in water, but is still a main factor causing low splitting efficiencies in the tryptophan-oxetane systems. In contrast to the tryptophan-oxetane system, fast nonradiation processes are the main causes of low efficiency in the flavin-oxetane system. Hence, nonradiative processes of the excited FADH-, rather than electron transfer to oxetane, may be an important factor for the low repair efficiency of (6-4) photolyase. The Royal Society of Chemistry 2006.

Investigation of the pathways of excess electron transfer in DNA with flavin-donor and oxetane-acceptor modified DNA hairpins

Oxetane is a potential intermediate that is enzymatically formed during the repair of (6-4) DNA lesions by special repair enzymes (6-4 DNA photolyases). These enzymes use a reduced and deprotonated flavin to cleave the oxetane by single electron donation.

Model compounds for (6-4) photolyases: A comparative flavin induced cleavage study of oxetanes and thietanes

Thietanes were used in the past as mimics for an unstable oxetane intermediate formed during the repair of mutagenic (6-4) lesions. The thietane derivatives were found to be not repaired, raising the question of how well thietanes are cleaved by single el