128142-72-3

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 101527-40-6 5'-O-tert-butyldiphenylsilylthymidine 
• 50-89-5 thymidine 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 101527-40-6 1-[5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 
• 1334214-52-6 C₃₈H₅₉BrN₂O₆Si₃ 
• 1334214-59-3 C₃₈H₆₀N₂O₆Si₃ 
• 194672-69-0 1,4-anhydro-3-O-(tert-butyldimethylsilyl)-5-O-(tert-butyldiphenylsilyl)-2-deoxy-D-erythro-pent-1-enitol 

Relevant academic research and scientific papers

Crystal structures and repair studies reveal the identity and the base-pairing properties of the UV-induced spore photoproduct DNA lesion

UV light is one of the major causes of DNA damage. In spore DNA, due to an unusual packing of the genetic material, a special spore photoproduct lesion (SP lesion) is formed, which is repaired by the enzyme spore photoproduct lyase (Spl), a radical S-adenosylmethionine (SAM) enzyme. We report here the synthesis and DNA incorporation of a DNA SP lesion analogue lacking the phosphodiester backbone. The oligonucleotides were used for repair studies and they were cocrystallized with a polymerase enzyme as a template to clarify the configuration of the SP lesion and to provide information about the base-pairing properties of the lesion. The structural analysis together with repair studies allowed us to clarify the identity of the preferentially repaired lesion diastereoisomer.

Facile preparation of protected furanoid glycals from thymidine

The synthesis of O-silyl- and O-acyl-protected furanose glycals from free thymidine was investigated. The method of glycal formation reported by Pedersen et al. was successfully expanded to include 5-ester (toluoyl) protected glycals as well as various combinations of 5'-ester and 3- and 5- tert-butyldimethylsilyl and tert-butyldiphenylsilyl protection. Gram quantities of furanoid glycals can be prepared in a few days in two-four steps in overall yields ranging from 17 to 80%.