99211-99-1Relevant academic research and scientific papers
Characterization of thymidine ultraviolet photoproducts. Cyclobutane dimers and 5,6-dihydrothymidines
Cadet, Jean,Voituriez,Lucienne,Hruska, Frank E.,Kan, Lou-Sing,Leeuw, Frank A. A. M. de,Altona, Cornelis
, p. 2861 - 2868 (2007/10/02)
We describe the preparation of the six configurationally distinct cyclobutane-type photodimers generated by the acetone-sensitized uv irradiation of thymidine in aqueous solution.Also prepared as minor photoproducts are the 5R and 5S diastereoisomers of 5,6-dihydrothymidine, and two novel molecules, the 5R ans 5S diastereoisomers of 5-acetonyl-5,6-dihydrothymidine.The purification of the ten molecules by chromatographic techniques (hplc, tlc) is described, along with their extensive characterization by uv, ir, cd, FAB-ms and 1H nmr.The proton chemical shifts and coupling constants are discussed in terms of the geometry of the pyrimidine, cyclobutane, and sugar rings.
