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J Am Chem Soc ; 130(1): 30-1, 2008 Jan 09.
Article in English | MEDLINE | ID: mdl-18069836

ABSTRACT

The LNA dinucleotide mimic of TpT whose two-sugar puckers are locked in the C3'-endo conformation selectively produces the corresponding cyclobutane pyrimidine dimer under 254 nm irradiation. In the natural series (TpT) the sugar puckers are in a major C2'-endo sugar conformation and the (6-4) photoproduct is also produced. Consequently, this study demonstrates that the C2'-endo conformation of the sugar pucker is necessary for (6-4) photoproduct formation.


Subject(s)
Carbohydrates/chemistry , Dinucleoside Phosphates/chemistry , Photochemistry , Thymidine/analogs & derivatives , Carbohydrate Conformation , Molecular Mimicry , Nucleic Acid Conformation , Thymidine/chemistry
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