| Summary: | 碩士 === 中國文化大學 === 應用化學研究所 === 87 === The hairpin type of oligonucleotides show increased sequence specificity and binding affinity to their single-stranded DNA/ RNA targets, when compared to conventional nucleic acid triple helices. As usual, the foldback triplex-forming oligonucleotides provide limited recognition codes and specify for mostly purine tracts of double-stranded nucleic acid.
A nucleoside analog 2'-deoxy-5-azacytidine has a pyrimidine-like base, 5-azacytosine (aC). The structure differs from the natural base cytosine in substitution of a carbon atom by a nitrogen atom, which is able to provide an extra hydrogen bond to form T‧aCG and GaC‧A base triades. Thus, 5-azacytosine, capable of binding mixed purine /pyrimidine sequences, may be able to expand the recognition code to types of Py‧PyPu and Pu‧PyPu.
In this thesis, we design and develop an efficient synthetic route for 2'-deoxy-5-azacytidine derivative which is suitable for applying on a DNA synthesizer.
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