Lunetta, Jacqueline F (1997) The stereoselective synthesis of a novel aromatic peptide nucleic acid (APNA) oligomer. Masters thesis, Concordia University.
The synthesis of the thymine derivative (S)-50, was achieved in high enantiomeric purity (98% ee). The (R) enhanced enantiomer was also synthesized with moderate enantiomeric purity (46% ee). This acyclic pyrimidine analog ((S)-50) is a useful building block for the synthesis of a novel class of oligomers, the aromatic peptide nucleic acids (APNA). The APNA tetramer 70 was prepared from the amino acid monomer (S)-50 using classical peptide synthesis. Chemical shift differences between the $\sp1$H NMR of monomer (S)-57 and tetramer 70 were observed which suggested that base stacking interactions in the oligomers may be favorable.
|Divisions:||Concordia University > Faculty of Arts and Science > Chemistry and Biochemistry|
|Item Type:||Thesis (Masters)|
|Authors:||Lunetta, Jacqueline F|
|Pagination:||xiii, 95 leaves : ill. ; 29 cm.|
|Degree Name:||Theses (M.Sc.)|
|Program:||Chemistry and Biochemistry|
|Thesis Supervisor(s):||Tsantrizos, Youla S|
|Deposited By:||Concordia University Libraries|
|Deposited On:||27 Aug 2009 13:10|
|Last Modified:||08 Dec 2010 10:13|
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