Design and synthesis of conformationally frozen peptide nucleic acid backbone: chiral piperidine PNA as a hexitol nucleic acid surrogate.
The design and facile synthesis of novel chiral piperidine PNA from naturally occurring 4-hydroxy-L-proline is reported. The stereospecific ring-expansion reaction to get six-membered piperidine derivative from 5-membered pyrrolidine derivative is exploited for this synthesis. The resulting conformationally constrained PNA is utilized for the synthesis of PNA mixmers and the concept is substantiated by UV-Tm studies of the resulting PNA(2):DNA complexes.
Lonkar
Pallavi S
PS
Division of Organic Chemistry, Synthesis, National Chemical Laboratory, Pune 411008, India.
Kumar
Vaijayanti A
VA
D004247:DNA / Q000737:chemistry*; D020135:Peptide Nucleic Acids / Q000737:chemistry*; D011487:Protein Conformation; D014466:Ultraviolet Rays
D020135:Peptide Nucleic Acids; D004247:DNA