Chimeric (aeg-pyrrolidine)PNAs: synthesis and stereo-discriminative duplex binding with DNA/RNA.
The design and facile conversion of naturally occurring 4-hydroxyproline to all four diastereomers of thymine pyrrolidine PNA monomer, (2R,4S)-adenine, -guanine and -cytosine monomers and their incorporation into duplex forming PNA oligomers is reported. The interesting results of the hybridization studies with complementary DNA/RNA sequences in either parallel or antiparallel orientation reveal the stereochemistry-dependent DNA vs. RNA discriminations and parallel/antiparallel orientation selectivity.
Lonkar
Pallavi S
PS
Division of Organic Chemistry, Synthesis, National Chemical Laboratory, Pune 411008, India. vakumar@dalton.ncl.res.in
Ganesh
Krishna N
KN
Kumar
Vaijayanti A
VA
D004247:DNA / Q000737:chemistry*; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D012313:RNA / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D020135:Peptide Nucleic Acids; D011759:Pyrrolidines; D012313:RNA; D004247:DNA