Aminoethylprolyl (aep) PNA: mixed purine/pyrimidine oligomers and binding orientation preferences for PNA:DNA duplex formation.
[structure in text] The synthesis of (2S,4S)- and (2R,4S)-aepPNA monomers of adenine, guanine, and cytosine (3-5) and their incorporation at appropriate positions into aegPNA sequence 7 leads to mixed aeg-aep backbone/mixed nucleobase PNAs 8-11. The thermal stabilities of the derived duplexes with DNA are found to be dependent on nucleobase and backbone stereochemistry.
D'Costa
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Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India.
Kumar
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Ganesh
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KN
D000225:Adenine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D001483:Base Sequence; D002942:Circular Dichroism; D003596:Cytosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D004247:DNA / Q000138:chemical synthesis* / Q000737:chemistry; D006147:Guanine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis* / Q000737:chemistry; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D017422:Sequence Analysis, DNA; D013237:Stereoisomerism; D013816:Thermodynamics; D013941:Thymine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry
D016376:Oligonucleotides, Antisense; D020135:Peptide Nucleic Acids; D006147:Guanine; D003596:Cytosine; D004247:DNA; D011392:Proline; D000225:Adenine; D013941:Thymine