Aminoethylprolyl (a ep) PNA: Mixed Purine/Pyrimidine Oligomers and Binding Orientation Preferences for PNA:DNA Duplex Formation

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 d...

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Veröffentlicht in:	Organic letters 2001-05, Vol.3 (9), p.1281-1284
Hauptverfasser:	D'Costa, Moneesha, Kumar, Vaijayanti, Ganesh, Krishna N
Format:	Artikel
Sprache:	eng
Schlagworte:	Adenine - analogs & derivatives Adenine - chemical synthesis Adenine - chemistry Base Sequence Circular Dichroism Cytosine - analogs & derivatives Cytosine - chemical synthesis Cytosine - chemistry DNA - chemical synthesis DNA - chemistry Guanine - analogs & derivatives Guanine - chemical synthesis Guanine - chemistry Molecular Structure Nucleic Acid Conformation Oligonucleotides, Antisense - chemical synthesis Oligonucleotides, Antisense - chemistry Peptide Nucleic Acids - chemical synthesis Peptide Nucleic Acids - chemistry Proline - analogs & derivatives Proline - chemical synthesis Sequence Analysis, DNA Stereoisomerism Thermodynamics Thymine - analogs & derivatives Thymine - chemical synthesis Thymine - chemistry
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Zusammenfassung:	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.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol015546k