2002 nucleic acids nucleic acids U 0700 08 - 250 Synthesis and Binding Aﬃnity of a Chiral PNA Analogue. — The chiral peptide nucleic acid (PNA) monomers (VIII), (XIII), (XVIII), and (XX), containing all four nucleobases, are stereoselectively prepared via the key intermediate (V). The pyrrolidine ring in proline derivative (I) is a suitable unit for mimicking the ribose moiety in DNA. The chiral PNA is designed to be composed of alternated N-aminoethyl-cis-4-nucleobase-L-proline units possessing a tertiary amino structure in each unit. The oligomers are assembled by solid phase peptide synthesis, their binding activity with their complementary DNA targets are investigated. — (LI, YING; JIN, TAO; LIU, KELIANG; Nucleosides, Nucleotides Nucleic Acids 20 (2001) 9, 1705- 1721; Beijing Inst. Pharmacol. Toxicol., Beijing 100850, Peop. Rep. China; EN) 1

ChemInform Abstract: Synthesis and Binding Affinity of a Chiral PNA Analogue

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Page 1: ChemInform Abstract: Synthesis and Binding Affinity of a Chiral PNA Analogue

2002 nucleic acids

nucleic acidsU 0700

08 - 250Synthesis and Binding Affinity of a Chiral PNA Analogue. —The chiral peptide nucleic acid (PNA) monomers (VIII), (XIII), (XVIII),and (XX), containing all four nucleobases, are stereoselectively prepared viathe key intermediate (V). The pyrrolidine ring in proline derivative (I) is asuitable unit for mimicking the ribose moiety in DNA. The chiral PNA isdesigned to be composed of alternated N-aminoethyl-cis-4-nucleobase-L-prolineunits possessing a tertiary amino structure in each unit. The oligomers areassembled by solid phase peptide synthesis, their binding activity with theircomplementary DNA targets are investigated. — (LI, YING; JIN, TAO;LIU, KELIANG; Nucleosides, Nucleotides Nucleic Acids 20 (2001) 9, 1705-1721; Beijing Inst. Pharmacol. Toxicol., Beijing 100850, Peop. Rep. China; EN)