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Synthesis of a New Chiral Peptide Analogue of DNA Using Ornithine Subunits and Solid‐phase Peptide Synthesis Methodologies
Author(s) -
Lioy Eduardo,
Kessler Horst
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199619960208
Subject(s) - chemistry , solid phase synthesis , nucleobase , peptide synthesis , thymine , peptide , nucleic acid , monomer , combinatorial chemistry , amino acid , stereochemistry , peptide nucleic acid , ornithine , dna , biochemistry , organic chemistry , arginine , polymer
Abstract In this paper we describe the synthesis of chiral peptide nucleic acids (PNAs) 1–3 using SPPS methodologies. Starting material for the monomer units was the commercially available amino acid ornithine. l ‐ or D ‐ornithine and the nucleobase thymine were linked by a carboxymethylene spacer giving the chiral monomers l ‐ 7 and D ‐ 7 . The SPPS was performed according to the Fmoc strategy.