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Synthesis of New Chiral Peptide Nucleic Acid (PNA) Monomers by a Simplified Reductive Animation Method
Authors:Bogdan Falkiewicz  Katarzyna Kowalska  Aleksandra S Kolodziejczyk  Kazimierz Wi?niewski  Leszek ?ankiewicz
Institution:1. Faculty of Chemistry , University of Gdańsk , Sobieskiego 18, 80-952, Gdańsk;2. Department of Biotechnology, Faculty of Biotechnology , University of Gdańsk and Medical University of Gdańsk , ul. Kladki 24, 80-822, Gdańsk Fax: E-mail: bogdanf@chemik.chem.univ.gda.pl
Abstract:Abstract

The aim of this work was the preparation of four new peptide nucleic acid (PNA) monomer backbone by reductive animation of Nα-Boc-protected chiral amino aldehydes, derived from Leu, Phe, Tyr(Bzl), and Thr(Bzl), with methyl glycinate. To the crude 2-substituted methyl N-(2-Boc-aminoethyl)glycinates obtained, thymin-1-ylacetic acid was coupled using TBTU procedure in a one-pot reaction. PNA monomers were isolated and characterized.
Keywords:
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