Synthesis of new chiral peptide nucleic acid (PNA) monomers by a simplified reductive amination method

Authors
Falkiewicz, B Kowalska, K Kolodziejczyk, AS Wisniewski, K Lankiewicz, L
Citation
B. Falkiewicz et al., Synthesis of new chiral peptide nucleic acid (PNA) monomers by a simplified reductive amination method, NUCLEOS NUC, 18(3), 1999, pp. 353-361
Citations number
22
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES & NUCLEOTIDES
ISSN journal
07328311 → ACNP
Volume
18
Issue
3
Year of publication
1999
Pages
353 - 361
Database
ISI
SICI code
0732-8311(1999)18:3<353:SONCPN>2.0.ZU;2-M
Abstract
The aim of this work was the preparation of four new peptide nucleic acid ( PNA) monomer backbone by reductive amination of N-alpha-Boc-protected chira l amino aldehydes, derived from Leu, Phe, Tyr(Bzl), and Thr(Bzl), with meth yl glycinate. To the crude 2-substituted methyl N-(2-Boc-aminoethyl)glycina tes obtained, thymin-1-ylacetic acid was coupled using TBTU procedure in a one-pot reaction. PNA monomers were isolated and characterized.