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Tetrahedron Lett. 2008 Jan 07;49(2):335-338. doi: 10.1016/j.tetlet.2007.11.047.

Heterocyclic amines for the construction of peptoid oligomers bearing multi-dentate ligands.

Tetrahedron letters

Galia Maayan, Barney Yoo, Kent Kirshenbaum

Affiliations

  1. Department of Chemistry, New York University, 100 Washington Square East, New York, New York 10003-6688, USA.

PMID: 19759852 PMCID: PMC2744385 DOI: 10.1016/j.tetlet.2007.11.047

Abstract

Peptoids are oligomers of N-substituted glycine that can be readily assembled using haloacetic acids and primary amines as synthons. Here, we report the synthesis and characterization of three new heterocyclic amines, 2-(2,2':6',2''-terpyridine-4'-yloxy) ethylamine, 2-(1,10-phenanthroline-5-yloxy) ethylamine and 8-hydroxy-2-quinolinemethylamine, and their incorporation into a series of different peptoid oligomer sequences. Since the heterocycles are all known to coordinate metal ions, the peptidomimetic products are designed to bind metal species with the potential for applications in catalysis and materials science.

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