Synthesis of alaninyl and N-(2-aminoethyl)glycinyl amino acid derivatives containing the green fluorescent protein chromophore in their side chains for incorporation into peptides and peptide nucleic acids

Abstract

Artificial amino acids carrying either the chromophore of the Green Fluorescent Protein (GFP) or a modification as their side chains have been synthesized: Boc-protected alaninyl derivatives and Fmoc-protected N-(2-aminoethyl)glycine-functionalized amino acids were obtained and could be applied in solid-phase peptide synthesis. The incorporation of the GFP chromophore into N-(2-aminoethyl)glycine-PNA was achieved and fluorescence was studied as a function of hybridization with complementary DNA. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).