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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
Author(s) -
Stafforst Thorsten,
Diederichsen Ulf
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600729
Subject(s) - chemistry , chromophore , glycine , green fluorescent protein , amino acid , fluorescence , side chain , peptide , nucleic acid , peptide synthesis , stereochemistry , combinatorial chemistry , biochemistry , organic chemistry , gene , polymer , physics , quantum mechanics
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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)