Cover Picture: 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 (Eur. J. Org. Chem. 6/2007)

✍ Scribed by Thorsten Stafforst; Ulf Diederichsen

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 134 KB
• Volume: 2007
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200790010

✦ Synopsis

Abstract

The cover picture shows a chromophore of the Green Fluorescent Protein, which undergoes fast internal conversion by rotation causing the quenching of its fluorescence in solution. In contrast, the intact protein shows a high fluorescence quantum yield and there is still a need to understand the mechanism of this increase in fluorescence. The restriction of the chromophore's flexibility by simple κ‐stacking was achieved by incorporation of the chromophore into N‐(2‐aminoethyl)glycine‐peptide nucleic acid and by pairing with complementary DNA. Interestingly, fluorescence appeared upon pairing with DNA, even though the fluorescence quantum yield is far below that of the natural counterpart. Details are discussed in the article by T. Stafforst and U. Diederichsen on p. 899 ff.