Photocontrolled chignolin-derived β-hairpin peptidomimetics

The synthesis of novel, chignolin-derived peptides comprising the azobenzene photoswitch [3-(3-aminomethyl)phenylazo]phenylacetic acid (AMPP) is reported. Reversible photoswitching behavior led to folding into β-hairpin-like structures, as unequivocally demonstrated by CD, FT-IR and NMR spectroscopy...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (19), p.4001-4004
Hauptverfasser:	Podewin, T, Rampp, M S, Turkanovic, I, Karaghiosoff, K L, Zinth, W, Hoffmann-Röder, A
Format:	Artikel
Sprache:	eng
Schlagworte:	Acetic Acid - chemistry Amino Acid Sequence Dichroism Folding Fourier transforms Infrared spectroscopy NMR spectroscopy Oligopeptides - chemistry Peptides Peptidomimetics - chemistry Photochemical Processes Protein Structure, Secondary Synthesis
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Beschreibung
Zusammenfassung:	The synthesis of novel, chignolin-derived peptides comprising the azobenzene photoswitch [3-(3-aminomethyl)phenylazo]phenylacetic acid (AMPP) is reported. Reversible photoswitching behavior led to folding into β-hairpin-like structures, as unequivocally demonstrated by CD, FT-IR and NMR spectroscopy.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c4cc10304a