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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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (19), p.4001-4004
Main Authors: Podewin, T, Rampp, M S, Turkanovic, I, Karaghiosoff, K L, Zinth, W, Hoffmann-Röder, A
Format: Article
Language:English
Subjects:
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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Summary: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