Reversible photocontrol of peptide conformation with a rhodopsin-like photoswitch

  1. Blanco-Lomas, M. 1
  2. Samanta, S. 2
  3. Campos, P.J. 1
  4. Woolley, G.A. 2
  5. Sampedro, D. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 University of Toronto
    info

    University of Toronto

    Toronto, Canadá

    ROR https://ror.org/03dbr7087

Journal:
Journal of the American Chemical Society

ISSN: 0002-7863

Year of publication: 2012

Volume: 134

Issue: 16

Pages: 6960-6963

Type: Article

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DOI: 10.1021/JA301868P PMID: 22482865 SCOPUS: 2-s2.0-84860321920 WoS: WOS:000303139800019 GOOGLE SCHOLAR

More publications in: Journal of the American Chemical Society

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Abstract

Reversible photocontrol of biomolecules requires chromophores that can efficiently undergo large conformational changes upon exposure to wavelengths of light that are compatible with living systems. We designed a benzylidene-pyrroline chromophore that mimics the Schiff base of rhodopsin and can be used to introduce light-switchable intramolecular cross-links in peptides and proteins. This new class of photoswitch undergoes an ∼10 Å change in end-to-end distance upon isomerization and can be used to control the conformation of a target peptide efficiently and reversibly using, alternately, violet (400 nm) and blue (446 nm) light. © 2012 American Chemical Society.