Rotaxane-Based Propeptides: Protection and Enzymatic Release of a Bioactive Pentapeptide

Fernandes, Antony;Viterisi, Aurelien;Coutrot, Frederic;Potok, Stephanie;Papot, Sebastien;et.al.
(2009) Angewandte Chemie (International Edition) — Vol. 48, n° 35, p. 6443-6447 (2009)

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Authors
  • Fernandes, AntonyUCLouvain
    Author
  • Viterisi, AurelienUniversity of Edinburgh
    Author
  • Coutrot, FredericUniversity of Edinburgh
    Author
  • Potok, StephanieUniversity of Edinburgh
    Author
  • Papot, SebastienUniversité de Poitiers
    Author
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Abstract
Ring of protection: A [2]rotaxane 1 protects and selectively releases a bioactive pentapeptide. The rotaxane macrocycle provides a defensive shield that very significantly improves the poor stability of the peptide to both individual peptidases and the cocktail of enzymes present in human plasma. Glycosidase-catalyzed cleavage of a carbohydrate ‘stopper’ in the rotaxane triggers release of the parent peptide
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Fernandes, A., Viterisi, A., Coutrot, F., Potok, S., Leigh, D. A., Aucagne, V., & Papot, S. (2009). Rotaxane-Based Propeptides: Protection and Enzymatic Release of a Bioactive Pentapeptide. Angewandte Chemie (International Edition), 48(35), 6443-6447. https://doi.org/10.1002/anie.200903215 (Original work published 2009)