4.4 Article

Supramolecular hydrogels for enzymatically triggered self-immolative drug delivery

Journal

TETRAHEDRON
Volume 66, Issue 14, Pages 2614-2618

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.02.033

Keywords

Prodrugs; Supramolecular hydrogels; Enzyme catalysis; Self-assembly; Self-immolation; Drug delivery

Funding

  1. Spanish Ministry of Science and Innovation [CTQ2009-13961]
  2. Universitat Jaume I [P1 1B2007-11, P1 1B2009-42]

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For the first time the combination of self-immolative spacers and supramolecular hydrogels has been tested in enzyme triggered drug release Low-molecular weight drug-gelator conjugates have been prepared, which contain a gel forming lysine moiety linked to model drugs (benzylamme and phenethylamine) through a self-immolating spacer (p-aminobenzyloxycarbonyl) In the presence of trypsin the amide linkage between the gelator moiety and the spacer is hydrolyzed leading to the release of the model drug This approach provides with distinct advantages, such as sustained release or versatility associated to the use of supramolecular hydrogels and self-immolative spacers, respectively (C) 2010 Elsevier Ltd All rights reserved

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