The financial support from the “Cluster de recherche Chimie de la Région Rhône-Alpes” is duly acknowledged. We are grateful to Ignacio Sandoval (CIBEREHD, Madrid, Spain) for his generous gift of a polyclonal antibody anti-ATP7B and to Valérie Nicolas (Plateforme d’Imagerie Cellulaire, Chatenay Malabry, France) for help with confocal analysis.
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Communication
A Sulfur Tripod Glycoconjugate that Releases a High-Affinity Copper Chelator in Hepatocytes†
Article first published online: 14 JUN 2012
DOI: 10.1002/anie.201203255
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Pujol, A. M., Cuillel, M., Jullien, A.-S., Lebrun, C., Cassio, D., Mintz, E., Gateau, C. and Delangle, P. (2012), A Sulfur Tripod Glycoconjugate that Releases a High-Affinity Copper Chelator in Hepatocytes . Angew. Chem. Int. Ed., 51: 7445–7448. doi: 10.1002/anie.201203255
- †
Publication History
- Issue published online: 18 JUL 2012
- Article first published online: 14 JUN 2012
- Manuscript Received: 27 APR 2012
Funded by
- Région Rhône-Alpes
Keywords:
- bioinorganic chemistry;
- cell recognition;
- copper;
- drug delivery;
- glycoconjugates
Released in the cell: Three N-acetylgalactosamine units, which recognize the asialoglycoprotein receptor, were tethered through disulfide bonds to the three coordinating thiol functions of a sulfur tripod ligand that has a high affinity for CuI (see scheme). The resulting glycoconjugate can be considered as a prodrug, because after uptake by hepatic cells the intracellular reducing glutathione (GSH) releases the high-affinity intracellular CuI chelator.