Mixing of peptides and electrophilic traps gives rise to potent, broad-spectrum proteasome inhibitors

Martijn Verdoes; Bogdan I. Florea; Wouter A. van der Linden; Didier Renou; Adrianus M. C. H. van den Nieuwendijk; Gijs A. van der Marel; Herman S. Overkleeft

doi:10.1039/B702268A

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Organic & Biomolecular Chemistry

Issue 9, 2007

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Mixing of peptides and electrophilic traps gives rise to potent, broad-spectrum proteasome inhibitors

Martijn Verdoes , Bogdan I. Florea , Wouter A. van der Linden , Didier Renou , Adrianus M. C. H. van den Nieuwendijk , Gijs A. van der Marel and Herman S. Overkleeft

Org. Biomol. Chem., 2007, 5, 1416-1426

DOI: 10.1039/B702268A
Received 13 Feb 2007, Accepted 08 Mar 2007
First published on the web 23 Mar 2007

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Abstract
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The synthesis and evaluation of hybrid proteasome inhibitors that contain structural elements of the known inhibitors bortezomib, epoxomicin and peptide vinyl sulfones is described. From the panel of 15 inhibitors some structure activity relationships can be deduced with regard to inhibitory activity in relation to peptide recognition element, inhibitor size and nature of the electrophilic trap. Further, the panel contains one of the most potent peptide-based pan-proteasome inhibitors reported to date.

Articles By

Martijn Verdoes
Bogdan I. Florea
Wouter A. van der Linden
Didier Renou
Adrianus M. C. H. van den Nieuwendijk
Gijs A. van der Marel
Herman S. Overkleeft

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Organic & Biomolecular Chemistry

Mixing of peptides and electrophilic traps gives rise to potent, broad-spectrum proteasome inhibitors

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