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Org Lett. 2017 Dec 15;19(24):6490-6493. doi: 10.1021/acs.orglett.7b03085. Epub 2017 Nov 27.

Synthesis of Poly-Ubiquitin Chains Using a Bifunctional Ubiquitin Monomer.

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Department of Chemical Immunology, Leiden University Medical Centre , 2333 ZC Leiden, The Netherlands.
Medical Research Council Laboratory of Molecular Biology , Francis Crick Avenue, Cambridge Biomedical Campus, Cambridge CB2 0QH, United Kingdom.


An optimized large scale and highly reproducible route to orthogonally protected γ-thiolysine is reported. Its utility in the synthesis of bifunctional ubiquitin monomers is demonstrated. These ubiquitin synthons are employed in polymerization reactions giving access to synthetic poly-ubiquitin chains of defined linkage.

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