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Utilizing Copper-Mediated Deprotection of Selenazolidine for Cyclic Peptides Synthesis

submitted on 29.09.2019, 10:09 and posted on 01.10.2019, 16:04 by Zhenguang Zhao, Norman Metanis

Selenazoliline (Sez) was originally developed as a masking form of selenocysteine (Sec) for the chemical synthesis of challenging proteins. Here we utilize Sez and our recent reported copper(II)-mediated deprotection for the synthesis of cyclic peptides. This approach allows deprotection, cyclization and deselenization in one-pot, providing several different cyclic peptides in good yields. In addition, the Sec can also be retained, which enhance the oxidative folding of disulfide-rich cyclic proteins, such as the case of Kalata S.


The financial support of Israel Science Foundation (783/18) and ICRF Acceleration Grant is acknowledged.


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The Hebrew University of Jerusalem



ORCID For Submitting Author


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We declare no conflict of interest