ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
zhenguang-201909029-NM-final.pdf (878.46 kB)
0/0

Utilizing Copper-Mediated Deprotection of Selenazolidine for Cyclic Peptides Synthesis

preprint
submitted on 29.09.2019 and posted on 01.10.2019 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.

Funding

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

History

Email Address of Submitting Author

metanis@mail.huji.ac.il

Institution

The Hebrew University of Jerusalem

Country

Israel

ORCID For Submitting Author

0000-0002-6373-9318

Declaration of Conflict of Interest

We declare no conflict of interest

Exports