On-Resin Peptide Cyclization Using the 3-Amino-4-(Methylamino)Benzoic Acid MeDbz Linker
Research output: Chapter in Book/Report/Conference proceeding › Book chapter › Research › peer-review
Cyclic peptides are becoming increasingly important in drug discovery due to their specific binding properties, larger surface area compared to small molecules, and their ready and modular synthetic accessibility. In this protocol, we describe an on-resin, cleavage-inducing cyclization methodology for the synthesis of cyclic thiodepsipeptides and cyclic homodetic peptides using the 3-amino-4-(methylamino)benzoic acid (MeDbz) linker. We further describe three post-cyclization one-pot procedures, which include desulfurization, disulfide bond formation, and S-alkylation of cysteine residues.
Original language | English |
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Title of host publication | Methods in Molecular Biology |
Publisher | Humana Press |
Publication date | 2022 |
Pages | 101-115 |
ISBN (Print) | 978-1-0716-1688-8 |
ISBN (Electronic) | 978-1-0716-1689-5 |
DOIs | |
Publication status | Published - 2022 |
Series | Methods in Molecular Biology |
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Volume | 2371 |
ISSN | 1064-3745 |
Bibliographical note
Funding Information:
This work was supported by a LEO Foundation Open Competition Grant (LF-OC-19-000039).
Publisher Copyright:
© 2022, Springer Science+Business Media, LLC, part of Springer Nature.
- Cyclic peptide, Cysteine modification, Desulfurization, Macrocyclization, Native chemical ligation (NCL), One-pot procedure, Peptide cyclization, Solid-phase peptide synthesis (SPPS), Thiodepsipeptide
Research areas
ID: 289306847