|
|||||
|
|
Facile solid-phase synthesis of head-side chain cyclothiodepsipeptides through a cyclative cleavage from MeDbz-resin |
|
| Authors: | Gerardo A. Acosta Miriam Royo Beatriz G. de la Torre Fernando Albericio |
| Affiliation: | 1. CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, 08028 Barcelona, Spain;2. Department of Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain;3. Combinatorial Chemistry Unit, Barcelona Science Park, Baldiri Reixac 10, 08028 Barcelona, Spain;4. School of Laboratory of Medicine and Medical Sciences, University of KwaZulu-Natal, Durban 4001, South Africa;5. School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa |
| Abstract: | Head to side-chain cyclothiodepsipeptides were conveniently prepared through a cyclative cleavage using the MeDbz linker. Briefly, the peptide sequence was elongated on a MeDbz-Gly-ChemMatrix resin and reacted with 4-nitrophenyl chloroformate, followed by treatment with DIEA to render an activated cyclic N-acyl-N′-methylurea-resin. Removal of the Cys protecting group and further treatment with DIEA allowed the formation of the thiolactone with the concomitant release of the cyclic peptide from the resin. |
| Keywords: | Solid-phase peptide synthesis Cyclic peptides Thiopeptides Thiolactone On resin cyclization |
| 本文献已被 ScienceDirect 等数据库收录！ | |