Efficient synthesis of cysteine-rich cyclic peptides through intramolecular native chemical ligation of N-Hnb-Cys peptide crypto-thioesters

Abstract : We herein introduce a straightforward synthetic route to cysteine-containing cyclic peptides based on the intramolecular native chemical ligation of in situ generated thioesters. Key precursors are N-Hnb-Cys crypto-thioesters, easily synthesized by Fmoc-based SPPS. The strategy is applied to a representative range of naturally occurring cyclic disulfide-rich peptide sequences.
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https://hal.archives-ouvertes.fr/hal-01618781
Contributor : Isabelle Frapart <>
Submitted on : Wednesday, October 18, 2017 - 2:57:55 PM
Last modification on : Tuesday, April 2, 2019 - 5:28:02 PM

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Victor Terrier, Agnès F. Delmas, Vincent Aucagne. Efficient synthesis of cysteine-rich cyclic peptides through intramolecular native chemical ligation of N-Hnb-Cys peptide crypto-thioesters. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2017, 15 (2), pp.316 - 319. ⟨10.1039/c6ob02546c⟩. ⟨hal-01618781⟩

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