Synthesis of Amino Acid α-Thioethers and Late-Stage Incorporation into Peptides.
Org Lett
; 24(20): 3680-3685, 2022 05 27.
Article
in En
| MEDLINE
| ID: mdl-35575402
The accelerating discovery of structurally distinct peptide natural products bearing α-thioether cross-links, such as the family of sactipeptide natural products, highlights the need for strategies to synthesize this underexplored functional motif. Herein, we describe the preparation of orthogonally protected, cross-linked amino acid α-thioether building blocks and probe their stability toward conventional solid-phase peptide synthesis. We overcome challenges with linkage lability by developing a late-stage, on-resin approach to α-thioethers, providing important proof-of-principle for sactipeptide synthesis.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Biological Products
/
Amino Acids
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2022
Document type:
Article
Affiliation country:
Australia
Country of publication:
United States