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- W2715698519 endingPage "2007" @default.
- W2715698519 startingPage "2001" @default.
- W2715698519 abstract "Modification of the cross-linker of constrained peptides has recently received considerable attention. Here, we present a versatile approach to modifing the cross-linking tether of chiral-center-induced helical (CIH) peptides via the S-alkylation reaction. The alkylation process displayed high conversion efficiency, selectivity, and substrate tolerance. Notably, although on-tether S-alkylation could lead to a pair of peptide epimers, the major alkylated product retained the helical structure of its helical precursor peptide. This S-alkylation was readily reversible under reductive conditions, which provides a simple method for traceless modification. In addition to expanding the chemical space of CIH peptides, this strategy is the first on-tether modification platform with known retention of the peptides’ original helicity." @default.
- W2715698519 created "2017-06-30" @default.
- W2715698519 creator A5075572333 @default.
- W2715698519 creator A5076959012 @default.
- W2715698519 creator A5090862656 @default.
- W2715698519 date "2017-07-06" @default.
- W2715698519 modified "2023-10-15" @default.
- W2715698519 title "Reversible and Versatile On-Tether Modification of Chiral-Center-Induced Helical Peptides" @default.
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- W2715698519 doi "https://doi.org/10.1021/acs.bioconjchem.7b00321" @default.
- W2715698519 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/28650634" @default.
- W2715698519 hasPublicationYear "2017" @default.
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