Journal
CHEMICAL BIOLOGY & DRUG DESIGN
Volume 80, Issue 6, Pages 821-827Publisher
WILEY
DOI: 10.1111/cbdd.12053
Keywords
acyl migration; ligation; molecular modeling; peptide
Funding
- King Abdulaziz University [D006/431]
- University of Florida
- Kenan Foundation
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Unprotected S-acylated cysteine isopeptides containing alpha-, beta- or gamma-amino acid units have been synthesized, and their conversion to native hexapeptides by S- to the N-terminus ligations involving 17-, 18- and 19-membered cyclic transition states have been demonstrated both experimentally and computationally to be more favorable than intermolecular cross-ligations.
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