Abstract
Unprotected O-acylated serine and O-acylated threonine isopeptides have been synthesized, and their conversion to native tripeptides and tetrapeptides by O-to N-terminus transfer investigated. Ligations involving 8-and 11-membered cyclic transition states are shown experimentally and computationally to be more favorable than intermolecular cross-ligations.
Original language | English (US) |
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Pages (from-to) | 91-106 |
Number of pages | 16 |
Journal | Arkivoc |
Volume | 2014 |
Issue number | 4 |
DOIs | |
State | Published - Feb 10 2014 |
Keywords
- Benzotriazole
- Ligation
- Peptide
- Serine
- Threonine
ASJC Scopus subject areas
- Organic Chemistry