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) |
|---|---|
| Pages (from-to) | 91-106 |
| Number of pages | 16 |
| Journal | Arkivoc |
| Volume | 2014 |
| Issue number | 4 |
| DOIs | |
| State | Published - Feb 10 2014 |
| Externally published | Yes |
Keywords
- Benzotriazole
- Ligation
- Peptide
- Serine
- Threonine
ASJC Scopus subject areas
- Organic Chemistry
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