Due to inherent rigidity of oligoproline peptides, forcing the C- and N-terminus in proximity for cyclization can be of significant challenge. To address this issue, a cyclization condition involing the help of amphoteric aziridine aldehydes has been developed. This one step cyclization protocol generally proceeds in high yields and goes to completion in relatively short period of time. Despite their cyclic nature, the resulting molecules display spectroscopic characteristics of polyproline II helices. These macrocycles should facilitate systematic studies of various conformational states of polyproline-containing protein regions.
| Identifer | oai:union.ndltd.org:TORONTO/oai:tspace.library.utoronto.ca:1807/31317 |
| Date | 14 December 2011 |
| Creators | Lou, Tiantong |
| Contributors | Yudin, Andrei |
| Source Sets | University of Toronto |
| Language | en_ca |
| Detected Language | English |
| Type | Thesis |
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