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Synthesis and Structural Studies of Oligoproline Macrocycles

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.

Identiferoai:union.ndltd.org:TORONTO/oai:tspace.library.utoronto.ca:1807/31317
Date14 December 2011
CreatorsLou, Tiantong
ContributorsYudin, Andrei
Source SetsUniversity of Toronto
Languageen_ca
Detected LanguageEnglish
TypeThesis

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