Synthesis of All-l Cyclic Tetrapeptides Using Pseudoprolines as Removable Turn Inducers

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• 作者：Kelly A. Fairweather ; Nima Sayyadi ; Ian J. Luck ; Jack K. Clegg ; Katrina A. Jolliffe
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：July 16, 2010
• 年：2010
• 卷：12
• 期：14
• 页码：3136-3139
• 全文大小：147K
• 年卷期：v.12,no.14(July 16, 2010)
• ISSN：1523-7052

文摘

Cyclic tetrapeptides have generated great interest because of their broad-ranging biological properties. In order to synthesize these highly strained 12-membered cyclic compounds, a cyclization strategy using pseudoprolines as removable turn inducers has been developed. The pseudoproline derivatives induce a cisoid amide bond in the linear peptide backbone which facilitates cyclization. After cyclization, the turn inducers can be readily removed to afford cyclic tetrapeptides containing serine or threonine residues.