Cyclization of Peptides by using Selenolanthionine Bridges

被引:36
作者
de Araujo, Aline Dantas [1 ]
Mobli, Mehdi [1 ]
King, Glenn F. [1 ]
Alewood, Paul F. [1 ]
机构
[1] Univ Queensland, Inst Mol Biosci, St Lucia, Qld 4072, Australia
关键词
lanthionines; peptides; peptide cyclization; selenium; selenocysteine; BIOLOGICAL-ACTIVITIES; SOLID-PHASE; ANALOGS; POTENT; LANTIBIOTICS; DEPROTECTION;
D O I
10.1002/anie.201204229
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Selenocysteine does the job: Lanthionine bridges are important structural elements in naturally occurring lantibiotics. They can be engineered into peptides to increase biological activity and metabolic stability. Macrocyclization of peptides by intramolecular thiolation of cysteine is often difficult but can be achieved by replacing cysteine with the more reactive isosteric selenocysteine amino acid. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10298 / 10302
页数:5
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