Department of Organic Chemistry and Drug Technology, Faculty of Pharmacy, Wroclaw Medical University, 50-556 Wroclaw, Poland.
Faculty of Chemistry, University of Wroclaw, 50-383 Wroclaw, Poland.
Molecules. 2022 Aug 31;27(17):5612. doi: 10.3390/molecules27175612.
The hybrid peptides consisting of α and β-amino acids show great promise as peptidomimetics that can be used as therapeutic agents. Therefore, the development of new unnatural amino acids and the methods of their incorporation into the peptide chain is an important task. Here, we described our investigation of the possibility of 5-amino-3-methyl-isoxazole-4-carboxylic acid (AMIA) application in the solid phase peptide synthesis. This new unnatural β-amino acid, presenting various biological activities, was successfully coupled to a resin-bound peptide using different reaction conditions, including classical and ultrasonic agitated solid-phase synthesis. All the synthesized compounds were characterized by tandem mass spectrometry. The obtained results present the possibility of the application of this β-amino acid in the synthesis of a new class of bioactive peptides.
由α和β-氨基酸组成的杂合肽作为具有治疗作用的肽模拟物具有很大的应用前景。因此，开发新的非天然氨基酸及其在肽链中的掺入方法是一项重要任务。在这里，我们描述了我们对 5-氨基-3-甲基异恶唑-4-羧酸（AMIA）在固相肽合成中应用的可能性的研究。这种具有多种生物活性的新型非天然β-氨基酸，通过不同的反应条件，包括经典和超声搅拌固相合成，成功地与树脂结合的肽偶联。所有合成的化合物均通过串联质谱进行了表征。所得结果表明，该β-氨基酸有可能用于合成新的一类生物活性肽。
