Wydział Chemii

Urszula Bąchor

Agnieszka Lizak

Remigiusz Bąchor

Marcin Mączyński

2022

Molecules

27

5612/1-5612/14

10.3390/molecules27175612

Naukowa

Angielski

Artykuł

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.

non-proteinogenic amino acid, α/β-mixed peptides, β-amino acids, peptide synthesis, isoxazole, ESI-MS

CC-BY

http://dx.doi.org/10.3390/molecules27175612

http://www.mdpi.com/journal/metals