We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Synthesis of Fmoc-Triazine Amino Acids and Its Application in the Synthesis of Short Antibacterial Peptidomimetics.
- Authors
Gunasekaran, Pethaiah; Kim, Eun Young; Lee, Jian; Ryu, Eun Kyoung; Shin, Song Yub; Bang, Jeong Kyu
- Abstract
To combat the escalating rise of antibacterial resistance, the development of antimicrobial peptides (AMPs) with a unique mode of action is considered an attractive strategy. However, proteolytic degradation of AMPs remains the greatest challenge in their transformation into therapeutics. Herein, we synthesized Fmoc-triazine amino acids that differ from each other by anchoring either cationic or hydrophobic residues. These unnatural amino acids were adopted for solid-phase peptide synthesis (SPPS) to synthesize a series of amphipathic antimicrobial peptidomimetics. From the antimicrobial screening, we found that the trimer, BJK-4 is the most potent short antimicrobial peptidomimetic without showing hemolytic activity and it displayed enhanced proteolytic stability. Moreover, the mechanism of action to kill bacteria was found to be an intracellular targeting.
- Subjects
AMINO acid synthesis; PEPTIDOMIMETICS; PROTEOLYSIS; AMINO acids; SOLID-phase synthesis
- Publication
International Journal of Molecular Sciences, 2020, Vol 21, Issue 10, p3602
- ISSN
1661-6596
- Publication type
Article
- DOI
10.3390/ijms21103602