Naslov
Design and synthesis of novel antimicrobial peptide scaffolds

Autori
Jakas, Andreja ; Vlahoviček-Kahlina, Kristina ; Ljoljić-Bilić, Vanja ; Horvat, Lucija ; Kosalec, Ivan

Izvornik
Bioorganic chemistry (0045-2068) 103 (2020); 104178, 8

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Antimicrobial peptides ; Muramic acid (Mur) ; Sugar amino acid (SAA) ; Solid-phase peptide synthesis ; Peptide library

Sažetak
Muramic acid (Mur), a sugar amino acid (SAA), is present in the cell walls of bacteria as N- acetyl muramic acid (MurNAc) where together with of N-acetylglucosamine (GlcNAc) and peptide makes main building block of peptidoglycan (PGN). It was challenging to incorporate muramic acid as SAA characteristic for bacteria into the peptides and investigate the antimicrobial activity of these scaffolds. Four building units were used in designing the desired peptide: muramic acid, tetrapeptide Leu-Ser-Lys-Leu, Nε-Lys, and Asn. Positions of three components were changeable while the position of Asn was always C-terminal (in linear peptides). The glycopeptide libraries of linear and cyclic peptides were synthesized using solid-phase peptide synthesis (SPPS). The antimicrobial effect of linear and cyclic glycopeptides, as well as the LSKL sequence used as a control, was investigated on several standard laboratory microbial strains. Liner glycopeptide with sequences Leu-Ser-Lys- Leu-Nε-Lys-Mur-Asn was active on Staphylococcus aureus (Gram-positive bacteria). Prepared compounds did not show activity towards applied tumor and normal human cell lines.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija, Biotehnologija

POVEZANOST RADA