Retro analog concept: comparative study on physico-chemical and biological properties of selected antimicrobial peptides

Damian Neubauer , Maciej Jaśkiewicz , Dorian Migoń , Marta Bauer , Karol Sikora , Emilia Sikorska , Elżbieta Kamysz , Wojciech Kamysz


Increasing drug resistance of common pathogens urgently needs discovery of new effective molecules. Antimicrobial peptides are believed to be one of the possible solutions of this problem. One of the approaches for improvement of biological properties is reversion of the sequence (retro analog concept). This research is based on investigation of antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungi, hemolysis of erythrocytes, interpretation of the circular dichroism spectra, measurement of counter-ion content, and assessment of the peptide hydrophobicity and self-assembly using reversed-phase chromatography. The experiments were conducted using the following peptides: aurein 1.2, CAMEL, citropin 1.1, omiganan, pexiganan, temporin A, and their retro analogs. Among the compounds studied, only retro omiganan showed an enhanced antimicrobial and a slightly increased hemolytic activity as compared to parent molecule. Moreover, retro pexiganan exhibited high activity towards Klebsiella pneumoniae, whereas pexiganan was in general more or equally active against the rest of tested microorganisms. Furthermore, the determined activity was closely related to the peptide hydrophobicity. In general, the reduced hemolytic activity correlates with lower antimicrobial activity. The tendency to self-association and helicity fraction in SDS seems to be correlated. The normalized RP-HPLC—temperature profiles of citropin 1.1 and aurein 1.2, revealed an enhanced tendency to self-association than that of their retro analogs.
Author Damian Neubauer
Damian Neubauer,,
, Maciej Jaśkiewicz
Maciej Jaśkiewicz,,
, Dorian Migoń
Dorian Migoń,,
, Marta Bauer
Marta Bauer,,
, Karol Sikora
Karol Sikora,,
, Emilia Sikorska (FCh / DOCh / PBSB)
Emilia Sikorska,,
- Pracownia Badań Strukturalnych Biopolimerów
, Elżbieta Kamysz (FCh / DMBt / LChBM)
Elżbieta Kamysz,,
- Laboratory of Chemistry of Biological Macromolecules
, Wojciech Kamysz
Wojciech Kamysz,,
Journal seriesAmino Acids, ISSN 0939-4451, (A 25 pkt)
Issue year2017
Publication size in sheets0.8
Keywords in Englishretro analog, antimicrobial peptides, omiganan, pexiganan, CD experiments, peptide hydrophobicity
ASJC Classification1605 Organic Chemistry; 1308 Clinical Biochemistry; 1303 Biochemistry
Languageen angielski
LicenseOther; published final; Uznanie Autorstwa (CC-BY); with publication
Score (nominal)25
ScoreMinisterial score = 25.0, 24-07-2019, ArticleFromJournal
Publication indicators Scopus SNIP (Source Normalised Impact per Paper): 2016 = 1.042; WoS Impact Factor: 2017 = 2.906 (2) - 2017=2.946 (5)
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