Novel Alkyl Thioether Cyclodextrin Derivatives Against Bacterial Quorum Sensing in Aliivibrio fischeri

Submitting author affiliation:
CycloLab Cyclodextrin R&D Lab. Ltd., Budapest, Hungary

Beilstein Arch. 2023, 20232. https://doi.org/10.3762/bxiv.2023.2.v1

Published 02 Jan 2023

Preprint
This preprint has not been peer-reviewed. When a peer-reviewed version is available, this information will be updated.

Abstract

Aliivibrio fischeri is a heterotrophic marine bacterium capable of bioluminescence which is controlled by quorum sensing. Quorum sensing is a population density dependent communication method for the bacteria to coordinate their activities by producing and detecting low-molecular-weight signal molecules. The effective infectivity of the bacteria is based on various virulence factors controlled by quorum sensing. Cyclodextrins, a family of toroidal-shaped oligosaccharides, reversibly encapsulate in their hydrophobic interior the fatty acid acyl chain of the signal molecules, thus preventing their binding to the receptors and interrupting the bacterial communication consequently the expression of various properties including different virulence factors.

Short-term tests were performed to examine the potential quorum quenching ability of newly prepared cyclodextrin derivatives: α- and β-cyclodextrins monosubstituted with alkylthio moieties. In these derivatives one of the modifiable hydroxyl groups of the cyclodextrin molecule is substituted with an alkylthio group of six, ten, twelve or sixteen carbon atoms. Cyclodextrins at 1.563–12.5 mM concentrations were added to A. fischeri culture in exponential growth phase, then the bioluminescence intensity, the population growth and the cell viability were kept under systematic review.

According to our results, the cyclodextrins have inhibitory effect on the quorum sensing system of A. fischeri, the alkylthio-substitution improves this effect compared to the native molecules and the length of the alkyl chain has significant influence on the quorum quenching efficiency.

Keywords: Aliivibrio fischeri; alkyl thioether cyclodextrins; bioluminescence; quorum sensing; quorum quenching

Supporting Information

Format: DOCX Size: 14.0 KB   Download

How to Cite

When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Fenyvesi, E.; Berkl, Z.; Ligethy, L.; Fekete-Kertész, I.; Csizmazia, M.; Malanga, M.; Puskás, I.; Szőcs, L.; Varga, E.; Szente, L.; Molnár, M. Beilstein Arch. 2023, 20232. doi:10.3762/bxiv.2023.2.v1

Download citation
Download RIS (Reference Manager) Download BIB (BIBTEX)

© 2023 Fenyvesi et al.; licensee Beilstein-Institut.
This is an open access work licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-archives.org/xiv/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this work could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.

OTHER BEILSTEIN-INSTITUT OPEN SCIENCE ACTIVITIES