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Antibacterial Properties of Glycosylated Surfaces: Variation of the Glucosidal Moiety and Fatty Acid Conformation of Grafted Microbial Glycolipids

preprint
revised on 24.07.2020 and posted on 24.07.2020 by Claire Valotteau, Sophie L. K. W. Roelants, Prabhu Dasaiyan, Susanne Zibek, Michael Günther, Wim Soetaert, Bernd Everaert, Claire-Marie Pradier, Florence Babonneau, Niki Baccile, Vincent Humblot
Glycosylated surfaces can display antimicrobial properties. It has been shown that sophorolipids can be used to develop biocidal coatings against Gram-positive and Gramnegative bacteria, but with a limited efficiency so far. Therefore, it appears necessary to further investigate the surface antibacterial activity of a broader set of structurally related glycolipids.
The present work explores the influence of the glucosidic moiety (gluco-, sophoro-, cellobio-)
and the fatty acid backbone (saturated, cis or trans monounsaturated). We show that the fatty
acid backbone plays an important role: cis derivative of sophorolipids (SL) grafted onto model
gold surfaces has better biocidal properties than saturated (SL0) and trans monounsaturated
(SLt) molecules, which appear to be inefficient. The number of glucose units is also a key factor:
a one-third decrease in antibacterial activity is observed when having one glucose unit (GL)
compared to two (SL).Sugar acetylation (SLa) does not seem to have an impact on the biocidal
properties of surfaces. These results are not limited to sophorolipids, cellobioselipids (CL)
leading to similar antibacterial observations.

Funding

Investissements d’Avenir program under Reference ANR-11-IDEX-0004-02 (Cluster of Excellence MATISSE)

History

Email Address of Submitting Author

niki.baccile@sorbonne-universite.fr

Institution

Sorbonne Université, CNRS

Country

France

ORCID For Submitting Author

0000-0003-3142-3228

Declaration of Conflict of Interest

No conflict of interest to declare

Version Notes

V.0, Submitted version V.1, Amended version

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