Antibacterial properties of glycosylated surfaces: variation of the glucosidal moiety and fatty acid conformation of grafted microbial glycolipids

Glycosylated surfaces can display antimicrobial properties. It has been shown that sophorolipids can be used to develop biocidal coatings against Gram-positive and Gram-negative bacteria, but with a limited efficiency so far. Therefore, it appears necessary to further investigate the surface antibac...

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Published inMolecular systems design & engineering Vol. 5; no. 7; pp. 137 - 1316
Main Authors Valotteau, Claire, Roelants, Sophie L. K. V, Dasaiyan, Prabhu, Zibek, Susanne, Günther, Michael, Soetaert, Wim, Everaert, Bernd, Pradier, Claire-Marie, Babonneau, Florence, Baccile, Niki, Humblot, Vincent
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 17.08.2020
Subjects
Acetylation
Acoustics
Backbone
Biocides
Engineering Sciences
Fatty acids
Glucose
Materials
Micro and nanotechnologies
Microelectronics
Microorganisms
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Summary:Glycosylated surfaces can display antimicrobial properties. It has been shown that sophorolipids can be used to develop biocidal coatings against Gram-positive and Gram-negative 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 (SL 0 ) and trans monounsaturated (SL t ) 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 (SL a ) does not seem to have an impact on the biocidal properties of surfaces. These results are not limited to sophorolipids, with cellobioselipids (CL) leading to similar antibacterial observations. Glycosylated surfaces can display antimicrobial properties.
Bibliography:10.1039/d0me00059k
Electronic supplementary information (ESI) available. See DOI
ISSN:2058-9689
2058-9689
DOI:10.1039/d0me00059k