Antibacterial properties of glycosylated surfaces: variation of the glucosidal moiety and fatty acid conformation of grafted microbial glycolipids - Archive ouverte HAL
Journal Articles Molecular Systems Design & Engineering Year : 2020

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

Abstract

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 (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, with cellobioselipids (CL) leading to similar antibacterial observations.
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Dates and versions

hal-03414300 , version 1 (04-11-2021)

Identifiers

  • HAL Id : hal-03414300 , version 1

Cite

Claire Valotteau, Sophie Roelants, Dasaiyan Prabhu, Susanne Zibek, Michael Günther, et al.. Antibacterial properties of glycosylated surfaces: variation of the glucosidal moiety and fatty acid conformation of grafted microbial glycolipids. Molecular Systems Design & Engineering, 2020, 5 (7), pp.1307 - 1316. ⟨hal-03414300⟩
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