4.5 Article

Sulfation mediates activity of zosteric acid against biofilm formation

Journal

BIOFOULING
Volume 31, Issue 3, Pages 253-263

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/08927014.2015.1034697

Keywords

biofilm inhibition; antifouling; zosteric acid; para-coumaric acid; Escherichia coli; Vibrio natriegens; sulfatase activity

Funding

  1. Volkswagen Foundation

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Zosteric acid (ZA), a metabolite from the marine sea grass Zostera marina, has attracted much attention due to its attributed antifouling (AF) activity. However, recent results on dynamic transformations of aromatic sulfates in marine phototrophic organisms suggest potential enzymatic desulfation of metabolites like ZA. The activity of ZA was thus re-investigated using biofilm assays and simultaneous analytical monitoring by liquid chromatography/mass spectrometry (LC/MS). Comparison of ZA and its non-sulfated form para-coumaric acid (CA) revealed that the active substance was in all cases the non-sulfated CA while ZA was virtually inactive. CA exhibited a strong biofilm inhibiting activity against Escherichia coli and Vibrio natriegens. The LC/MS data revealed that the apparent biofilm inhibiting effects of ZA on V. natriegens can be entirely attributed to CA released from ZA by sulfatase activity. In the light of various potential applications, the (a) biotic transformation of ZA to CA has thus to be considered in future AF formulations.

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