Design and synthesis of fluorescent pilicides and curlicides: bioactive tools to study bacterial virulence mechanisms.
Bottom Line: To facilitate studies of the interaction between these compounds and the pili and curli assembly systems, fluorescent pilicides and curlicides have been synthesized.This was achieved by using a strategy based on structure-activity knowledge, in which key pilicide and curlicide substituents on the ring-fused dihydrothiazolo 2-pyridone central fragment were replaced by fluorophores.We created fluorescent pilicides and curlicides by introducing coumarin and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) fluorophores at two positions on the peptidomimetic pilicide and curlicide central fragment.
Affiliation: Department of Chemistry, Umeå University, 90187 Umeå, Sweden.Show MeSH
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Mentions: Finally, to study the compounds distribution in a bacterial population, UPEC strain UTI89 was grown under pili-producing conditions (24 h at 37 °C static) with compounds 28 and 34 and examined by fluorescence microscopy (Figure 2). Compounds 28 and 34 appeared to bind bacteria differently, with 34 appearing more punctate and 28 appearing more diffuse. Further experiments are working to examine the reason for these observed differences. We know that even under pilus-inducing conditions, not all bacteria are expressing pili. Thus it is likely that the pilicide is only binding bacteria expressing pili. Experiments are underway to confirm this hypothesis.
Affiliation: Department of Chemistry, Umeå University, 90187 Umeå, Sweden.