A naturally occurring brominated furanone covalently modifies and inactivates LuxS

Zang, Tianzhu; Lee, Bobby W.K.; Cannon, Lisa; Ritter, Kathryn A.; Dai, Shujia; Ren, Dacheng; Wood, Thomas K.; Zhou, Zhaohui Sunny

doi:10.1016/j.bmcl.2009.08.095

Cited by 101 publications

(61 citation statements)

References 34 publications

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“…One such furanone, designated C-2 (Table 3), was further characterized mechanistically and was found to covalently modify LuxS, resulting in a single LuxS adduct detectable by mass spectrometry. Matrix-assisted laser desorption ionization (MALDI)-MS results were consistent with the loss of one bromide atom from C-2 following modification of LuxS (147). The mechanisms of the remaining furanone inhibitors were not elucidated.…”

Section: Inhibition Of Ai-2 Productionmentioning

confidence: 95%

“…There has also been a single report of inhibition by covalent modification of LuxS. Bromonated furanones have long been recognized as inhibitors of AHL-mediated quorum sensing in Gram-negative bacteria (see "Furanones" below), and Zang et al identified multiple brominated furanones that inhibited LuxS to various degrees (147). One such furanone, designated C-2 (Table 3), was further characterized mechanistically and was found to covalently modify LuxS, resulting in a single LuxS adduct detectable by mass spectrometry.…”

Section: Inhibition Of Ai-2 Productionmentioning

confidence: 99%

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Exploiting Quorum Sensing To Confuse Bacterial Pathogens

LaSarre

Federle

2013

Microbiol Mol Biol Rev

677

556

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SUMMARY Cell-cell communication, or quorum sensing, is a widespread phenomenon in bacteria that is used to coordinate gene expression among local populations. Its use by bacterial pathogens to regulate genes that promote invasion, defense, and spread has been particularly well documented. With the ongoing emergence of antibiotic-resistant pathogens, there is a current need for development of alternative therapeutic strategies. An antivirulence approach by which quorum sensing is impeded has caught on as a viable means to manipulate bacterial processes, especially pathogenic traits that are harmful to human and animal health and agricultural productivity. The identification and development of chemical compounds and enzymes that facilitate quorum-sensing inhibition (QSI) by targeting signaling molecules, signal biogenesis, or signal detection are reviewed here. Overall, the evidence suggests that QSI therapy may be efficacious against some, but not necessarily all, bacterial pathogens, and several failures and ongoing concerns that may steer future studies in productive directions are discussed. Nevertheless, various QSI successes have rightfully perpetuated excitement surrounding new potential therapies, and this review highlights promising QSI leads in disrupting pathogenesis in both plants and animals.

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Section: Inhibition Of Ai-2 Productionmentioning

confidence: 95%

Section: Inhibition Of Ai-2 Productionmentioning

confidence: 99%

Exploiting Quorum Sensing To Confuse Bacterial Pathogens

LaSarre

Federle

2013

Microbiol Mol Biol Rev

677

556

View full text Add to dashboard Cite

show abstract

“…However, LuxS is also a central metabolic enzyme which plays a crucial role in methionine metabolism [20] and participates in protein, RNA, and DNA synthesis [17], and therefore, the effects observed when its gene is mutated have to be interpreted carefully. Furanones, which are known to inhibit communication based on acyl homoserine lactone (AHL) and AI-2 signals [21], have been reported to affect biofilm formation in S. mutans . A previous study indicated that the biofilm inhibition observed in S. mutans supplemented with the furanone C52 is linked with the interference with AI-2-controlled processes [22].…”

Section: Introductionmentioning

confidence: 99%

Inhibition ofSteptococcus mutansbiofilm formation by extracts ofTenacibaculumsp. 20J, a bacterium with wide-spectrum quorum quenching activity

Muras

Mayer

Romero

et al. 2018

Journal of Oral Microbiology

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Background: Previous studies have suggested the quorum sensing signal AI-2 as a potential target to prevent the biofilm formation by Streptococcus mutans, a pathogen involved in tooth decay. Objective: To obtain inhibition of biofilm formation by S. mutans by extracts obtained from the marine bacterium Tenacibaculum sp. 20J interfering with the AI-2 quorum sensing system. Design: The AI-2 inhibitory activity was tested with the biosensors Vibrio harveyi BB170 and JMH597. S. mutans ATCC25175 biofilm formation was monitored using impedance real-time measurements with the xCELLigence system®, confocal laser microscopy, and the crystal violet quantification method. Results: The addition of the cell extract from Tenacibaculum sp. 20J reduced biofilm formation in S. mutans ATCC25175 by 40–50% compared to the control without significantly affecting growth. A decrease of almost 40% was also observed in S. oralis DSM20627 and S. dentisani 7747 biofilms. Conclusions: The ability of Tenacibaculum sp. 20J to interfere with AI-2 and inhibit biofilm formation in S. mutans was demonstrated. The results indicate that the inhibition of quorum sensing processes may constitute a suitable strategy for inhibiting dental plaque formation, although additional experiments using mixed biofilm models would be required.

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“…Moreover, several naturally occurring brominated furanones were demonstrated to be able to covalently modify and inhibit the LuxS enzyme in a concentration-dependent manner (Zang et al 2009). Lately, several brominated furanone derivatives were synthesised by Benneche and co-workers and investigated for their ability to interfere with QS process using the reporter bacterial strain V. harveyi.…”

Section: Targeting the Ai-2 Synthasesmentioning

confidence: 98%