Ambuic Acid Inhibits the Biosynthesis of Cyclic Peptide Quormones in Gram-Positive Bacteria

Nakayama, Jiro; Uemura, Yumi; Nishiguchi, Kenzo; Yoshimura, Norito; Igarashi, Yasuhiro; Sonomoto, Kenji

doi:10.1128/aac.00995-08

Cited by 101 publications

(89 citation statements)

References 39 publications

(64 reference statements)

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“…The E. faecalis fsr QS system involves the cyclic peptide GBAP, and GBAP biosynthesis is believed to proceed by a mechanism similar to that of the AIP molecules. Although the precise target of ambuic acid remains unknown, the reduction in gelatinase production in E. faecalis cultures by ambuic acid could be counteracted by the addition of exogenous GBAP, indicating that GBAP biosynthesis was inhibited, and further evidence suggests that this occurs posttranslationally (164). Although ambuic acid was also able to inhibit peptide signal production in S. aureus and Listeria innocua, the level and sustainability of inhibition in all species were low (164), indicating that more potent inhibitors will need to be developed prior to testing antivirulence efficacy in vivo.…”

Section: Inhibition Of Peptide Autoinducer Productionmentioning

confidence: 99%

“…More recently, a screen of fungal secondary metabolites for inhibition of QS in E. faecalis revealed that ambuic acid can inhibit the biosynthesis of cyclic peptides in multiple Gram-positive species (164). The E. faecalis fsr QS system involves the cyclic peptide GBAP, and GBAP biosynthesis is believed to proceed by a mechanism similar to that of the AIP molecules.…”

Section: Inhibition Of Peptide Autoinducer Productionmentioning

confidence: 99%

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Exploiting Quorum Sensing To Confuse Bacterial Pathogens

LaSarre

Federle

2013

Microbiol Mol Biol Rev

683

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 Peptide Autoinducer Productionmentioning

confidence: 99%

Section: Inhibition Of Peptide Autoinducer Productionmentioning

confidence: 99%

Exploiting Quorum Sensing To Confuse Bacterial Pathogens

LaSarre

Federle

2013

Microbiol Mol Biol Rev

683

556

View full text Add to dashboard Cite

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“…Low concentrations of EDTA reduced initial cell attachment of L. monocytogenes to polyvinyl chloride without affecting planktonic cell density and inhibited cell-to-cell interactions (12). Quorum sensing in L. innocua was inhibited by natural compounds such as ambuic acid through repression of peptide biosynthesis (34). Thus, natural compounds or small molecules that target mechanisms involved in biofilm formation could be used to prevent their formation on food-contact surfaces.…”

mentioning

confidence: 99%

Small-Molecule Modulators of Listeria monocytogenes Biofilm Development

Nguyen

Wenderska

Chong

et al. 2012

Appl Environ Microbiol

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Listeria monocytogenes is an important food-borne pathogen whose ability to form disinfectant-tolerant biofilms on a variety of surfaces presents a food safety challenge for manufacturers of ready-to-eat products. We developed here a high-throughput biofilm assay for L. monocytogenes and, as a proof of principle, used it to screen an 80-compound protein kinase inhibitor library to identify molecules that perturb biofilm development. The screen yielded molecules toxic to multiple strains of Listeria at micromolar concentrations, as well as molecules that decreased (<50% of vehicle control) or increased (>200%) biofilm formation in a dose-dependent manner without affecting planktonic cell density. Toxic molecules-including the protein kinase C antagonist sphingosine-had antibiofilm activity at sub-MIC concentrations. Structure-activity studies of the biofilm inhibitory compound palmitoyl-D,L-carnitine showed that while Listeria biofilm formation was inhibited with a 50% inhibitory concentration of 5.85 ؎ 0.24 M, D,L-carnitine had no effect, whereas palmitic acid had stimulatory effects. Saturated fatty acids between C 9:0 and C 14:0 were Listeria biofilm inhibitors, whereas fatty acids of C 16:0 or longer were stimulators, showing chain length specificity. De novo-synthesized short-chain acyl carnitines were less effective biofilm inhibitors than the palmitoyl forms. These molecules, whose activities against bacteria have not been previously established, are both useful probes of L. monocytogenes biology and promising leads for the further development of antibiofilm strategies.

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“…Nakayama has worked to identify inhibitors that target the cyclic-peptidemediated QS systems utilized by some Gram-positive bacteria. A large-scale screening of microbial secondary metabolites from extracts of fungi and actinomycetes as well as a library of natural and synthetic compounds has led to the identification of several candidates that can inhibit either the staphylococci agr or the enterococci fsr QS system or both (42,43) (unpublished data). A second approach was used to identify antagonists of the gelatinase biosynthesis-activating pheromone (GBAP) lactone peptide of E. faecalis via reverse alanine-scanning mutagenesis (48).…”

Section: Part 2 New Discoveries About Signaling Pathwaysmentioning

confidence: 99%

Working Together for the Common Good: Cell-Cell Communication in Bacteria

2012

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The 4th ASM Conference on Cell-Cell Communication in Bacteria was held in Miami, FL, from 6 to 9 November 2011. This review highlights three key themes that emerged from the many exciting talks and poster presentations in the area of quorum sensing: sociomicrobiology, signal transduction mechanisms, and interspecies communication. We as humans can learn a lot from our microbial neighbors, who have developed the capacity to work together for the common good through regulatory processes such as quorum sensing (QS). This mechanism of cell-cell communication enables the coordinated expression of a number of "public goods" whose production benefits the population as a whole. At the 4th American Society for Microbiology (ASM) Conference on Cell-Cell Communication in Bacteria (CCCB), held 6 to 9 November 2011 in Miami, FL, researchers from around the globe came to share their latest findings and insights to help further advance the field. The conference was attended by over 175 scientists, from junior to senior ranks, presenting 44 talks and 99 posters. Three broad themes emerged from the conference. First, the concept of sociomicrobiology was emphasized, building from the keynote address given by E. Peter Greenberg. This includes the idea that even in the microbial world, there are some individuals that are cooperative and altruistic while others exhibit detrimental behaviors and cheat. Second, new discoveries about the diverse array of signaling molecules, the receptors for these ligands, and ways to disrupt the signaling pathway were highlighted. This included discussion of some novel technologies for studying microbial signaling processes. Third, our growing understanding of the complexities of interspecies and interkingdom signaling was discussed in the context of both symbiotic and pathogenic relationships involving animals, plants, and microbes. Here we offer a brief synopsis of these three key themes of the conference. PART 1. SOCIOMICROBIOLOGYDuring more than 40 years of research in QS, much has been learned about its mechanistic basis, the individual parts, and their regulatory relationships, but comparatively little is known about its evolutionary and ecological context. Why and under what circumstances is QS an evolutionarily stable strategy, and what is its role under ecologically relevant conditions? A session dedicated to ecology and evolution provided answers to some of these questions. A related session on bacterial development and antibiotic signaling provided insight into the effects of QS on population fitness in well-described microbial model systems.(i) Conceptual framework. Andy Gardner from the University of Oxford, United Kingdom (A. Gardner, CCCB-11, abstr. S7:1), opened the evolution and ecology session with a broad introduction to evolutionary theory and social adaptation (22). He began with basic considerations on "design" by William Paley (British philosopher, 1743 to 1805), who focused on the differences between a rock and a watch. Paley argued that living organisms are more similar to wa...

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Ambuic Acid Inhibits the Biosynthesis of Cyclic Peptide Quormones in Gram-Positive Bacteria

Cited by 101 publications

References 39 publications

Exploiting Quorum Sensing To Confuse Bacterial Pathogens

Exploiting Quorum Sensing To Confuse Bacterial Pathogens

Small-Molecule Modulators of Listeria monocytogenes Biofilm Development

Working Together for the Common Good: Cell-Cell Communication in Bacteria

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