| 货号 | 10011207-5mg |
| 描述 | Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.1 This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production.2 Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases.3 AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family.4 In one of the most-studied quorum-sensing systems in gram-negative bacteria, the LuxI AHL synthase catalyzes the production of N-(β-ketocaproyl)-L-homoserine lactone utilizing S-adenosylmethionine and hexanoyl-acyl carrier protein as reaction substrates in the marine bioluminescence bacterium V. fischeri.5 At increased populations of the bacteria, localized higher concentrations of 3-O-C6-HSL, an endogenous ligand to transcriptional factor LuxR, leads to increased production of both the AHL synthase and proteins responsible for bioluminescence.1 Numerous other species of bacteria also employ N-(β-ketocaproyl)-L-homoserine lactone in cell-to-cell communication.6,7,8,9 |
| 别名 | 3-O-C6-(L)-HSL; |
| 供应商 | Cayman |
| 应用文献 | |
| 1.González, J.E., and Keshavan, N.D. Messing with bacterial quorum sensing. Microbiology and Molecular Biology Reviews 70(4), 859-875 (2006). 2.Gould, T.A.,Herman, J.,Krank, J., et al. Specificity of acyl-homoserine lactone syntheses examined by mass spectrometry. Journal of Bacteriology 188(2), 773-783 (2006). 3.Cegelski, L.,Marshall, G.R.,Eldridge, G.R., et al. The biology and future prospects of antivirulence therapies. Nature Reviews.Microbiology 6(1), 17-27 (2008). 4.Penalver, C.G.N.,Morin, D.,Cantet, F., et al. Methylobacterium extorquens AM1 produces a novel type of acyl-homoserine lactone with a double unsaturated side chain under methylotrophic growth conditions. FEBS Letters 580, 561-567 (2006). 5.Schaefer, A.L.,Val, D.L.,Hanzelka, B.L., et al. Generation of cell-to-cell signals in quorum sensing: Acyl homoserine lactone synthase activity of a purified Vibrio fischeri LuxI protien. Proceedings of the National Academy of Sciences of the United States of America 93, 9505-9509 (1996). 6.Welch, M.,Todd, D.E.,Whitehead, N.A., et al. N-acyl homoserine lactone binding to the CarR receptor determines quorum-sensing specificity in Erwinia. EMBO Journal 19(4), 631-641 (2000). 7.Ortori, C.A.,Atkinson, S.,Chhabra, S.R., et al. Comprehensive profiling of N-acylhomoserine lactones produced by Yersinia pseudotuberculosis using liquid chromatography coupled to hybrid quadrupole-linear ion trap mass spectrometry. Analytical and Bioanalytical Chemistry 387, 497-511 (2007). 8.Toth, I.K.,Newton, J.A.,Hyman, L.J., et al. Potato plants genetically modified to produce N-acylhomoserine lactones increase susceptibility to soft rot erwiniae. Molecular Plant-Microbe Interactions 17(8), 880-887 (2004). 9.Williams, P. Quorum sensing, communication and cross-kingdom signalling in the bacterial world. Microbiology 153, 3923-3938 (2007). | |
| 运输条件 | Room temperature in continental US; may vary elsewhere |
| 存放说明 | -20 |
| 纯度 | ≥95% |
| 计算分子量 | 213.2 |
| 分子式 | C10H15NO4 |
| CAS号 | 143537-62-6 |
| 稳定性 | ≥ 2 years |
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