货号 | 13213-1mg |
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.43-oxo-C14:1-Δ7cis-(L)-HSL is a bacterial quorum sensing compound that possesses antimicrobial activity, the ability to inhibit biofilm formation, and exhibits immune suppressive activity.5,6 This compound is structurally related to other 3-oxo-monounsaturated (N-acylated homoserine lactones) AHLs such as 3-oxo-C16:1-Δ11cis-(L)-HSL (Catalog No. 10011238). |
别名 | 3-oxo-C14:1-Δ7cis-(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.Woodard, B. and Saleh, M.A. Three-dimensional quantitative structure activity relationships of quorum-sensing and biofilm inhibitors in gram-negative bacteria. Journal of Environmental Science and Health.Part.B, Pesticides, Food Contaminants, and Agricultural Wastes 43(4), 281-287 (2008). 6.Chhabra, S.R.,Harty, C.,Hooi, D.S.W., et al. Synthetic analogues of the bacterial signal (quorum seensing) molecule N-(3-oxododecanoyl)-L-homoserine lactone as immune modulators. Journal of Medicinal Chemistry 46, 97-104 (2003). | |
运输条件 | Room temperature in continental US; may vary elsewhere |
存放说明 | -20 |
纯度 | ≥98% |
计算分子量 | 323.4 |
分子式 | C18H29NO4 |
CAS号 | 482598-46-9 |
稳定性 | ≥ 1 year |
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