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| N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Basic information |
| Product Name: | N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE | | Synonyms: | N-(beta-Oxooctan-1-oyl)-L-homoserine lactone;N-(beta-oxooctan-1-oyl)homoserine lactone;N-(β-Ketooctanoyl)-L-homoserine;(S)-3-oxo-N-(2-oxotetrahydrofuran-3-yl)octanaMide;Octanamide, 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-;3-oxo-C8-HSL;3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide;N-(3-Oxooctanoyl)-L-homoserine la | | CAS: | 147795-39-9 | | MF: | C12H19NO4 | | MW: | 241.28 | | EINECS: | | Product Categories: | | Mol File: | 147795-39-9.mol |
| N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Chemical Properties |
| Melting point | 54-60 °C | | Boiling point | 490.1±45.0 °C(Predicted) | | density | 1.12±0.1 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | chloroform: 50 mg/mL, clear, colorless | | form | white powder | | pka | 11.09±0.46(Predicted) |
| N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Usage And Synthesis |
| Description | Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. 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. 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. In the gram-negative bacterium A. tumefaciens, N-3-oxo-octanoyl-L-homoserine lactone promotes the expression of the transcriptional activator (and LuxR homolog) TraR. | | Uses | N-(3-Oxooctanoyl)-L-homoserine lactone has been used to study the effects of pH, temperature and salinity on extracellular polymeric substances (EPS) of Pseudomonas aeruginosa biofilm. | | Uses | N-3-oxo-octanoyl-L-Homoserine lactone is a reagent that promotes the expression of the transcriptional activator. | | General Description | N-(3-Oxooctanoyl)-L-homoserine lactone is a common quorum sensing (QS) signal. | | Biochem/physiol Actions | N-(3-Oxooctanoyl)-L-homoserine lactone stimulates the tra gene expression. It is an autoinducer and potent antagonist. |
| N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Preparation Products And Raw materials |
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