| Identification | Back Directory | [Name]
N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE | [CAS]
147795-39-9 | [Synonyms]
3-oxo-C8-HSL
N-(β-Ketooctanoyl)-L-homoserine
N-(3-Oxooctanoyl)-L-homoserine la
3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide
N-(beta-oxooctan-1-oyl)homoserine lactone
N-(beta-Oxooctan-1-oyl)-L-homoserine lactone
(S)-3-oxo-N-(2-oxotetrahydrofuran-3-yl)octanaMide
Octanamide, 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
inhibit,signal,Agrobacterium,Inhibitor,N 3 Oxo octanoyl L homoserine lactone,quorum-sensing,N3OxooctanoylLhomoserine lactone | [Molecular Formula]
C12H19NO4 | [MDL Number]
MFCD08277025 | [MOL File]
147795-39-9.mol | [Molecular Weight]
241.28 |
| Chemical Properties | Back Directory | [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) | [color ]
White to off-white |
| Hazard Information | Back Directory | [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. | [storage]
Store at -20°C |
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Sigma-Aldrich
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https://www.sigmaaldrich.cn |
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