ChemicalBook > CAS DataBase List > N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE

N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE

Product Name
N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE
CAS No.
147795-39-9
Chemical Name
N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE
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;(S)-4-Oxo-N-(2-oxotetrahydrofuran-3-yl)nonanamide;Octanamide, 3-oxo-N-[(3S)-tetrahydro-2-oxo-3-furanyl]-;(S)-4-Oxo-N-(2-oxotetrahydrofuran-3-yl)nonanamide , N-3-Oxo-octanoyl-L-homoserine lactone
CBNumber
CB1504055
Molecular Formula
C12H19NO4
Formula Weight
241.28
MOL File
147795-39-9.mol
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N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Property

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
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O1764
Product name
N-(3-Oxooctanoyl)-L-homoserine lactone
Purity
≥97% (HPLC), white powder
Packaging
10mg
Price
$84.5
Updated
2024/03/01
Sigma-Aldrich
Product number
O1764
Product name
N-(3-Oxooctanoyl)-L-homoserine lactone
Purity
≥97% (HPLC), white powder
Packaging
100mg
Price
$389
Updated
2024/03/01
Cayman Chemical
Product number
10011206
Product name
N-3-oxo-octanoyl-L-Homoserine lactone
Purity
≥98%
Packaging
5mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
10011206
Product name
N-3-oxo-octanoyl-L-Homoserine lactone
Purity
≥98%
Packaging
10mg
Price
$66
Updated
2024/03/01
Cayman Chemical
Product number
10011206
Product name
N-3-oxo-octanoyl-L-Homoserine lactone
Purity
≥98%
Packaging
25mg
Price
$153
Updated
2024/03/01
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N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONE Suppliers

SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
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147795-39-9, N-(3-OXOOCTANOYL)-L-HOMOSERINE LACTONERelated Search:


  • 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
  • inhibit,signal,Agrobacterium,Inhibitor,N 3 Oxo octanoyl L homoserine lactone,quorum-sensing,N3OxooctanoylLhomoserine lactone
  • (S)-4-Oxo-N-(2-oxotetrahydrofuran-3-yl)nonanamide
  • (S)-4-Oxo-N-(2-oxotetrahydrofuran-3-yl)nonanamide , N-3-Oxo-octanoyl-L-homoserine lactone
  • 147795-39-9