177158-21-3

177158-21-3 structure
177158-21-3 structure
  • Name: N-[(3S)-2-Oxotetrahydro-3-furanyl]nonanamide
  • Chemical Name: N-nonanoyl-L-Homoserine lactone
  • CAS Number: 177158-21-3
  • Molecular Formula: C13H23NO3
  • Molecular Weight: 241.327
  • Catalog: Research Areas Others
  • Create Date: 2017-03-02 23:46:14
  • Modify Date: 2024-01-08 18:38:50
  • Quorum sensing is a regulatory system used by bacteria to control gene expression in response to increased cell density. This regulatory process manifests itself in a variety of phenotypes, including biofilm formation and virulence factor production. Coordinated gene expression is achieved through the production, release and detection of small diffusible signaling molecules called autoinducers. N-acylated homoserine lactones (AHLs) comprise a class of such autoinducers, each of which generally consists of a fatty acid coupled to a homoserine lactone (HSL). Modulation of bacterial quorum-sensing signaling systems to suppress pathogenesis represents a new approach to antimicrobial therapy for infectious diseases. AHLs differ in acyl length (C4-C18), C3 substitution (hydrogen, hydroxyl, or oxo group), and the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signaling specificity through the affinity of the LuxR family of transcriptional regulators. C9-HSL is a rare odd-numbered acyl carbon chain produced by wild-type Erwinia carotovora strain SCC 3193 grown in nutrient-rich Luria-Bertani broth (LB) medium.

Name N-nonanoyl-L-Homoserine lactone
Synonyms Nonanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
N-[(3S)-2-Oxotetrahydro-3-furanyl]nonanamide
Description Quorum sensing is a regulatory system used by bacteria to control gene expression in response to increased cell density. This regulatory process manifests itself in a variety of phenotypes, including biofilm formation and virulence factor production. Coordinated gene expression is achieved through the production, release and detection of small diffusible signaling molecules called autoinducers. N-acylated homoserine lactones (AHLs) comprise a class of such autoinducers, each of which generally consists of a fatty acid coupled to a homoserine lactone (HSL). Modulation of bacterial quorum-sensing signaling systems to suppress pathogenesis represents a new approach to antimicrobial therapy for infectious diseases. AHLs differ in acyl length (C4-C18), C3 substitution (hydrogen, hydroxyl, or oxo group), and the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signaling specificity through the affinity of the LuxR family of transcriptional regulators. C9-HSL is a rare odd-numbered acyl carbon chain produced by wild-type Erwinia carotovora strain SCC 3193 grown in nutrient-rich Luria-Bertani broth (LB) medium.
Related Catalog
Density 1.0±0.1 g/cm3
Boiling Point 456.8±34.0 °C at 760 mmHg
Molecular Formula C13H23NO3
Molecular Weight 241.327
Flash Point 230.0±25.7 °C
Exact Mass 241.167801
PSA 55.40000
LogP 1.55
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.476