N-[(3S)-2-Oxotetrahydro-3-furanyl]undecanamide
Modify Date: 2024-04-15 17:00:15
![N-[(3S)-2-Oxotetrahydro-3-furanyl]undecanamide Structure](https://www.chemsrc.com/caspic/066/216596-71-3.png)
N-[(3S)-2-Oxotetrahydro-3-furanyl]undecanamide structure
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Common Name | N-[(3S)-2-Oxotetrahydro-3-furanyl]undecanamide | ||
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| CAS Number | 216596-71-3 | Molecular Weight | 269.380 | |
| Density | 1.0±0.1 g/cm3 | Boiling Point | 475.8±34.0 °C at 760 mmHg | |
| Molecular Formula | C15H27NO3 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 241.5±25.7 °C | |
Use of N-[(3S)-2-Oxotetrahydro-3-furanyl]undecanamideQuorum 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. C11-HSL has a rare odd-numbered acyl carbon chain and may be a minor quorum-sensing signaling molecule in Pseudomonas aeruginosa strains. |
| Name | N-undecanoyl-L-Homoserine lactone |
|---|---|
| Synonym | More Synonyms |
| 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. C11-HSL has a rare odd-numbered acyl carbon chain and may be a minor quorum-sensing signaling molecule in Pseudomonas aeruginosa strains. |
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| Related Catalog |
| Density | 1.0±0.1 g/cm3 |
|---|---|
| Boiling Point | 475.8±34.0 °C at 760 mmHg |
| Molecular Formula | C15H27NO3 |
| Molecular Weight | 269.380 |
| Flash Point | 241.5±25.7 °C |
| Exact Mass | 269.199097 |
| PSA | 55.40000 |
| LogP | 2.62 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.477 |
| N-[(3S)-2-Oxotetrahydro-3-furanyl]undecanamide |
| Undecanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]- |