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CAS 126049-72-7

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N-(3-hydroxybutanoyl)homoserine lactone

Description:
N-(3-hydroxybutanoyl)homoserine lactone, commonly referred to as 3-hydroxybutyryl homoserine lactone, is a signaling molecule belonging to the class of acyl-homoserine lactones (AHLs). These compounds are primarily involved in quorum sensing, a communication mechanism used by bacteria to coordinate group behaviors based on population density. This particular AHL features a homoserine lactone ring, which is crucial for its biological activity, and a 3-hydroxybutanoyl acyl chain that influences its signaling properties. The presence of the hydroxyl group enhances its solubility and reactivity, allowing it to interact effectively with bacterial receptors. N-(3-hydroxybutanoyl)homoserine lactone is known to play a role in regulating various physiological processes, including biofilm formation, virulence factor production, and bioluminescence in certain bacterial species. Its structural characteristics contribute to its stability and ability to diffuse across cell membranes, making it an essential component in microbial communication and behavior.
Formula:C8H13NO4
InChI:InChI=1/C8H13NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h5-6,10H,2-4H2,1H3,(H,9,11)
Synonyms:
  • 3-hydroxy-N-(2-oxotetrahydrofuran-3-yl)butanamide
  • Butanamide, 3-hydroxy-N-(tetrahydro-2-oxo-3-furanyl)-
  • N-(3-Hydroxybutanoyl)homoserine lactone
  • Hbhl, vibrio harveyi autoinducer
  • N-(beta-Hydroxybutyryl)homoserine lactone
  • N3-Hbhl
  • HBHSL
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