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N-octanoyl-L-Homoserine lactone

Catalog No.
C3579
A small signaling molecule that regulates gene expression through quorum sensing.
Grouped product items
SizePriceStock Qty
5mg
$50.00
In stock
10mg
$81.00
In stock
25mg
$171.00
In stock
50mg
$288.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

N-octanoyl-L-Homoserine lactone (CAS No.: 147852-84-4) is a member of the N-acyl-alpha amino acid derivatives and functions as a diffusible quorum-sensing autoinducer predominantly produced by Gram-negative bacteria, where it mediates inter- and intra-species communication by regulating gene expression in a cell density-dependent manner. This signaling molecule interacts with LuxR-type transcriptional regulators, modulating pathways involved in biofilm formation, virulence factor production, and metabolic adaptation, thereby playing a central role in microbial pathogenicity and host–microbe interactions. In vitro studies indicate that such quorum-sensing molecules typically exert biological effects at low micromolar to nanomolar concentrations, influencing bacterial phenotypes without directly affecting growth. N-octanoyl-L-homoserine lactone is widely utilized in microbiology and infection biology research to investigate quorum-sensing mechanisms, screen for quorum-sensing inhibitors, and study bacterial communication networks, particularly in models relevant to chronic infections such as those associated with cystic fibrosis. Additionally, its incorporation into microparticle-based systems has demonstrated potential as an immunomodulatory adjuvant in vaccine research, supporting its emerging role in drug discovery and translational studies aimed at controlling bacterial virulence and improving therapeutic strategies.

Chemical Properties

Physical AppearanceA solid
Storage-20°C
M.Wt227.30
Cas No.147852-84-4
FormulaC12H21NO3
SynonymsC8-HSL; OHL
Solubility≥28.1 mg/mL in DMSO; ≥25.3 mg/mL in EtOH; insoluble in H2O
Chemical Name(S)-N-(2-oxotetrahydrofuran-3-yl)octanamide
Canonical SMILESO=C1OCC[C@@H]1NC(CCCCCCC)=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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