| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| Other Sizes |
| Targets |
Bacterial quorum-sensing systems (autoinducer receptors). N-3-Oxo-octanoyl-L-homoserine lactone is a bacterial autoinducer, a small diffusible signal molecule used in quorum sensing. It belongs to the N-acyl homoserine lactone (AHL) family of quorum-sensing signals. By binding to cognate receptors in bacteria, it regulates gene expression in response to cell density, controlling phenotypes such as biofilm formation and virulence factor production.
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| ln Vitro |
Pretreatment with 10 μM N-3-Oxo-octanoyl-L-homoserine lactone (3OC8-HSL) for two days significantly inhibits the growth of pathogens in leaves[1]. N-3-Oxo-octanoyl -L-homoserine lactone-treated plants exhibit elevated activity of defense-related enzymes, such as superoxide dismutase, catalase, phenylalanine ammonialyase, and peroxidase[1].
N-3-Oxo-octanoyl-L-homoserine lactone functions as a quorum-sensing signal molecule that activates gene expression in bacteria. As an Agrobacterium autoinducer, it coordinates various bacterial behaviors including biofilm formation, motility, and virulence factor production. The compound is supplied as a crystalline solid with ≥98% purity and is soluble in DMF and DMSO (30 mg/mL). |
| ln Vivo |
In vivo (in bacterial systems), N-3-Oxo-octanoyl-L-homoserine lactone functions as a quorum-sensing signal that regulates bacterial gene expression and behavior. It coordinates diverse prokaryotic processes including biofilm formation, motility, virulence, and cell cycle progression. As a small diffusible signal molecule, it is produced, released, and detected by bacteria to achieve coordinated gene expression at high cell densities.
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| Enzyme Assay |
In vitro receptor binding assays for N-3-Oxo-octanoyl-L-homoserine lactone involve studying its interaction with bacterial quorum-sensing receptors. These assays typically use reporter strains or purified receptor proteins to measure the compound's ability to activate quorum-sensing pathways. The compound's activity as an autoinducer can be quantified using bioluminescent or fluorescent reporter systems where receptor activation leads to measurable signal output.
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| Cell Assay |
Cellular assays for N-3-Oxo-octanoyl-L-homoserine lactone are performed using bacterial reporter strains that respond to AHL signals. Bacteria are treated with the compound, and the activation of quorum-sensing regulated genes is measured using reporter constructs (e.g., lux, gfp, or lacZ fusions). The compound's ability to induce biofilm formation, motility, or virulence factor production can also be assessed in relevant bacterial species.
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| Animal Protocol |
In vivo (in bacterial systems) studies with N-3-Oxo-octanoyl-L-homoserine lactone involve treating bacterial cultures with the compound and assessing quorum-sensing regulated phenotypes. These studies can evaluate the compound's ability to induce biofilm formation, motility, virulence factor production, and other cell density-dependent behaviors. The compound is also used to study quorum-sensing mechanisms and to develop inhibitors that block bacterial communication.
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| ADME/Pharmacokinetics |
N-3-Oxo-octanoyl-L-homoserine lactone has a molecular formula of C12H19NO4 and a molecular weight of 241.28. Its IUPAC name is (S)-3-oxo-N-(2-oxotetrahydrofuran-3-yl)octanamide. The compound is supplied as a crystalline solid with ≥98% purity, soluble in DMF and DMSO (30 mg/mL). It should be stored at -20°C and shipped at room temperature.
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| Toxicity/Toxicokinetics |
No specific toxicity data is available for N-3-Oxo-octanoyl-L-homoserine lactone. As a bacterial quorum-sensing signal molecule, it is not intended for human therapeutic use. The compound is for research use only, and standard safety precautions should be observed when handling.
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| References |
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| Additional Infomation |
According to reports, 3-oxooctanoic acid (2-oxotetrahydrofuran-3-YL)-amide has been found in Azospirillum lipoferum, and relevant data are available.
N-3-Oxo-octanoyl-L-homoserine lactone (CAS#: 147795-39-9) is a bacterial quorum-sensing signal molecule belonging to the N-acyl homoserine lactone (AHL) family. It is an Agrobacterium autoinducer with molecular formula C12H19NO4 and molecular weight 241.28. The compound coordinates bacterial behaviors including biofilm formation, motility, and virulence. It is a research tool for studying bacterial quorum sensing and is not approved for clinical use. |
| Molecular Formula |
C12H19NO4
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|---|---|
| Molecular Weight |
241.28
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| Exact Mass |
241.131
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| CAS # |
147795-39-9
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| PubChem CID |
127293
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| Appearance |
White to off-white solid powder
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| Density |
1.12g/cm3
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| Boiling Point |
490.1ºC at 760mmHg
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| Melting Point |
96-97 ºC (ethyl acetate )
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| Flash Point |
250.2ºC
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| Vapour Pressure |
9.41E-10mmHg at 25°C
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| Index of Refraction |
1.484
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| LogP |
1.738
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
7
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| Heavy Atom Count |
17
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| Complexity |
301
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| Defined Atom Stereocenter Count |
1
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| SMILES |
CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
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| InChi Key |
FXCMGCFNLNFLSH-JTQLQIEISA-N
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| InChi Code |
InChI=1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1
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| Chemical Name |
3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: 100 mg/mL (414.46 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.36 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (10.36 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (10.36 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.1446 mL | 20.7228 mL | 41.4456 mL | |
| 5 mM | 0.8289 mL | 4.1446 mL | 8.2891 mL | |
| 10 mM | 0.4145 mL | 2.0723 mL | 4.1446 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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