| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 50mg |
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| 100mg |
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| 250mg | |||
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| Targets |
N-(3-Oxohexanoyl)-3-aminodihydro-2(3H)-furanone targets the quorum sensing (QS) system in bacteria, particularly in Vibrio fischeri. It acts as a quorum sensing autoinducer. As an N-acyl homoserine lactone (AHL), it binds to and activates LuxR-type transcription factors, which regulate the expression of genes involved in bioluminescence, virulence, and biofilm formation. This compound is a key signaling molecule in bacterial cell-cell communication.
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| ln Vitro |
N-(ketohexanoyl)-DL-homoserine lactone possesses L and D isomers and is a naturally occurring ligand of Vibrio fischeri [1].
In vitro, N-(3-Oxohexanoyl)-3-aminodihydro-2(3H)-furanone is used as a standard autoinducer to study quorum sensing. It activates LuxR-dependent gene expression in reporter strains. It is a naturally occurring ligand of Vibrio fischeri. The compound's activity is assessed by measuring bioluminescence or reporter gene expression in QS reporter strains. |
| ln Vivo |
In vivo data for this compound are limited to bacterial systems. It is a bacterial signaling molecule and is not used as a therapeutic agent in animals.
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| Enzyme Assay |
In vitro assays for N-(3-Oxohexanoyl)-3-aminodihydro-2(3H)-furanone typically use Vibrio fischeri or Escherichia coli reporter strains carrying lux-based or other QS reporter constructs. The compound is dissolved in DMSO and diluted in culture medium. Bacteria are grown in the presence of varying concentrations of the compound, and bioluminescence or reporter gene expression is measured. EC₅₀ values for QS activation are calculated from dose-response curves.
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| Cell Assay |
For cell-based assays, bacterial reporter strains are cultured in appropriate media and treated with varying concentrations of the compound. Quorum sensing activation is assessed by measuring bioluminescence, fluorescence, or colorimetric reporter signals.
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| Animal Protocol |
In vivo studies with this compound are limited to bacterial systems and are not conducted in animals for therapeutic purposes.
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| ADME/Pharmacokinetics |
N-(3-Oxohexanoyl)-3-aminodihydro-2(3H)-furanone (MW 199.20, C₁₀H₁₅NO₄) is an N-acyl homoserine lactone (AHL). It is a solid. Storage: -20°C. Pharmacokinetic parameters are not applicable as it is a bacterial signaling molecule.
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| Toxicity/Toxicokinetics |
This compound is for research use only and is not intended for human therapeutic applications. Toxicity data are limited. Standard laboratory safety precautions should be followed.
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| References |
[1]. Li SZ, et al. Influence of the d/l configuration of N-acyl-homoserine lactones (AHLs) and analogues on their Lux-R dependent quorum sensing activity. Bioorg Chem. 2018 Apr;77:215-222.
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| Additional Infomation |
N-(3-oxohexanoyl)homoserine lactone is an N-acylhomoserine lactone, a monocarboxylic acid amide formed by the condensation of the carboxyl group of 3-oxohexanoic acid with the amino group of homoserine lactone. It is an N-acylhomoserine lactone and also a secondary amide. Its function is related to 3-oxohexanoic acid. N-(3-oxohexanoyl)homoserine lactone has been reported in Aliivibrio fischeri, and relevant data are available. See also: 6-ethyl-9-oxaergoline (note moved here).
N-(3-Oxohexanoyl)-3-aminodihydro-2(3H)-furanone is a research-grade quorum sensing autoinducer for studying bacterial cell-cell communication. Its primary applications include microbiology, chemical biology, and drug discovery (anti-virulence strategies). The compound is not a drug and has no clinical applications. It is commercially available from various chemical suppliers for research purposes only. |
| Molecular Formula |
C10H15NO4
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|---|---|
| Molecular Weight |
213.2304
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| Exact Mass |
213.1
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| CAS # |
76924-95-3
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| PubChem CID |
119133
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
482.9±45.0 °C at 760 mmHg
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| Flash Point |
245.9±28.7 °C
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| Vapour Pressure |
0.0±1.2 mmHg at 25°C
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| Index of Refraction |
1.486
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| LogP |
-1.17
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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 |
5
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| Heavy Atom Count |
15
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| Complexity |
275
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CCCC(=O)CC(=O)NC1CCOC1=O
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| InChi Key |
YRYOXRMDHALAFL-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)
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| Chemical Name |
3-oxo-N-(2-oxooxolan-3-yl)hexanamide
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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) |
H2O : ~250 mg/mL (~1172.44 mM)
DMSO : ~100 mg/mL (~468.98 mM) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: 50 mg/mL (234.49 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
(Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.6898 mL | 23.4489 mL | 46.8977 mL | |
| 5 mM | 0.9380 mL | 4.6898 mL | 9.3795 mL | |
| 10 mM | 0.4690 mL | 2.3449 mL | 4.6898 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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