N-(3-Oxohexanoyl)-L-homoserine lactone
Based on 1 Customer Validation
N-(3-Oxohexanoyl)-L-homoserine lactone (OHHL; N-(3-Oxohexanoyl)homoserine lactone) is a specific agonist of LuxR-type transcription factor CarR with a Kd of 1.8 μM. N-(3-Oxohexanoyl)-L-homoserine lactone activates CarR by inducing protein multimerization, promoting its binding to target DNA sequences in the carR-carA intergenic region, thereby upregulating the transcription of carbapenem biosynthesis genes. N-(3-Oxohexanoyl)-L-homoserine lactone acts as a quorum sensing signal molecule, enabling bacteria to coordinate the production of carbapenem antibiotics in a cell density-dependent manner. N-(3-Oxohexanoyl)-L-homoserine lactone is used to study bacterial quorum sensing mechanisms, especially the secondary metabolism and virulence factor regulatory pathways of Erwinia carotovora and Yersinia enterocolitica.
For research use only. We do not sell to patients.
- Purity: 99.76%
- CAS No.: 143537-62-6
- Formula: C10H15NO4
- Molecular Weight:213.23
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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HY-133685
N-Hexanoyl-L-homoserine lactone
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HY-124237A
N-Octanoyl-L-homoserine lactone
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HY-114816
N-Butanoyl-L-homoserine lactone
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HY-136409
N-Decanoyl-L-homoserine lactone
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HY-114544A
N-3-oxo-dodecanoyl-L-homoserine lactone
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HY-133685R
N-Hexanoyl-L-homoserine lactone (Standard)
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HY-124237AR
N-Octanoyl-L-homoserine lactone (Standard)
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HY-15763
Erastin
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HY-Y0320
Dimethyl sulfoxide, meets analytical specification of Ch.P.
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HY-118697
N-dodecanoyl-L-Homoserine lactone
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HY-108700
N-3-Oxo-octanoyl-L-homoserine lactone
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HY-116536
N-3-Oxo-tetradecanoyl-L-homoserine lactone
Biological Activity
N-(3-Oxohexanoyl)-L-homoserine lactone (3-oxo-C6-HSL) (25 μM; 5 h) significantly enhances the resistance of CarR protein to trypsin in limited protease digestion experiments[1].
N-(3-Oxohexanoyl)-L-homoserine lactone (73.3 μM; 1 h) induces CarR to form a high molecular weight complex with target DNA and enhanced the binding efficiency[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 143537-62-6
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Appearance Solid
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Molecular Weight 213.23
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Formula C10H15NO4
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Color Off-white to light yellow
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SMILES
CCCC(CC(N[C@@H]1C(OCC1)=O)=O)=O
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Synonyms
OHHL; N-(3-Oxohexanoyl)homoserine lactone
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 100 mg/mL (468.98 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (11.72 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (11.72 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (273 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Welch M, et al. N-acyl homoserine lactone binding to the CarR receptor determines quorum-sensing specificity in Erwinia. EMBO J. 2000 Feb 15;19(4):631-41. [Content Brief]
[2]. Bainton NJ, et al. N-(3-oxohexanoyl)-L-homoserine lactone regulates carbapenem antibiotic production in Erwinia carotovora. Biochem J. 1992 Dec 15;288 ( Pt 3)(Pt 3):997-1004. [Content Brief]
[3]. Jacobi CA, et al. Detection of N-(3-oxohexanoyl)-L-homoserine lactone in mice infected with Yersinia enterocolitica serotype O8. Infect Immun. 2003 Nov;71(11):6624-6. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 4.6898 mL | 23.4489 mL | 46.8977 mL | 117.2443 mL |
| 5 mM | 0.9380 mL | 4.6898 mL | 9.3795 mL | 23.4489 mL | |
| 10 mM | 0.4690 mL | 2.3449 mL | 4.6898 mL | 11.7244 mL | |
| 15 mM | 0.3127 mL | 1.5633 mL | 3.1265 mL | 7.8163 mL | |
| 20 mM | 0.2345 mL | 1.1724 mL | 2.3449 mL | 5.8622 mL | |
| 25 mM | 0.1876 mL | 0.9380 mL | 1.8759 mL | 4.6898 mL | |
| 30 mM | 0.1563 mL | 0.7816 mL | 1.5633 mL | 3.9081 mL | |
| 40 mM | 0.1172 mL | 0.5862 mL | 1.1724 mL | 2.9311 mL | |
| 50 mM | 0.0938 mL | 0.4690 mL | 0.9380 mL | 2.3449 mL | |
| 60 mM | 0.0782 mL | 0.3908 mL | 0.7816 mL | 1.9541 mL | |
| 80 mM | 0.0586 mL | 0.2931 mL | 0.5862 mL | 1.4656 mL | |
| 100 mM | 0.0469 mL | 0.2345 mL | 0.4690 mL | 1.1724 mL |
N-(3-Oxohexanoyl)-L-homoserine lactone Related Classifications
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