Home>>Infectious Disease>> Quorum Sensing>>N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone

N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone (Synonyms: 3oxoC14:1Δ7cis(L)HSL, N-3-oxo-tetradec-7(Z)-enoyl-L-HSL)

Catalog No.GC40925

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density.

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N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone Chemical Structure

Cas No.: 482598-46-9

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1mg
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5mg
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10mg
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25mg
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Sample solution is provided at 25 µL, 10mM.

Description of N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone

Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases. AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. 3-oxo-C14:1-δ7cis-(L)-HSL is a bacterial quorum sensing compound that possesses antimicrobial activity, the ability to inhibit biofilm formation, and exhibits immune suppressive activity. This compound is structurally related to other 3-oxo-monounsaturated (N-acylated homoserine lactones) AHLs such as 3-oxo-C16:1-δ11cis-(L)-HSL (Catalog No. 10011238).

Chemical Properties of N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone

Cas No. 482598-46-9 SDF
Synonyms 3oxoC14:1Δ7cis(L)HSL, N-3-oxo-tetradec-7(Z)-enoyl-L-HSL
Canonical SMILES O=C1[C@@H](NC(CC(CCC/C=C\CCCCCC)=O)=O)CCO1
Formula C18H29NO4 M.Wt 323.4
Solubility DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of N-3-oxo-tetradec-7(Z)-enoyl-L-Homoserine lactone

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1 mg 5 mg 10 mg
1 mM 3.0921 mL 15.4607 mL 30.9215 mL
5 mM 0.6184 mL 3.0921 mL 6.1843 mL
10 mM 0.3092 mL 1.5461 mL 3.0921 mL
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