Home>>Infectious Disease>> Quorum Sensing>>N-cis-octadec-9Z-enoyl-L-Homoserine lactone

N-cis-octadec-9Z-enoyl-L-Homoserine lactone (Synonyms: C18:1Δ9 cis(L)HSL, N(2oxotetrahydrofuran3Syl) Oleyl Amide)

Catalog No.GC41081

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

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N-cis-octadec-9Z-enoyl-L-Homoserine lactone Chemical Structure

Cas No.: 1400974-23-3

Size Price Stock Qty
5mg
$61.00
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10mg
$116.00
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25mg
$278.00
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50mg
$494.00
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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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Background

Quorum sensing is a regulatory process 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). 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. C18:1-δ9 cis-(L)-HSL is a long-chain AHL that may have antimicrobial activity and thus, might be used to inhibit pathogenesis by regulating bacerial quorum sensing signaling.

Chemical Properties

Cas No. 1400974-23-3 SDF
Synonyms C18:1Δ9 cis(L)HSL, N(2oxotetrahydrofuran3Syl) Oleyl Amide
Canonical SMILES CCCCCCCC/C=C\CCCCCCCC(=O)N[C@H]1CCOC1=O
Formula C22H39NO3 M.Wt 365.6
Solubility DMF: 20 mg/ml,DMSO: 20 mg/ml,DMSO:PBS(pH7.2) 1:1: 0.5 mg/ml,Ethanol: 2 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

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1 mg 5 mg 10 mg
1 mM 2.7352 mL 13.6761 mL 27.3523 mL
5 mM 0.547 mL 2.7352 mL 5.4705 mL
10 mM 0.2735 mL 1.3676 mL 2.7352 mL
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