| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 25mg |
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| 50mg |
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| Other Sizes |
| ln Vitro |
(Z)-2-decenoic acid (cis-2-decenoic acid) stimulates the dispersion of biofilm microcolonies when given exogenously to Pseudomonas aeruginosa PAO1 biofilms at a native concentration of 2.5 nM [1].
(Z)-2-decenoic acid (also referred to as cis-2-decenoic acid) was identified as an extracellular signal molecule produced by Pseudomonas aeruginosa that induces dispersion of established biofilms and inhibits biofilm development. [1] Exogenously added (Z)-2-decenoic acid at its native concentration of 2.5 nM induced dispersion of P. aeruginosa PAO1 biofilm microcolonies in continuous culture flow cells. [1] In a microtiter plate dispersion bioassay, (Z)-2-decenoic acid showed dispersion-inducing activity against P. aeruginosa biofilms over a concentration range from 1.0 nM to 10 mM. [1] When added to 4-day-old P. aeruginosa biofilms grown in tube reactors, commercially synthesized (Z)-2-decenoic acid induced dispersion with an efficacy of 24.6% (±4.2%). [1] (Z)-2-decenoic acid also induced dispersion in biofilms formed by a range of other microorganisms including Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Streptococcus pyogenes, Bacillus subtilis, Staphylococcus aureus, and the yeast Candida albicans, demonstrating cross-species and cross-kingdom activity. [1] |
|---|---|
| Cell Assay |
Microtiter Plate Dispersion Bioassay: Biofilms were grown on the inside surface of polystyrene microtiter plate wells pre-etched with acetone to enhance cell attachment. Cultures were grown in a semi-batch method with periodic medium replacement to reduce accumulation of endogenous dispersion factors. After 5-7 days of growth, biofilms were treated for 1 hour at 30°C with test samples (e.g., (Z)-2-decenoic acid dissolved in growth medium with 10% ethanol as a carrier) or sterile medium control. The medium containing dispersed cells was then transferred to a new plate, and cell density was measured by optical density at 570 nm (OD₅₇₀). [1]
Biofilm Tube Reactor Assay: P. aeruginosa biofilms were grown in silicone tube reactors under continuous flow for 96 hours. For static treatment, a bolus of medium containing (Z)-2-decenoic acid was injected into the tubing, displacing the reactor volume. After 1 hour of exposure under non-flowing conditions, the liquid fraction containing released cells and the remaining biofilm fraction were collected separately. Cell numbers were determined by OD₆₀₀ measurement or viable plate counts. Dispersion efficacy was calculated as: (number of cells in bulk liquid / (number of cells in bulk liquid + number of cells in biofilm)) × 100%. [1] |
| References | |
| Additional Infomation |
Cis-2-decenoic acid is a 2-decenoic acid with a cis configuration of double bonds.
(Z)-2-decenoic acid is an unsaturated fatty acid (C₁₀) with a cis configuration of double bonds at position 2. [1] Pseudomonas aeruginosa can produce this acid during both batch culture and biofilm culture. [1] Its mechanism of action is thought to be related to inducing a shift of biofilms to a planktonic state, which may be a response to overcrowding or starvation, enabling cells to migrate to more favorable environments. [1] This study hypothesizes that the dispersion response is activated when the concentration of the inducer in biofilm microcolon exceeds a threshold; this occurs when the size of the microcolon limits the diffusion and convection clearance of the signal. [1] The authors believe that using such signals to induce biofilm dispersion before antimicrobial therapy may be a new strategy to overcome biofilm resistance. [1] |
| Molecular Formula |
C₁₀H₁₈O₂
|
|---|---|
| Molecular Weight |
170.25
|
| Exact Mass |
170.13
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| CAS # |
15790-91-7
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| PubChem CID |
5356596
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| Appearance |
Colorless to light yellow liquid
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| Density |
0.9±0.1 g/cm3
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| Boiling Point |
278.6±9.0 °C at 760 mmHg
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| Flash Point |
185.0±9.6 °C
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| Vapour Pressure |
0.0±1.2 mmHg at 25°C
|
| Index of Refraction |
1.462
|
| LogP |
3.99
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| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
7
|
| Heavy Atom Count |
12
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| Complexity |
139
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CCCCCCC/C=C\C(O)=O
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| InChi Key |
WXBXVVIUZANZAU-CMDGGOBGSA-N
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| InChi Code |
InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8+
|
| Chemical Name |
(E)-dec-2-enoic acid
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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 : ~250 mg/mL (~1468.43 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 6.25 mg/mL (36.71 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 62.5 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: ≥ 6.25 mg/mL (36.71 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 62.5 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: ≥ 6.25 mg/mL (36.71 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 | 5.8737 mL | 29.3686 mL | 58.7372 mL | |
| 5 mM | 1.1747 mL | 5.8737 mL | 11.7474 mL | |
| 10 mM | 0.5874 mL | 2.9369 mL | 5.8737 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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