Phenazine-1-carboxylic acid
Based on 1 Customer Validation
Phenazine-1-carboxylic acid is an antifungal agent. Additionally, Phenazine-1-carboxylic acid exhibits anticancer activity by inducing apoptosis in cancer cells through the regulation of ROS generation. Phenazine-1-carboxylic acid can upregulate the expression of IL-8 and ICAM-1 while inhibiting the release of RANTES and MCP-1, demonstrating its potential immunomodulatory effects. Phenazine-1-carboxylic acid holds significant research value in the areas of anti-infection, anticancer, and immune response modulation.
For research use only. We do not sell to patients.
- Purity: 99.97%
- CAS No.: 2538-68-3
- Formula: C13H8N2O2
- Molecular Weight:224.21
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| BV-2 | IC50 |
8.4 μM
Compound: 5
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Antineuroinflammatory activity in LPS induced mouse BV-2 cells assessed as inhibition of NO production pretreated for 3 hrs followed by LPS addition and measured after 21 hrs by griess reagent based assay
Antineuroinflammatory activity in LPS induced mouse BV-2 cells assessed as inhibition of NO production pretreated for 3 hrs followed by LPS addition and measured after 21 hrs by griess reagent based assay
|
[PMID: 39140432] |
| HCT-116 | IC50 |
15.6 μM
Compound: 4, Tubermycin B
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Cytotoxicity against human HCT116 cells assessed as growth inhibition after 5 days by hemocytometry
Cytotoxicity against human HCT116 cells assessed as growth inhibition after 5 days by hemocytometry
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[PMID: 23402329] |
Phenazine-1-carboxylic acid (10-100 µM, 24 and 48 hours) can effectively inhibit the proliferation of DU145 cells in a time- and dose-dependent manner[2]. Phenazine-1-carboxylic acid (50 µM, 24 hours) can induce apoptosis in DU145 cells through ROS generation and mitochondrial apoptosis pathways[2]. Phenazine-1-carboxylic acid (50 µM, 36 hours) can upregulate IL-8 and ICAM-1 expression, inhibit RANTES and MCP-1 release, and has potential immunomodulatory activity[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:DU145 prostate cancer cells
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Concentration:10, 25, 50, 75, 100 µM
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Incubation Time:24 and 48 hours
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Result:Inhibited DU145 cell proliferation in a time- and dose-dependent manner, with the highest inhibition at the maximum concentration.
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Cell Line:DU145 prostate cancer cells
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Concentration:50 µM
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Incubation Time:24 hours
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Result:Induced reactive oxygen species (ROS) generation in DU145 cells, causing mitochondrial membrane depolarization and apoptosis.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Zebrafish embryos infected with Vibrio anguillarum[4]
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Dosage:2 µg/mL and 3 µg/mL
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Administration:Added through zebrafish embryo E3 medium, single dose
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Result:Effectively inhibited V. anguillarum infection in zebrafish embryos and increased embryo hatching rate.
Chemical Information
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CAS No. 2538-68-3
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Appearance Solid
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Molecular Weight 224.21
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Formula C13H8N2O2
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Color Light yellow to green yellow
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SMILES
O=C(O)C1=C(N=C(C=CC=C2)C2=N3)C3=CC=C1
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : 5 mg/mL (22.30 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)
Purity & Documentation
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Data Sheet (278 KB)
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SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
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Handling Instructions (2659 KB)
References
[1]. Cimmino A, et al. Phenazine-1-Carboxylic Acid (PCA), Produced for the First Time as an Antifungal Metabolite by Truncatella angustata, a Causal Agent of Grapevine Trunk Diseases (GTDs) in Iran. J Agric Food Chem. 2021 Oct 20;69(41):12143-12147. [Content Brief]
[3]. Denning GM, et al. Phenazine-1-carboxylic acid, a secondary metabolite of Pseudomonas aeruginosa, alters expression of immunomodulatory proteins by human airway epithelial cells. Am J Physiol Lung Cell Mol Physiol. 2003 Sep;285(3):L584-92. [Content Brief]
[4]. Zhang L, et al. Antagonistic activity and mode of action of phenazine-1-carboxylic acid, produced by marine bacterium Pseudomonas aeruginosa PA31x, against Vibrio anguillarum in vitro and in a zebrafish in vivo model[J]. Frontiers in microbiology, 2017, 8: 289. [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 | 4.4601 mL | 22.3005 mL | 44.6010 mL | 111.5026 mL |
| 5 mM | 0.8920 mL | 4.4601 mL | 8.9202 mL | 22.3005 mL | |
| 10 mM | 0.4460 mL | 2.2301 mL | 4.4601 mL | 11.1503 mL | |
| 15 mM | 0.2973 mL | 1.4867 mL | 2.9734 mL | 7.4335 mL | |
| 20 mM | 0.2230 mL | 1.1150 mL | 2.2301 mL | 5.5751 mL |