TMA-DPH (Synonyms: N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium (p-toluenesulfonate)) |
Catalog No.GC45058
One-Click Copy Product Info
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TMA-DPH is a hydrophobic fluorescent membrane probe (Ex=355nm; Em=430nm).
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 115534-33-3
Sample solution is provided at 25 µL, 10mM.
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TMA-DPH is a hydrophobic fluorescent membrane probe (Ex=355nm; Em=430nm)[1]. Owing to the additional charged group, TMA-DPH is anchored at the lipid/water interface, reports on a bilayer region, follows the intracellular constitutive membrane traffic, and acts as a membrane marker of the endocytic pathway[1-2]. TMA-DPH is suitable for studies exploring alternative antibiofilm compounds, whose stable fluorescence, combined with the elimination of multiple wash steps, allows for real-time monitoring of biofilm dynamics during treatment, and the TMA-DPH-based approach provides valuable insights into the progression of biofilm disruption and bacterial eradication over time[3].
References:
[1] Illinger D, Kuhry J G. The kinetic aspects of intracellular fluorescence labeling with TMA-DPH support the maturation model for endocytosis in L929 cells[J]. The Journal of cell biology, 1994, 125(4): 783-794.
[2] do Canto A M T M, Robalo J R, Santos P D, et al. Diphenylhexatriene membrane probes DPH and TMA-DPH: A comparative molecular dynamics simulation study[J]. Biochimica et Biophysica Acta (BBA)-Biomembranes, 2016, 1858(11): 2647-2661.
[3] Tchatchiashvili T, Jundzill M, Marquet M, et al. CAM/TMA-DPH as a promising alternative to SYTO9/PI for cell viability assessment in bacterial biofilms[J]. Frontiers in Cellular and Infection Microbiology, 2025, 14: 1508016.
Evaluation of cells using TMA-DPH
This protocol only provides a guideline and should be modified according to your specific needs
1. Stock and dilute solution preparation for staining of cells
(1) Prepare TMA-DPH stock solution (1mM) by dissolving TMA-DPH powder in DMSO.
(2) Dilute the TMA-DPH stock solution with PBS to a final 2µM concentration (working solution).
NOTE: The working solution must be prepared fresh on the day of the experiment.
2. Cell suspension staining
(1) Suspension cells: Centrifuge the cells at 4°C and 1000-1500rpm and discard the supernatant, then add PBS for two washes, each for 5 minutes.
(2) Attached cells: Discard the culture medium, add trypsin to digest the cells. Centrifuge at 4°C and 1000-1500 rpm to discard the supernatant, then add PBS for two washes, each for 5 minutes.
(3) Resuspend the cells with TMA-DPH working solution (2μM), incubate at room temperature in the dark for a short period (e.g. 10 seconds), then immediately transfer the unwashed cells to a plate and observe under a microscope.
3. Cell attachment staining
(1) Discard the culture medium, wash twice with PBS, each for 5 minutes.
(2) Cell plasma membrane staining: Incubate the cells at room temperature with the final concentration of 2μM TMA-DPH for a short period (10 seconds), then transfer the unwashed slide to the microscope for observation.
(3) Cell internalization membrane labeling staining: Transfer the cells to a slide flask, and incubate them at 37°C for the required time according to the experimental needs. After incubation, gently shake the slide in PBS for a few seconds to wash away the peripheral labeling.
Note: The optimal incubation time varies for different experiments. Please modify it according to your experimental requirements.
4. Fluorescence detection: The excitation/emission light of TMA-DPH is 355/430nm.
5. Experimental Precautions
(1) After coming into contact with cells, TMA-DPH should be immediately integrated into the cell membrane and then aggregate in lysosomes and highly acidic late endosomes.
(2) The fluorescence lifetime of TMA-DPH remains constant at a concentration lower than 2μM, being 6.2±0.2ns; when the concentration is higher than 2μM, fluorescence significantly decreases with the increase in concentration; when it exceeds 5μM, the rate of decrease slows down.
(3) Fluorescent dyes all have quenching problems. Please try to avoid light as much as possible to reduce fluorescence quenching.
(4) For your safety and health, please wear laboratory coats and disposable gloves when operating.
(5) This protocol and all reagents are for scientific research use only.
References:
[1] Illinger D, Kuhry J G. The kinetic aspects of intracellular fluorescence labeling with TMA-DPH support the maturation model for endocytosis in L929 cells[J]. The Journal of cell biology, 1994, 125(4): 783-794.
| Cas No. | 115534-33-3 | SDF | |
| Synonyms | N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium (p-toluenesulfonate) | ||
| Chemical Name | N,N,N-trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)-benzenaminium, 4-methylbenzenesulfonate | ||
| Canonical SMILES | C[N+](C)(C)C1=CC=C(/C=C/C=C/C=C/C2=CC=CC=C2)C=C1.CC3=CC=C(S([O-])(=O)=O)C=C3 | ||
| Formula | C21H24N•C7H7O3S | M.Wt | 461.6 |
| Solubility | 1mg/mL in methanol, or in DMF , 10mg/mL in DMSO | Storage | Store at -20°C, protect from light,unstable in solution, ready to use. |
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.1664 mL | 10.8319 mL | 21.6638 mL |
| 5 mM | 433.3 μL | 2.1664 mL | 4.3328 mL |
| 10 mM | 216.6 μL | 1.0832 mL | 2.1664 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL saline, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >95.00% Appearance: A solid
- COA (Certificate of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 26 reference(s) in Google Scholar.)