TMA-DPH

Names

[ Name ]:
TMA-DPH

[Synonym ]:
TMA-DPH [N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium,p-toluenesulfonate]
4-methylbenzenesulfonate,trimethyl-[4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trienyl]phenyl]azanium
TMA-DPH

Biological Activity

[Description]:

TMA-DPH is a hydrophobic fluorescent membrane probe.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Dye Reagents

Research Areas >> Others

[In Vitro]

In contact with cells, TMA-DPH is instantaneously incorporated into the plasma membrane. TMA-DPH is concentrated in lysosomes and highly acidic late endosomes[1]. The TMA-DPH fluorescence lifetime remains constant, 6.2±0.2 ns, below the same critical concentration of 2 μM, but decreases significantly with higher concentrations. This decrease, however, slows down above 5 μM. The TMA-DPH fluorescence anisotropy displays a similar evolution to the fluorescence lifetime. It is first constant, 0.283±0.003, again until 2 μM, and then decreases rapidly to 0.270±0.003 with 5 μM, continuing to fall, but at a lower rate with higher concentrations[2].

[Cell Assay]

L929 cells in 2 mL DM10F are allowed to adhere on microscope slide flasks. For the observation of plasma membrane labeling, cells are incubated for a short time (10 s) at room temperature with TMA-DPH 2×10-6 M in PBS or in DM10F from a 4×10-3 M stock solution in dimethylformamide. The unwashed slide is then transferred to the microscope and observed. For the labeling of internalized membrane, the cells are incubated in slide flasks at 37°C, with TMA-DPH 2×10-6 M in DM10F for the desired time, and then washed by gently shaking the slide in PBS for a few seconds[1].

[References]

[1]. Illinger D, et al. The kinetic aspects of intracellular fluorescence labeling with TMA-DPH support the maturation model for endocytosis in L929 cells. J Cell Biol. 1994 May;125(4):783-94.

[2]. Illinger D, et al. A comparison of the fluorescence properties of TMA-DPH as a probe for plasma membrane and for endocytic membrane. Biochim Biophys Acta. 1995 Oct 4;1239(1):58-66.

[Related Small Molecules]

Chemical & Physical Properties

[ Melting Point ]:
237ºC (dec.)(lit.)

[ Molecular Formula ]:
C₂₈H₃₁NO₃S

[ Molecular Weight ]:
461.61600

[ Exact Mass ]:
461.20200

[ PSA ]:
65.58000

[ LogP ]:
7.14600

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R61

[ Safety Phrases ]:
53-45

[ RIDADR ]:
NONH for all modes of transport

Articles

Flow Cytometric Fluorescence Anisotropy of Lipophilic Probes in Epidermal and Mesophyll Protoplasts from Water-Stressed Lupinus albus L.

Plant Physiol. 94 , 729, (1990)

The blue emission anisotropy, r, of two lipophilic probes, diphenylhexatriene (DPH) and its trimethyl-ammonium derivative (TMA-DPH), has been measured in foliar Lupinus albus L. protoplasts for the fi...

Interaction of gentamicin polycation with model and cell membranes.

Bioelectrochemistry 87 , 230-235, (2012)

The interaction of positively-charged antibiotic gentamicin with cell membranes was studied to determine if any changes in membrane organization were induced by the drug. Opossum kidney epithelia (OK)...

Membrane fluidity and activity of membrane ATPases in human erythrocytes under the influence of polyhydroxylated fullerene.

Biochim. Biophys. Acta 1828 , 241-248, (2012)

The influence of fullerenol on the activities of human erythrocyte membrane ATPases and the fluidity of the plasma membrane as well as the possibility of fullerenol incorporation into the plasma membr...

Related Compounds

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