N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium p-toluenesulfonate

Product ID: M1091

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Fluorescent probe for membrane fluidity measurements. Especially useful in the study of monolayer dynamics of lipoproteins and similar analogous systems.

DPH and its derivatives, TMA-DPH (N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium p-toluenesulfonate, and DMA-DPH (1-[4-(Dimethylamino)phenyl]-6-phenylhexatriene, M1088 are cylinder-shaped and have fluorescence emission transition dipoles that are basically aligned parallel to their long molecular axis. As such, they are very sensitive to reorientation resulting from interactions with surrounding lipids. For this reason, they are used in fluorescence polarization studies of rotational motion and for membrane fluidity measurements.

Technical Data
SKU M1091
CAS Number 115534-33-3
Unit Size 5mg
Alternative Names TMA-DPH
Emission Wavelength 430
Detection Method Fluorescence
Molecular Formula C₂₁H₂₄N.C₇H₇O₃S
Molecular Weight 461.62
Soluble In DMF.DMSO, MeOH
Storage Conditions Room Temperature
Notes Ex=355nm

References and Citations


  • Jiang X, Jones S, Andrew BY, Ganti A, Malysheva OV, Giallourou N, Brannon PM, Roberson MS, Caudill MA. (2014) "Choline Inadequacy Impairs Trophoblast Function and Vascularization in Cultured Human Placental Trophoblasts." J. Cell. Physiol., 229: 1016–1027.
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  • "Multidrug resistance in Staphylococcus aureus due to overexpression of a novel multidrug and toxin extrusion(MATE) transport protein." Kaatz, GW, McAleese F, Seo, SM. Antimicrobial Agents and Chemotherapy 49(5): 1857-1864 (2005).
  • "Incorporation of fluorescent probes into PAMAM dendrimers." Domanski DM, Klajnert B, Bryszewska M. Bioelectrochemistry 63(1-2): 193-197 (2004).
  • "Lipid phase separation correlates with activation in platelets during chilling." Tsvetkova NM. Mol Membr Biol 17: 209-18 (2000).
  • "Reversal of multidrug resistance phenotype by surfactants: relationship to membrane lipid fluidity." Dudeja PK, Anderson KM, Harris JS, Buckingham L, Coon JS. Arch Biochem Biophys 319: 309-15 (1995).
  • "Internalization of the lipophilic fluorescent probe trimethylamino-diphenylhexatriene follows the endocytosis and recycling of the plasma membrane in cells." Biochim Biophys Acta 1030: 73-81 (1990).
  • "1-[4-(Trimethylamino)phenyl]-6-phenylhexa-1,3,5-triene:synthesis, fluorescence properties, and use as a fluorescence probe of lipid bilayers." Prendergast FG, Haugland RP, Callahan PJ. Biochemistry 20: 7333-8 (1981).
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