A fluorescent probe
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TMA-DPH

Item No. 17294

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N,N-trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)-benzenaminium, 4-methylbenzenesulfonate
CAS Number
115534-33-3
Synonyms
  • N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium (p-toluenesulfonate)
Molecular Formula
C21H24N • C7H7O3S
Formula Weight
461.6
Purity
≥95%
Emission
430 nm
Excitation
355 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 10 mg/mlMethanol: 1 mg/ml
λmax
220, 258, 376 nm
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
InChi Code
InChI=1S/C21H24N.C7H8O3S/c1-22(2,3)21-17-15-20(16-18-21)14-8-5-4-7-11-19-12-9-6-10-13-19;1-6-2-4-7(5-3-6)11(8,9)10/h4-18H,1-3H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1/b5-4+,11-7+,14-8+;
InChi Key
ZKARERKEBVSZCX-VMDDUYISSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $146

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    Product Description

    TMA-DPH is a fluorescent probe used for measuring membrane fluidity in artificial and living membrane systems.1,2,3,4 The cylindrical shape of TMA-DPH confers high sensitivity to reorientation resulting from changes in surrounding lipids. TMA-DPH has excitation and emission maxima at 355 and 430 nm, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Subramanian, V., Knight, J.S., Parelkar, S., et al. Design, synthesis, and biological evaluation of tetrazole analogs of cl-amidine as protein arginine deiminase inhibitors. J. Med. Chem. 58(3), 1337-1344 (2015).

    2. Illinger, D., and Kurhy, J.G. The kinetic aspects of intracellular fluorescence labeling with TMA-DPH support the maturation model for endocytosis in L929 cells. J. Cell Biol. 125(4), 783-794 (1994).

    3. Illinger, D., Duportail, G., Mely, Y., et al. A comparison of the fluorescence properties of TMA-DPH as a probe for plasma membrane and for endocytic membrane. Biochim. Biophys. Acta 1239(1), 58-66 (1995).

    4. Chazotte, B. Labeling the plasma membrane with TMA-DPH. Cold Spring Harb.Protoc. 2011(5), (2011).