TMA-DPH is a hydrophobic fluorescent membrane probe (Ex=355 nm; Em=430 nm).

Physicochemical Properties

Molecular Formula	C21H24N+.C7H7O3S-
Molecular Weight	461.61564
Exact Mass	461.202
CAS #	115534-33-3
PubChem CID	5706757
Appearance	Off-white to light brown solid powder
Melting Point	237ºC (dec.)(lit.)
LogP	7.146
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
Heavy Atom Count	33
Complexity	576
Defined Atom Stereocenter Count	0
SMILES	CC1=CC=C(C=C1)S(=O)(=O)[O-].C[N+](C)(C)C1=CC=C(C=C1)/C=C/C=C/C=C/C2=CC=CC=C2
InChi Key	ZKARERKEBVSZCX-VMDDUYISSA-M
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+;
Chemical Name	4-methylbenzenesulfonate;trimethyl-[4-[(1E,3E,5E)-6-phenylhexa-1,3,5-trienyl]phenyl]azanium
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.(2). This product is not stable in solution, please use freshly prepared working solution for optimal results.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

TMA-DPH is quickly absorbed into the plasma membrane upon coming into contact with cells. Lysosomes and very acidic late endosomes are the sites of TMA-DPH concentration [1]. The TMA-DPH fluorescence lifetime exhibits a considerable decrease with increasing concentration, peaking at 6.2±0.2 ns, which is less than the same critical concentration of 2 μM. Above 5 μM, nevertheless, this decline becomes less rapid. The evolution of TMA-DPH fluorescence anisotropy and fluorescence lifespan are comparable. At 0.283±0.003 till 2 μM, it stays steady at first, but at higher concentrations it decreases more slowly, dropping quickly to 0.270±0.003 at 5 μM [2].

References

[1]. 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]. 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. [3]. Plasma membrane fluidity in isolated rat hepatocytes: comparative study using DPH and TMA-DPH as fluorescent probes. J Gastroenterol Hepatol. 1989 May-Jun;4(3):221-7.

Solubility Data

Solubility (In Vitro)

DMSO : ~10 mg/mL (~21.66 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 1 mg/mL (2.17 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 400 μL of PEG300 and mix evenly; then add 50 μL of Tween-80 to the above solution and mix evenly; then add 450 μL of normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 1 mg/mL (2.17 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 3: 1 mg/mL (2.17 mM) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 10.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.1663 mL	10.8314 mL	21.6628 mL
	5 mM	0.4333 mL	2.1663 mL	4.3326 mL
	10 mM	0.2166 mL	1.0831 mL	2.1663 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.