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T0775

Sigma-Aldrich

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

≥95%

Synonym(s):

1,6-Diphenyl-1,3,5-hexatriene-4′-trimethylammonium tosylate, 1-(4-Trimethylammoniophenyl)-6-phenyl-1,3,5-hexatriene p-toluenesulfonate, 4′-(Trimethylammonio)diphenylhexatriene p-toluenesulfonate, TMA-DPH

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About This Item

Linear Formula:
C21H24N · C7H7O3S
CAS Number:
115534-33-3
Molecular Weight:
461.62
MDL number:
MFCD08705740
UNSPSC Code:
12352211
PubChem Substance ID:
24899913
NACRES:
NA.25

Assay

≥95%

mp

237 °C (dec.) (lit.)

fluorescence

λex 355 nm; λem ~430 nm in methanol

storage temp.

−20°C

SMILES string

Cc1ccc(cc1)S([O-])(=O)=O.C[N+](C)(C)c2ccc(\C=C\C=C\C=C\c3ccccc3)cc2

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

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Biochem/physiol Actions

Lipid marker for endocytosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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J G Kuhry et al.
Cell biophysics, 5(2), 129-140 (1983-06-01)
Fluorescence intensity measurements and fluorescence microscopy data showed that TMA-DPH (trimethylammonium diphenylhexatriene), a cationic derivative of the fluorescence polarization probe DPH, has a considerably different behavior in L929 cultured cells than does its parent molecule. In contrast to DPH, it
D Illinger et al.
Biology of the cell, 71(3), 293-296 (1991-01-01)
The fluorescent hydrophobic plasma membrane probe, trimethylamino-diphenylhexatriene (TMA-DPH) was previously shown to follow the plasma membrane throughout its internalization and recycling process and thus to behave as a marker for endo- and exocytosis in living cell systems. In this paper
Belén Yélamos et al.
Bio-protocol, 8(23), e3108-e3108 (2018-12-05)
In order to study the mechanism underlying the Hepatitis C Virus (HCV) fusion process we have performed assays using phospholipid liposomes and a truncated form of E2 protein, E2661 (amino acids 384-661 of the HCV polyprotein) lacking the transmembrane region.

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