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43060

Sigma-Aldrich

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

BioReagent, suitable for fluorescence, ≥96.0% (TLC)

Sinónimos:

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

Fórmula lineal:
C21H24N · C7H7O3S
Número de CAS:
115534-33-3
Peso molecular:
461.62
Número MDL:
MFCD08705740
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
57650140
NACRES:
NA.32

Línea del producto

BioReagent

Ensayo

≥96.0% (TLC)

Formulario

powder

mp

237 °C (dec.) (lit.)

solubilidad

DMF: soluble
DMSO: soluble
methanol: soluble

fluorescencia

λex 355 nm; λem ~430 nm in methanol
λex 355 nm; λem ~430 nm in methanol

idoneidad

suitable for fluorescence

cadena SMILES

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+;

Clave InChI

ZKARERKEBVSZCX-VMDDUYISSA-M

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Aplicación

N,N,N-Trimethyl-4-(6-phenyl-1,3,5-hexatrien-1-yl)phenylammonium p-toluenesulfonate(TMA-DPH) is used as a fluorescence anisotropy probe in lipid membrane structural studies.

Otras notas

Probe for membrane fluidity

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCK0845
BCCH9161
BCCH0630
BCCC4453
BCBW1765

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Jacek Grebowski et al.
Biochimica et biophysica acta, 1828(2), 241-248 (2012-09-20)
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 membrane were investigated. Fullerenol at concentrations up to 150 μg/mL
P Gantet et al.
Plant physiology, 94(2), 729-737 (1990-10-01)
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 first time by flow cytometry. Distinctive values have been obtained for protoplasts of
G Seydlová et al.
Folia microbiologica, 53(4), 303-307 (2008-09-02)
Processes occurring in the cytoplasmic membrane of the surfactin producer Bacillus subtilis were examined during a 3-d cultivation. The fatty acid composition was found to be almost stable within this interval, except for the early stationary phase when the nonbranched
Maria Stasiuk et al.
FEBS letters, 582(25-26), 3607-3613 (2008-10-07)
The effects induced by natural phenolic and resorcinolic lipids on membrane permeability were investigated. All of the compounds tested perturbed the phospholipid bilayer and stabilized erythrocytes against hypoosmotically induced hemolysis. Dipalmitoylphosphatidylcholine liposomes with two preincorporated fluorescent dyes (1-(4-trimethylammoniumphenyl)-6-phenyl-1,3,5-hexatrien p-toluenesulfonate (TMA-DPH)
Eugenia Kovács et al.
Bioelectrochemistry (Amsterdam, Netherlands), 87, 230-235 (2012-04-24)
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) cells were used as models of eukaryotic cells. Two methods were used:

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