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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)

Sinônimo(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

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

linha de produto

BioReagent

Ensaio

≥96.0% (TLC)

forma

powder

pf

237 °C (dec.) (lit.)

solubilidade

DMF: soluble
DMSO: soluble
methanol: soluble

fluorescência

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

adequação

suitable for fluorescence

cadeia de caracteres 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+;

chave InChI

ZKARERKEBVSZCX-VMDDUYISSA-M

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Aplicação

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.

Outras notas

Probe for membrane fluidity

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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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
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
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
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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