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M6390

Supelco

Merocyanine 540

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About This Item

Empirical Formula (Hill Notation):
C26H32N3NaO6S2
CAS Number:
Molecular Weight:
569.67
Beilstein:
3585252
MDL number:
UNSPSC Code:
41116107

mp

285 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

[Na+].CCCCN1C(=O)C(=C\C=C\C=C2/Oc3ccccc3N2CCCS([O-])(=O)=O)\C(=O)N(CCCC)C1=S

InChI

1S/C26H33N3O6S2.Na/c1-3-5-16-28-24(30)20(25(31)29(26(28)36)17-6-4-2)12-7-10-15-23-27(18-11-19-37(32,33)34)21-13-8-9-14-22(21)35-23;/h7-10,12-15H,3-6,11,16-19H2,1-2H3,(H,32,33,34);/q;+1/p-1/b10-7+,23-15-;

InChI key

OSQUFVVXNRMSHL-LTHRDKTGSA-M

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Application

Impermeant fluorescent probe for membrane potential and permeability, photoxidation of the membrane-bound dye differentially modifies membrane permeability.

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R C Meagher et al.
Journal of cellular physiology, 116(1), 118-124 (1983-07-01)
Merocyanine 540 (MC 540) is an impermeant fluorescent dye that binds preferentially to fluidlike domains of the cell membrane. Photoexcitation of membrane-bound dye causes a breakdown of the normal permeability properties of the membrane and, eventually, cell death. We have
K W Kinnally et al.
Biochemistry, 17(16), 3419-3428 (1978-08-08)
A number of cationic or anionic fluorescent dyes were investigated as possible monitors of the membrane potential of rat liver mitochondria, and giant mitochondria isolated from the liver of mice maintained on a diet containing cuprizone. The fluorescence of four

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