3091879-75-0

Mito-laurdan bromide Chemical Structure
3091879-75-0

Chemical Structure

Mito-laurdan bromide

  • CAS No.: 3091879-75-0
  • Formula:C46H56BrN2O2P
  • Molecular Weight:779.83

IUPAC Name: (3-(2-((6-dodecanoylnaphthalen-2-yl)(methyl)amino)acetamido)propyl)triphenylphosphonium bromide

InChIKey: UNDRMYINTZWWLU-UHFFFAOYSA-N

SMILES: O=C(CN(C)C1=CC2=CC=C(C(CCCCCCCCCCC)=O)C=C2C=C1)NCCC[P+](C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5.[Br-]

Biological Activity: Mito-laurdan (bromide) is a Fluorescent dye for mitochondrial membrane fluidity and packing measurement. It depends on membrane potential for targeting: it contains a cationic triphenylphosphonium moiety that accumulates at the inner mitochondrial membrane due to the membrane's negative potential, connected via a 3-carbon linker. As a solvatochromic dye derived from Laurdan (HY-D0080), it retains the characteristic mechanism where fluorescence emission shifts based on membrane packing: in more fluid, loosely packed membranes, greater water penetration leads to increased dipolar relaxation and a bathochromic red shift in emission, while more ordered membranes show a blue-shifted emission; these shifts are quantified using generalized polarization, calculated from emission intensities in ordered and disordered spectral windows. Its excitation wavelength is 352 nm, with emission detected in ordered (409-463 nm) and disordered (473-516 nm) spectral windows. It localizes specifically to mitochondria in HeLa cells, showing high signal overlap with MitoTracker Deep Red, and can detect changes in inner mitochondrial membrane fluidity[1].

Cat. No. Product Name Purity Description Pricing
HY-N16300
Mito-laurdan bromide 99% Mito-laurdan (bromide) is a Fluorescent dye for mitochondrial membrane fluidity and packing measurement. It depends on membrane potential for targeting: it contains a cationic triphenylphosphonium moiety that accumulates at the inner mitochondrial membrane due to the membrane's negative potential, connected via a 3-carbon linker. As a solvatochromic dye derived from Laurdan (HY-D0080), it retains the characteristic mechanism where fluorescence emission shifts based on membrane packing: in more fluid, loosely packed membranes, greater water penetration leads to increased dipolar relaxation and a bathochromic red shift in emission, while more ordered membranes show a blue-shifted emission; these shifts are quantified using generalized polarization, calculated from emission intensities in ordered and disordered spectral windows. Its excitation wavelength is 352 nm, with emission detected in ordered (409-463 nm) and disordered (473-516 nm) spectral windows. It localizes specifically to mitochondria in HeLa cells, showing high signal overlap with MitoTracker Deep Red, and can detect changes in inner mitochondrial membrane fluidity.
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