4-(4-(Didecylamino)styryl)-N-methylpyridinium iodide

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4-(4-(Didecylamino)styryl)-N-methylpyridinium iodide

4-(4-(Didecylamino)styryl)-N-methylpyridinium iodide | 95378-73-7

Catalog Number A16-0187
Category Mitochondrial Fluorescent Probes
Molecular Formula C34H55IN2
Molecular Weight 618.732
Catalog Number Size Price Quantity
A16-0187 -- $--

Product Introduction

4-Di-10-ASP is a lipophilic styryl probe, containing a C10 dialkyl chain and inserting into membranes with its two alkyl tails.

Chemical Information

Synonyms 4-Di-10-ASP
IUPAC Name N,N-didecyl-4-[(E)-2-(1-methylpyridin-1-ium-4-yl)ethenyl]aniline;iodide
Canonical SMILES CCCCCCCCCCN(CCCCCCCCCC)C1=CC=C(C=C1)C=CC2=CC=[N+](C=C2)C.[I-]
InChI InChI=1S/C34H55N2.HI/c1-4-6-8-10-12-14-16-18-28-36(29-19-17-15-13-11-9-7-5-2)34-24-22-32(23-25-34)20-21-33-26-30-35(3)31-27-33;/h20-27,30-31H,4-19,28-29H2,1-3H3;1H/q+1;/p-1
InChI Key PPAYPDQCRKDOKR-UHFFFAOYSA-M
Appearance Solid Powder
  • Application

4-(4-(Didecylamino)styryl)-N-methylpyridinium iodide, commonly known as DISC3(5), is a versatile fluorescent dye utilized in various biotechnological realms. Here are four key applications:

Membrane Potential Measurement: Enabling the real-time monitoring of changes in membrane potential across cell membranes, this dye plays a pivotal role in cellular physiology. By exhibiting fluorescence in response to voltage fluctuations, it facilitates the in-depth examination of neuronal activity and cardiac function. This application is essential for unraveling the intricate workings of electrophysiological processes and conducting precise drug-screening assays.

Microbial Viability Assays: Applied in the evaluation of microbial cells' viability and vitality, DISC3(5) stands out for its ability to probe cell membranes and respond to electrochemical gradients. This unique characteristic allows for the discrimination between live and deceased cells, making it an indispensable component of microbiological studies and antibiotic susceptibility testing.

Cellular Imaging: Within fluorescence microscopy, this compound serves as a potent tool for visualizing and analyzing cellular structures and functions. Through its ability to stain specific cellular components, it facilitates high-resolution imaging and quantitative analysis. Researchers leverage this capability to delve into cellular interactions, pathway analysis, and structural biology, enhancing our understanding of cellular dynamics.

Apoptosis Detection: In the realm of programmed cell death research, DISC3(5) emerges as a valuable apoptosis marker. With the capacity to detect changes in membrane potential associated with early apoptosis stages, this dye aids in identifying these crucial alterations. This application plays a critical role in cancer research and drug development, where insights into cell death mechanisms are paramount for advancing therapeutic strategies.

Computed Properties

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 21
Exact Mass 618.34100 g/mol
Monoisotopic Mass 618.34100 g/mol
Topological Polar Surface Area 7.1Ų
Heavy Atom Count 37
Formal Charge 0
Complexity 479
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
WO-2022210833-A1 Method and device for inducing hypometabolic state in subject with disease 2021-03-31
WO-2022189627-A1 Methods for delivering a cargo into a cell 2021-03-12
WO-2022167681-A1 Psma-targeting ligands for multimodal applications 2021-02-08
JP-2021107361-A Preventive or therapeutic agent for cerebral infarction 2019-12-27
EP-3822283-A1 Semaphorin 3a neurodegeneration modulators, compositions and uses thereof 2019-11-15
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