Monodansylcadaverine

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Monodansylcadaverine

Monodansylcadaverine | 10121-91-2

Catalog Number A16-0028
Category Lipid Fluorescent Probes
Molecular Formula C17H25N3O2S
Molecular Weight 335.5
Catalog Number Size Price Quantity
A16-0028 -- $--

Product Introduction

Monodansylcadaverine (MDC) is a fluorescent probe that is used for detecting autophagy in the cytoplasm and vacuoles of plants and mammalian cells via marking the autophagosomes. Study revealed that monodansylcadaverine acts as a lysosomotropic agent, being concentrated into acidic compartments by an ion-trapping mechanism, and as a solvent polarity probe, increasing its relative fluorescence intensity by interacting with membrane lipids that are highly concentrated in the autophagic vacuoles.

Chemical Information

Synonyms Dansylcadaverine; MDC; N-(5-aminopentyl)-5-(dimethylamino)-1-naphthalenesulfonamid
Purity ≥95%
Canonical SMILES CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCCN
InChI InChI=1S/C17H25N3O2S/c1-20(2)16-10-6-9-15-14(16)8-7-11-17(15)23(21,22)19-13-5-3-4-12-18/h6-11,19H,3-5,12-13,18H2,1-2H3
InChI Key MLEBFEHOJICQQS-UHFFFAOYSA-N
Appearance Solid Powder
  • Product Specification
  • Application
Storage Store at -20°C

Monodansylcadaverine (MDC) is a fluorescent compound commonly used in biological research to study cellular processes. Structurally, it is known as 5-[N-(5-aminopentyl)amino]-2-(dimethylamino)sulfonylbenzoic acid, which combines the fluorophore dansyl with the compound cadaverine. This allows MDC to be highly fluorescing, enabling researchers to visualize it in cells under a fluorescence microscope. The compound’s ability to permeate cellular membranes and bind to specific intracellular structures makes it particularly useful in studying autophagic activity and protein cross-linking. It fluoresces with a peak emission at around 515 nm when excited with UV light, which can be captured for imaging purposes.

MDC is widely used in research focused on autophagy, a crucial process for maintaining cellular homeostasis through the degradation and recycling of cellular components. Because MDC can label autophagic vacuoles, researchers can visualize and measure autophagic activity in cells. The accumulation of MDC in vacuoles serves as an indicator of autophagic flux, thereby providing insights into the regulation of cellular metabolism and the response to various stressors or pharmaceutical agents. This utility makes it an invaluable tool in studying diseases like cancer and neurodegenerative disorders where autophagy plays a significant role.

Another key application of Monodansylcadaverine is in the study of protein cross-linking and membrane dynamics. MDC has the ability to insert itself into membranes and to covalently bind with transglutaminase substrates, allowing it to act as a cross-linking agent. This property is valuable in the study of cellular architectures and the stability of cellular membranes under different physiological conditions. Researchers employ MDC to investigate the structural integrity of cell membranes, which is essential for understanding cell function, signaling, and the impact of external compounds on membrane stability.

Monodansylcadaverine also finds application in studying apoptosis, the programmed cell death mechanism essential for organismal development and homeostasis. In apoptotic studies, MDC is used to stain apoptotic bodies that form during the process. The fluorescence of MDC helps in the tracking and quantification of apoptosis, providing researchers with a means to assess the efficacy of anti-cancer drugs and treatments that aim to modulate cell death pathways. This application is particularly relevant in pharmaceutical research, where apoptosis is a target for therapeutic intervention.

Finally, MDC’s role in diagnostics and experimental therapeutics is an emerging application area. Its fluorescent properties can be harnessed for developing assays that detect aberrant cellular processes in disease states. In personalized medicine, MDC-based assays may enhance the detection and analysis of specific markers related to autophagy and apoptosis in patient-derived samples, guiding therapeutic decisions. As biotechnology advances, MDC will likely continue to provide insights into cellular processes and assist in the development of diagnostic tools aimed at improving patient outcomes through more tailored treatment strategies.

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