Nile Red

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Nile Red

Nile Red | 7385-67-3

Catalog Number A16-0144
Category Lipid Fluorescent Probes
Molecular Formula C20H18N2O2
Molecular Weight 318.37
Catalog Number Size Price Quantity
A16-0144 -- $--

Product Introduction

Nile Red is an aphotostable and lipophilic stain for intracellular lipids and hydrophobic domains of proteins and also for staining of lysosomal phospholipid inclusions.

Chemical Information

Synonyms Nile Blue A Oxazone
IUPAC Name 9-(diethylamino)benzo[a]phenoxazin-5-one
Canonical SMILES CCN(CC)C1=CC2=C(C=C1)N=C3C4=CC=CC=C4C(=O)C=C3O2
InChI InChI=1S/C20H18N2O2/c1-3-22(4-2)13-9-10-16-18(11-13)24-19-12-17(23)14-7-5-6-8-15(14)20(19)21-16/h5-12H,3-4H2,1-2H3
InChI Key VOFUROIFQGPCGE-UHFFFAOYSA-N
Appearance Solid Powder
  • Product Specification
  • Application
Excitation 552

Nile Red is a hydrophobic fluorescent dye commonly used in biochemical and cellular studies. Here are some key applications of Nile Red:

Lipid Droplet Staining: Nile Red is extensively used for staining lipid droplets in cells, allowing researchers to visualize and quantify lipid accumulation. This is particularly valuable in the study of metabolic disorders, such as obesity and fatty liver disease. By illuminating lipid-rich regions with fluorescence, scientists can evaluate how cellular lipid dynamics respond to various treatments and genetic modifications.

Environmental Monitoring: Nile Red can be used as a fluorescent probe to detect hydrophobic contaminants in environmental samples, such as water and soil. This method is effective in monitoring pollution caused by hydrocarbons, oils, and other hydrophobic pollutants. The sensitivity and specificity of Nile Red make it an excellent tool for assessing environmental health and contamination levels.

Nanoparticle Research: In nanotechnology, Nile Red is employed to characterize the properties and behavior of lipid-based nanoparticles. By incorporating Nile Red into lipid nanoparticles, researchers can visualize and track these particles in biological systems using fluorescence microscopy. This helps in understanding nanoparticle distribution, cellular uptake, and potential applications in drug delivery.

Biological Membrane Studies: Nile Red is useful for investigating the structure and dynamics of biological membranes by partitioning into the lipid bilayer. Its fluorescence properties change in different microenvironments, providing insights into membrane fluidity, phase behavior, and lipid organization. This information is crucial for exploring membrane-associated processes and the effects of various biochemical interactions on membrane integrity.

Computed Properties

XLogP3 3.8
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 3
Exact Mass 318.136827821 g/mol
Monoisotopic Mass 318.136827821 g/mol
Topological Polar Surface Area 41.9Ų
Heavy Atom Count 24
Formal Charge 0
Complexity 564
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
22846507 2012-12-01 Detection of apoptosis through the lipid order of the outer plasma membrane leaflet Biochimica et biophysica acta
23084897 2012-12-01 Aggregate formation and radiolytic degradation of amphiphilic DNA block copolymer possessing disulfide bond Bioorganic & medicinal chemistry letters
22407940 2012-11-01 Lipid biomarkers of glioma cell growth arrest and cell death detected by 1 H magic angle spinning MRS NMR in biomedicine
22985718 2012-11-01 An improved high-throughput Nile red fluorescence assay for estimating intracellular lipids in a variety of yeast species Journal of microbiological methods
22989909 2012-10-15 Novel fluorescent ceramide derivatives for probing ceramidase substrate specificity Bioorganic & medicinal chemistry

Patents

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CN-115226785-A A kind of O/W fat gel and its preparation method and 3D printing application 2022-07-29
CN-115029307-A A method to delay the aging of MSCs 2022-07-28
CN-115212123-A A kind of plant extract composition for inhibiting sebum secretion and its preparation method and application 2022-07-28
CN-115141220-A An Aza-BODIPY compound and its application in nanoparticle tracking in vivo 2022-07-22
CN-115226898-A A kind of bile system of small intestine slow-release erythromycin and its preparation method and application 2022-07-22
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