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7385-67-3,MFCD00011639
Catalog No.:AA0035BA

7385-67-3 | Nile red

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Purity
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250mg
95%
in stock  
$66.00   $46.00
- +
1g
98%
in stock  
$140.00   $98.00
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5g
98%
in stock  
$528.00   $369.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0035BA
Chemical Name:
Nile red
CAS Number:
7385-67-3
Molecular Formula:
C20H18N2O2
Molecular Weight:
318.3691
MDL Number:
MFCD00011639
SMILES:
CCN(c1ccc2c(c1)oc1c(n2)c2ccccc2c(=O)c1)CC
Properties
Properties
 
BP:
484.7°C at 760 mmHg  
Form:
Solid  
MP:
203-205 °C(lit.)  
Refractive Index:
1.5700 (estimate)  
Solubility:
methanol: soluble1mg/mL  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
564  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
3.8  

Downstream Synthesis Route

[1]Alekseev,N.N.;Gorelenko,A.Ya.;Novikov,L.S.;Tishchenko,I.G.[ChemistryofHeterocyclicCompounds,1985,vol.21,#2,p.231][KhimiyaGeterotsiklicheskikhSoedinenii,1985,vol.21,#2,p.272-273]

[1]Alekseev,N.N.;Gorelenko,A.Ya.;Novikov,L.S.;Tishchenko,I.G.[ChemistryofHeterocyclicCompounds,1985,vol.21,#2,p.231][KhimiyaGeterotsiklicheskikhSoedinenii,1985,vol.21,#2,p.272-273]

[1]Moehlau;Uhlmann[JustusLiebigsAnnalenderChemie,1896,vol.289,p.94]

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Journal: Histochemistry and cell biology 20080501

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Journal: Journal of fluorescence 20080301

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Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20070801

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Journal: Pharmaceutical research 20070501

Title: Fatty acid-induced defects in insulin signalling, in myotubes derived from children, are related to ceramide production from palmitate rather than the accumulation of intramyocellular lipid.

Journal: Journal of cellular physiology 20070401

Title: Sensitive spectroscopic detection of large and denatured protein aggregates in solution by use of the fluorescent dye Nile red.

Journal: Journal of fluorescence 20070301

Title: Detection and characterization of protein aggregates by fluorescence microscopy.

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Title: Membrane localization and dynamics of Nile Red: effect of cholesterol.

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Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

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Journal: European journal of histochemistry : EJH 20070101

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Journal: Methods in molecular biology (Clifton, N.J.) 20070101

Title: Role of SP-1 in SDS-induced adipose differentiation related protein synthesis in human keratinocytes.

Journal: Gene regulation and systems biology 20070101

Title: Fluorescence resonance energy transfer analysis of mitochondrial:lipid association in the porcine oocyte.

Journal: Reproduction (Cambridge, England) 20061201

Title: PDMS absorption of small molecules and consequences in microfluidic applications.

Journal: Lab on a chip 20061201

Title: Nitric oxide-independent lipid metabolism in RAW 264.7 macrophages loaded with oleic acid.

Journal: Cell biology international 20061101

Title: Magnetically assisted and accelerated self-assembly of strawberry-like nano/microparticles.

Journal: The journal of physical chemistry. B 20061012

Title: Lipoplexes formed from sugar-based gemini surfactants undergo a lamellar-to-micellar phase transition at acidic pH. Evidence for a non-inverted membrane-destabilizing hexagonal phase of lipoplexes.

Journal: Biochimica et biophysica acta 20061001

Title: Syntheses and properties of water-soluble Nile Red derivatives.

Journal: The Journal of organic chemistry 20060929

Title: Novel polymeric micelles for hydrophobic drug delivery based on biodegradable poly(hexyl-substituted lactides).

Journal: International journal of pharmaceutics 20060817

Title: A long-wavelength fluorescent glucose biosensor based on bioconjugates of galactose/glucose binding protein and Nile Red derivatives.

Journal: Diabetes technology & therapeutics 20060601

Title: Rapid spectrofluorometric screening of poly-hydroxyalkanoate-producing bacteria from microbial mats.

Journal: International microbiology : the official journal of the Spanish Society for Microbiology 20060601

Title: Nile Red nucleoside: design of a solvatofluorochromic nucleoside as an indicator of micropolarity around DNA.

Journal: The Journal of organic chemistry 20060428

Title: Cationic liposomes in mixed didodecyldimethylammonium bromide and dioctadecyldimethylammonium bromide aqueous dispersions studied by differential scanning calorimetry, Nile Red fluorescence, and turbidity.

Journal: Langmuir : the ACS journal of surfaces and colloids 20060411

Title: Nile Red-adsorbed gold nanoparticle matrixes for determining aminothiols through surface-assisted laser desorption/ionization mass spectrometry.

Journal: Analytical chemistry 20060301

Title: Loading and release of small hydrophobic molecules in multilayer films based on amphiphilic polysaccharides.

Journal: Langmuir : the ACS journal of surfaces and colloids 20060227

Title: Staining and quantification of poly-3-hydroxybutyrate in Saccharomyces cerevisiae and Cupriavidus necator cell populations using automated flow cytometry.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060101

Title: Probing the sequence of conformationally induced polarity changes in the molecular chaperonin GroEL with fluorescence spectroscopy.

Journal: The journal of physical chemistry. B 20051229

Title: Lipid nanoparticles for skin penetration enhancement-correlation to drug localization within the particle matrix as determined by fluorescence and parelectric spectroscopy.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20051210

Title: Probing lysozyme conformation with light reveals a new folding intermediate.

Journal: Biochemistry 20051122

Title: Using nile red-adsorbed gold nanoparticles to locate glutathione within erythrocytes.

Journal: Langmuir : the ACS journal of surfaces and colloids 20051108

Title: Solubilization of hydrophobic molecules in nanoparticles formed by polymer-surfactant interactions.

Journal: Journal of colloid and interface science 20051101

Title: Domain formation in DODAB-cholesterol mixed systems monitored via Nile Red anisotropy.

Journal: Journal of fluorescence 20051101

Title: Localization and movement of mineral oil in plants by fluorescence and confocal microscopy.

Journal: Journal of experimental botany 20051001

Title: Cytosolic lipid droplets increase in size by microtubule-dependent complex formation.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20050901

Title: A new design for light-breakable polymer micelles.

Journal: Journal of the American Chemical Society 20050615

Title: Emulsan quantitation by Nile red quenching fluorescence assay.

Journal: Applied microbiology and biotechnology 20050601

Title: 7-Ketocholesterol favors lipid accumulation and colocalizes with Nile Red positive cytoplasmic structures formed during 7-ketocholesterol-induced apoptosis: analysis by flow cytometry, FRET biphoton spectral imaging microscopy, and subcellular fractionation.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20050401

Title: Photocontrol of protein folding: the interaction of photosensitive surfactants with bovine serum albumin.

Journal: Biochemistry 20050118

Title: Interaction of 2-hydroxy-substituted Nile red fluorescent probe with organic nitrogen compounds.

Journal: Photochemistry and photobiology 20050101

Title: A comparative study of cytoplasmic granules imaged by the real-time microscope, Nile Red and Filipin in fibroblasts from patients with lipid storage diseases.

Journal: Journal of inherited metabolic disease 20050101

Title: Coulombic interactions on the deposition and rotational mobility distributions of dyes in polyelectrolyte multilayer thin films.

Journal: Langmuir : the ACS journal of surfaces and colloids 20041207

Title: Methods to maximise the staining of fungal propagules with fluorescent dyes.

Journal: Journal of microbiological methods 20041201

Title: FRET multiphoton spectral imaging microscopy of 7-ketocholesterol and Nile Red in U937 monocytic cells loaded with 7-ketocholesterol.

Journal: Analytical and quantitative cytology and histology 20041201

Title: Stimuli-responsive supramolecular assemblies of linear-dendritic copolymers.

Journal: Journal of the American Chemical Society 20040929

Title: Structure of microemulsions with gemini surfactant studied by solvatochromic probe and diffusion NMR.

Journal: Journal of colloid and interface science 20040801

Title: Nile red-adsorbed gold nanoparticles for selective determination of thiols based on energy transfer and aggregation.

Journal: Analytical chemistry 20040701

Title: Fluorescence resonance energy transfer-a spectroscopic probe for organized surfactant media.

Journal: Journal of colloid and interface science 20040315

Title: Developmental-stage-specific triacylglycerol biosynthesis, degradation and trafficking as lipid bodies in Plasmodium falciparum-infected erythrocytes.

Journal: Journal of cell science 20040315

Title: Thermal stability and aggregation of sulfolobus solfataricus beta-glycosidase are dependent upon the N-epsilon-methylation of specific lysyl residues: critical role of in vivo post-translational modifications.

Journal: The Journal of biological chemistry 20040312

Title: Oligonucleotide conjugates of Nile Red.

Journal: Nucleosides, nucleotides & nucleic acids 20040101

Title: Induction of adipocyte-like phenotype in human mesenchymal stem cells by hypoxia.

Journal: Stem cells (Dayton, Ohio) 20040101

Title: Ocular drug delivery targeting the retina and retinal pigment epithelium using polylactide nanoparticles.

Journal: Investigative ophthalmology & visual science 20030801

Title: Characterization of lipid in mature enamel using confocal laser scanning microscopy.

Journal: Journal of dentistry 20030701

Title: Skin permeability enhancement by low frequency sonophoresis: lipid extraction and transport pathways.

Journal: Journal of pharmaceutical sciences 20030601

Title: Enhancing vapor sensor discrimination by mimicking a canine nasal cavity flow environment.

Journal: Journal of the American Chemical Society 20030402

Title: Rapid differentiation between short-chain-length and medium-chain-length polyhydroxyalkanoate-accumulating bacteria with spectrofluorometry.

Journal: Journal of microbiological methods 20030401

Title: Effects of phthalic anhydride modification on horseradish peroxidase stability and activity.

Journal: Biotechnology and bioengineering 20030120

Title: Polyunsaturated fatty acids induce cell death in YAC-1 lymphoma by a caspase-3-independent mechanism.

Journal: Anticancer research 20030101

Title: Changes of free cholesterol and neutral lipids after transient focal brain ischemia in rats.

Journal: Acta neurochirurgica. Supplement 20030101

Title: Deformation of lipid droplets in fixed samples.

Journal: Histochemistry and cell biology 20021101

Title: Fluorescent probing of the ligand-binding ability of blood plasma in the acute-phase response.

Journal: Clinical and experimental medicine 20021101

Title: Isolation of purified oocyst walls and sporocysts from Toxoplasma gondii.

Journal: The Journal of eukaryotic microbiology 20020101

Title: Oleic acid-induced PKC isozyme translocation in RAW 264.7 macrophages.

Journal: Journal of cellular biochemistry 20020101

Title: The relationship between 1H-NMR mobile lipid intensity and cholesterol in two human tumor multidrug resistant cell lines (MCF-7 and LoVo).

Journal: Biochimica et biophysica acta 20010330

Title: Adipogenic potential of human adipose derived stromal cells from multiple donors is heterogeneous.

Journal: Journal of cellular biochemistry 20010326

Title: Fluorescent labeling of proteins with nile red and 2-methoxy-2,4-diphenyl-3(2H)-furanone: physicochemical basis and application to the rapid staining of sodium dodecyl sulfate polyacrylamide gels and Western blots.

Journal: Electrophoresis 20010301

Title: Green-light transilluminator for the detection without photodamage of proteins and DNA labeled with different fluorescent dyes.

Journal: Electrophoresis 20010201

Title: 1H NMR-visible mobile lipid domains correlate with cytoplasmic lipid bodies in apoptotic T-lymphoblastoid cells.

Journal: Biochimica et biophysica acta 20010115

Title: Maintenance of differentiated function of the surfactant system in human fetal lung type II epithelial cells cultured on plastic.

Journal: Pediatric pathology & molecular medicine 20010101

Title: Nile Red binding to HepG2 cells: an improved assay for in vitro studies of hepatosteatosis.

Journal: In vitro & molecular toxicology 20010101

Title: Tetracycline-induced steatosis in primary canine hepatocyte cultures.

Journal: Fundamental and applied toxicology : official journal of the Society of Toxicology 19971201

Title: Greenspan P, et al. Nile red: a selective fluorescent stain for intracellular lipid droplets. J Cell Biol. 1985 Mar;100(3):965-73.

Title: Gibrán S Alemán-Nava, et al. How to use Nile Red, a selective fluorescent stain for microalgal neutral lipids. J Microbiol Methods. 2016 Sep;128:74-79.

Title: Wilber Escorcia, et al. Quantification of Lipid Abundance and Evaluation of Lipid Distribution in Caenorhabditis elegans by Nile Red and Oil Red O Staining. J Vis Exp. 2018 Mar 5;(133):57352.

Title: Elizabeth C Pino, et al. Biochemical and high throughput microscopic assessment of fat mass in Caenorhabditis elegans. J Vis Exp. 2013 Mar 30;(73):50180.

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Tags:7385-67-3 Molecular Formula|7385-67-3 MDL|7385-67-3 SMILES|7385-67-3 Nile red