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72485

Sigma-Aldrich

Nile Red

Nile Red

for microscopy

Synonym(s):

Nile Blue A Oxazone

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About This Item

Empirical Formula (Hill Notation):
C20H18N2O2
CAS Number:
Molecular Weight:
318.37
Beilstein:
279110
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.32
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grade

for microscopy

Quality Level

form

crystals

mp

203-205 °C (lit.)

λmax

553 nm

SMILES string

CCN(CC)c1ccc2N=C3C(Oc2c1)=CC(=O)c4ccccc34

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

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General description

Nile Red is a phenoxazone dye.[1] It is an important stain, which is used to detect intracellular lipid droplets[2] and proteins.[3] Nile Red detects lysosomes and lysosome-related organelles, like gut granules in C. elegans intestinal cells.[4] It exhibits strong fluorescence enhancement and is used for staining SDS (sodium dodecyl sulphate) gels.[1]

Application

Nile Red has been used:
  • as a fluorescent dye for staining fat by confocal scanning laser microscopy (CSLM)[5][6][7]
  • to label nanoparticles (NPs)[8]
  • for lipid analysis[9]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Importance of intrinsic properties of dense caseinate dispersions for structure formation
Manski JM, et al.
Biomacromolecules, 8(11), 3540-3547 (2007)
Labeling nanoparticles: Dye leakage and altered cellular uptake
Snipstad S, et al.
Cytometry. Part A : the Journal of the International Society For Analytical Cytology, 91(8), 760-766 (2017)
Influence of process parameters on formation of fibrous materials from dense calcium caseinate dispersions and fat
Manski JM, et al.
Food Hydrocolloids, 22(4), 587-600 (2008)
Influence of shear during enzymatic gelation of caseinate-water and caseinate-water-fat systems
Manski JM, et al.
Journal of Food Engineering, 79(2), 706-717 (2007)
Curcumin/Turmeric as an Environment-friendly Stain for Proteins on Acrylamide Gels
Polyphenols in Human Health and Disease, 779-784 (2014)

Questions

1–2 of 2 Questions  
  1. Can the crystal form of Nile Red be used in the same way as the powder form, specifically in terms of using acetone to dissolve and create working solutions?

    1 answer
    1. The form of the dye, whether as a powder or crystals, should not impact the process of reconstituting Nile Red or most other dyes. For product 72485, both the powder and crystal forms have the same solubility specification. Therefore, either form is acceptable. It's advisable to first use the solvent recommended in a published procedure if following one.

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  2. How can Nile Red be prepared for staining nanoparticles, and what is the process for staining different particle sizes?

    1 answer
    1. Fat or lipid dyes, such as the Sudan and Nile series, typically stain by dissolving the dye into a solvent with low solubility, followed by further dilution with water for use in most staining protocols. When the dye encounters a fat or lipid, it moves from the solvent with low solubility to the solvent with higher solubility. Nile Red is soluble in DMF, DMSO, heptane, xylene, 1% in acetone, and 0.1% in ethanol. There is no specific procedures for staining nanoparticles. However, if the nanoparticles contain a fat or lipid component, Nile Red is expected to work. As for the particle size in solution, there is no available information.

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