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Merck

72485

Sigma-Aldrich

Nile Red

suitable for microscopy

Synonym(s):

Nile Blue A Oxazone

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About This Item

Empirical Formula (Hill Notation):
C20H18N2O2
CAS Number:
7385-67-3
Molecular Weight:
318.37
Beilstein:
279110
EC Number:
230-966-0
MDL number:
MFCD00011639
UNSPSC Code:
12171500
PubChem Substance ID:
57652419
NACRES:
NA.32

Key Documents

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form

crystals

Quality Level

100

mol wt

318.37 g/mol

color

brown to very dark brown
 red to very dark red

mp

203-205 °C (lit.)

solubility

methanol: 0.01 g/10 mL (red to very dark red)

λmax

553 nm

suitability

suitable for microscopy

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

Application

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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCG1018
BCCC2326
BCBZ6575
BCBW8895
BCBV2046

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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)
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)
Protein Gel Staining Methods: An Introduction and Overview
Steinberg TH
Methods in Enzymology, 463, 541-563 (2009)
Importance of intrinsic properties of dense caseinate dispersions for structure formation
Manski JM, et al.
Biomacromolecules, 8(11), 3540-3547 (2007)
Analysis of membrane-bound organelles
Fares H and van der Bliek AM
Methods in Cell Biology, 107, 239-263 (2012)
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