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19123

Sigma-Aldrich

Nile Red

BioReagent, suitable for fluorescence, ≥97.0% (HPLC)

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:
12161900
PubChem Substance ID:
NACRES:
NA.25

product line

BioReagent

Quality Level

Assay

≥97.0% (HPLC)

form

solid

mp

203-205 °C (lit.)
205-215 °C

λmax

553 nm

fluorescence

λex 530 nm; λem 635 nm in methanol

suitability

suitable for fluorescence

storage temp.

2-8°C

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 an uncharged hydrophobic molecule and a benzophenoxazone dye. It functions as a fluorescent probe for intracellular lipids and hydrophobic domains of proteins. This dye is fluorescent in all organic solvents. Its fluorescence colors range from golden yellow to deep red.

Application

Nile Red has been used for the staining of intracellular lipid droplets and neutral lipids.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nile red as a polarity-sensitive fluorescent probe of hydrophobic protein surfaces
Sackett D L and Wolff J
Analytical Biochemistry, 167(2), 228-234 (1987)
Resveratrol suppresses T0901317-induced hepatic fat accumulation in mice
Gao M and Liu D
The AAPS Journal, 15, 744-752 (2013)
Development of an in vitro human liver system for interrogating nonalcoholic steatohepatitis
Feaver RE, et al.
JCI insight, 1(20) (2016)
Three-dimensional label-free imaging and quantification of lipid droplets in live hepatocytes
Kim K, et al.
Scientific Reports, 6, 36815-36815 (2016)
Biosynthesis of high yield fatty acids from Chlorella vulgaris NIES-227 under nitrogen starvation stress during heterotrophic cultivation
Shen XF, et al.
Water Research, 81(3), 294-300 (2015)

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