Nile Red (CAS 7385-67-3)

5 5 (Based on popularity) 1

Synonym:	Nile Blue A Oxazone
Application:	A photostable, lipophilic stain with bright red fluorescence
CAS Number:	7385-67-3
Molecular Weight:	318.37
Molecular Formula:	C₂₀H₁₈N₂O₂

Description

Nile Red is an uncharged, hydrophobic, photostable molecule that strongly fluoresces bright red in hydrophobic environments. This lipophilic stain is commonly used for the detection of intracellular lipid droplets by fluorescence microscopy and flow cytofluorometry. Nile Red has been shown to detect the exposure or formation of new hydrophobic surfaces induced by ligand binding to calmodulin, oligomerization of melittin, or unfolding of ovalbumin during early thermal denaturation. This product has been employed to stain cell structures, as well as to visualize and localize colloidal drug carriers. Nile Red's fluorescence is unaffected between pH 4.5 and 8.5 and may be used in dilute concentrations to investigate hydrophobic protein sites.

Technical Information

Appearance:	Green powder
Physical State:	Solid
Solubility:	Soluble in water (Partly miscible), and methanol (1 mg/ml).
Storage:	Store at room temperature
Melting Point:	203-205 °C(lit.)
Boiling Point:	484.70 °C at 760 mmHg (Predicted)
Density:	1.23 g/cm³ (Predicted)
Refractive Index:	n²⁰_D 1.64 (Predicted)
Fluoresence:	λex 552 nm, λem 636 nm
IC50:	Plasmodium falciparum : IC₅₀ = 868 nM (Plasmodium falciparum K1); L6: IC₅₀ = 65.9 µM (rat); G-protein coupled receptor 55: EC₅₀50 = < 500 nM (human)

Safety and Reference Information

WGK Germany:	3
PubChem CID:	65182
Merck Index:	14: 10229
MDL Number:	MFCD00011639
EC Number:	230-966-0
Beilstein Registry:	279110
SMILES:	CCN(CC)C1=CC2=C(C=C1)N=C1C(O2)=CC(=O)C2=C1C=CC=C2

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

References

1. Greenspan, P., et al. 1985. J. Cell Biol. 100: 965-973. PMID: 3972906
2. Sackett, D.L. and Wolff, J. 1987. Anal. Biochem. 167: 228-234. PMID: 3442318
3. Lamprecht, A., et al. 2003. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 787: 415-419. PMID: 12650763
4. Makino, A., et al. 2006. Biochemistry. 45: 4530-4541. PMID: 16584188
5. Werner, T., et al. 2006. Cytometry A. 69: 200-202. PMID: 16496419
6. Varghese, R., et al. 2010. Chemistry. 16: 9040-9046. PMID: 20645354

SDS

Datasheet/SDS