3,3′-Dioctadecyloxacarbocyanine perchlorate

• CAT Number: I013111
• CAS Number: 34215-57-1
• Molecular Formula: C₅₃H₈₅ClN₂O₆
• Molecular Weight: 881.7
• Purity: ≥95%
• Target: Dye Reagents
• Solubility: DMSO
• IUPAC Name: (2E)-3-octadecyl-2-[(E)-3-(3-octadecyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole;perchlorate
• InChI: InChI=1S/C53H85N2O2.ClHO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-37-46-54-48-40-33-35-42-50(48)56-52(54)44-39-45-53-55(49-41-34-36-43-51(49)57-53)47-38-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;2-1(3,4)5/h33-36,39-45H,3-32,37-38,46-47H2,1-2H3;(H,2,3,4,5)/q+1;/p-1
• InChIKey: GFZPJHFJZGRWMQ-UHFFFAOYSA-M
• SMILES: CCCCCCCCCCCCCCCCCCN1C2=CC=CC=C2OC1=CC=CC3=[N+](C4=CC=CC=C4O3)CCCCCCCCCCCCCCCCCC.[O-]Cl(=O)(=O)=O

3,3′-Dioctadecyloxacarbocyanine perchlorate (Cat.No: I013111), also known as DiOC18(3), is a lipophilic fluorescent dye used to stain cell membranes and lipid droplets. It is taken up by cells and selectively stains the plasma membrane, allowing for visualization of cell morphology and structure. DiOC18(3) has also been used to study mitochondrial membrane potential and cellular uptake mechanisms.

Reference

[1]. Warren GL, et al. Redistribution of cell membrane probes following contraction-induced injury of mouse soleus muscle. [2]. Bhowmik BB, et al. Photophysical studies of 3,3//’ dioctadecyloxacarbocyanine dye in model biological membranes and different solvents. Chem Phys Lipids. 2001 Feb;109(2):175-83.