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D4292 Sigma-Aldrich

3,3′-Dioctadecyloxacarbocyanine perchlorate

Synonym: ‘DiO’, DiOC18(3)

  • CAS Number 34215-57-1

  • Empirical Formula (Hill Notation) C53H85ClN2O6

  • Molecular Weight 881.70

  •  Beilstein/REAXYS Number 4122771

  •  MDL number MFCD00132951

  •  PubChem Substance ID 24893855

  •  NACRES NA.47

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Properties

Related Categories Alphabetical, Biochemicals and Reagents, Cell Biology, D, Fluorescent Indicators and Probes,
Quality Level   100
assay   ≥98% (TLC)
form   powder
application(s)   hematology: suitable
  histology: suitable
solubility   chloroform: 50 mg/mL
fluorescence   λex 484 nm; λem 501 nm in methanol
Featured Industry   Diagnostic Assay Manufacturing
storage temp.   2-8°C
SMILES string   [O-]Cl(=O)(=O)=O.CCCCCCCCCCCCCCCCCCN1C(\Oc2ccccc12)=C/C=C/c3oc4ccccc4[n+]3CCCCCCCCCCCCCCCCCC
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
InChI key   GFZPJHFJZGRWMQ-UHFFFAOYSA-M

Description

Application

3,3′-Dioctadecyloxacarbocyanine perchlorate has been used for lipid bilayer labeling in antigen-presenting cells. It has also been used as a lipophilic dye for labeling in zebrafish embryos.

Packaging

20 mg in glass bottle

Biochem/physiol Actions

3,3′-Dioctadecyloxacarbocyanine perchlorate is a fluorescent probe of lipid bilayer model membranes. It is a fluorescent marker for living cells in culture.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Sensor Dyes

In 1998 R.F. Furchgott, L.J. Ignarro, and F. Murad received the Nobel Prize in Physiology and Medicine for their discoveries concerning nitric oxide as a signaling molecule in the cardiovascular syst...
Monika Baeumle
BioFiles 2011, 6.3, 23.
Keywords: Applications, Biochemistry, Biological processes, Cancer, Cardiovascular, Central Nervous System, Diseases, Extinction coefficient, Indicators, Inflammation, Methods, Microscopy, Neurotransmission, Sol-gel, Type

Peer-Reviewed Papers
15

References

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