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42364 Sigma-Aldrich

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate

BioReagent, suitable for fluorescence, ≥98.0% (TLC)

Synonym: DiI

  • CAS Number 41085-99-8

  • Empirical Formula (Hill Notation) C59H97ClN2O4

  • Molecular Weight 933.87

  •  Beilstein/REAXYS Number 8251870

  •  MDL number MFCD00142354

  •  PubChem Substance ID 57650110

  •  NACRES NA.32

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Properties

Related Categories Alphabetical, Biochemicals and Reagents, Detection, Dialkylcarbocyanine and Styryl probes, Fluorescent Indicators and Probes,
Quality Level   100
product line   BioReagent
assay   ≥98.0% (TLC)
mp   68 °C (dec.) (lit.)
solubility   DMF: soluble
  DMSO: soluble
  methanol: soluble
fluorescence   λex 550 nm; λem 567 nm in phosphate buffer/SDS pH 7.0
suitability   suitable for fluorescence
SMILES string   [O-]Cl(=O)(=O)=O.CCCCCCCCCCCCCCCCCCN1c2ccccc2C(C)(C)/C1=C\C=C\C3=[N+](CCCCCCCCCCCCCCCCCC)c4ccccc4C3(C)C
InChI   1S/C59H97N2.ClHO4/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-41-50-60-54-46-39-37-44-52(54)58(3,4)56(60)48-43-49-57-59(5,6)53-45-38-40-47-55(53)61(57)51-42-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-2;2-1(3,4)5/h37-40,43-49H,7-36,41-42,50-51H2,1-6H3;(H,2,3,4,5)/q+1;/p-1
InChI key   JVXZRNYCRFIEGV-UHFFFAOYSA-M

Description

General description

DiI is a Dye Aye, a chemical with CAS number 41085-99-8. It is a fluorescent lipophilic cationic indocarbocyanine dye, which is usually made as a perchlorate salt. Mostly used for scientific staining purposes, such as single molecule imaging, fate mapping and neuronal tracing (as DiI is retained in the lipid bilayers).

Application

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate is used for the following applications:
• Preparation of Dil solution
• fluorescent membrane dye
• Di-I Staining

Biochem/physiol Actions

Lipophilic carbocyanine dye used primarily for optical recordings of membrane voltage and for studies of membrane fluidity. Retrograde stain for neurons; provides intense, long-lasting staining of live neurons in vivo and in vitro.

Other Notes

Lipophilic fluorescent probe for studying membranes

Safety & Documentation

Safety Information

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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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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