1,1'-Dioctadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate(DiI) - for fluorescenceAnalysis, ≥95% , CAS No.41085-99-8

CAS: 41085-99-8 Cat. No.: D683915 Molecular Weight: 933.865 Beilstein Registry Number: 8251870 EC Number: 187-934-3 PubChem CID: 2762626

GRADE & PURITY for Fluorescence analysis, ≥95%

Synonyms

DiI | DiIC18(3) | 1,1'-Di-n-octadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate | DiI perchlorate

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1,1'-Dioctadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate is a lipophilic dye used to record membrane voltage for fluidity studies. This retrograde stain is useful in staining neurons in vitro and in vivo because the stain is relatively nontoxic to cell bodies and the dye is retained in neurons. In addition, 1,1'-Dioctadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate is an ideal retrograde and anterograde tracer to label the processes as well as the cell bodies of cultured neurons.
A dye used to record membrane voltage.

Specifications

Synonyms

DiI | DiIC18(3) | 1, 1'-Di-n-octadecyl-3, 3, 3', 3'-tetramethylindocarbocyanine perchlorate | DiI perchlorate

Specifications & Purity

for fluorescenceAnalysis, ≥95%

Biochemical and Physiological Mechanisms

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.Lipophilic carbocyanine

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

for Fluorescence analysis

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCCCCN1C2=CC=CC=C2C(C1=CC=CC3=[N+](C4=CC=CC=C4C3(C)C)CCCCCCCCCCCCCCCCCC)(C)C.[O-]Cl(=O)(=O)=O
• IUPAC Name: 2-[3-(3,3-dimethyl-1-octadecylindol-1-ium-2-yl)prop-2-enylidene]-3,3-dimethyl-1-octadecylindole;perchlorate
• InChIKey: JVXZRNYCRFIEGV-UHFFFAOYSA-M
• 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
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCN1C2=CC=CC=C2C(C1=CC=CC3=[N+](C4=CC=CC=C4C3(C)C)CCCCCCCCCCCCCCCCCC)(C)C.[O-]Cl(=O)(=O)=O
• PubChem CID: 2762626
• Molecular Weight: 933.865
• Beilstein: 8251870

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: 3-alkylindoles
• Alternative Parents: Tertiary alkylarylamines Organic perchlorates Organic perchlorate salts Benzenoids Propargyl-type 1,3-dipolar organic compounds Enamines Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-alkylindole - Tertiary aliphatic/aromatic amine - Organic perchlorate - Organic perchlorate salt - Benzenoid - Organic chlorate - Tertiary amine - Enamine - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Amine - Organic salt - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
• External Descriptors: organic perchlorate salt - Cy3 dye

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in Dimethylformamide (DMF).
• Sensitivity: Hygroscopic ；Light sensitive
• Melt Point(°C): 68 °C

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