318426

3,3′-Dihexyloxacarbocyanine iodide

98%

• Synonym(s): 3-hexyl-2-[3-(3-hexyl-2(3H)benzoxazolylidene)-1-propenyl]benzoxazolium iodide
• Empirical Formula (Hill Notation): C₂₉H₃₇IN₂O₂
• CAS Number: 53213-82-4
• Molecular Weight: 572.52
• Beilstein: 9312562
• MDL number: MFCD00011954
• UNSPSC Code: 12171500
• PubChem Substance ID: 24859130
• NACRES: NA.47

Properties

• Assay: 98%
• form: powder or chunks
• mp: 219-221 °C (lit.)
• solubility: chloroform: 25 mg/mL, clear to slightly hazy, orange
• λmax: 485 nm
• ε (extinction coefficient): ≥120000 at 483-488 nm in methanol at 0.01 g/L
• fluorescence: λ_ex 485 nm; λ_em 501 nm in methanol
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: room temp
• SMILES string: [I-].CCCCCCN1\C(Oc2ccccc12)=C\C=C\c3oc4ccccc4[n+]3CCCCCC
• InChI: 1S/C29H37N2O2.HI/c1-3-5-7-13-22-30-24-16-9-11-18-26(24)32-28(30)20-15-21-29-31(23-14-8-6-4-2)25-17-10-12-19-27(25)33-29;/h9-12,15-21H,3-8,13-14,22-23H2,1-2H3;1H/q+1;/p-1
• InChI key: XVLXYDXJEKLXHN-UHFFFAOYSA-M

Description

General description

3,3′-dihexyloxacarbocyanine iodide (DiOC₆) is a supravital lipophilic fluorochrome. This cationic dye is employed to stain mitochondria and endoplasmic reticulum in animal and plant cells. In addition, it acts as a very rapid, consistent and highly selective fluorochrome for endophytic ascomycetes in plant roots and liverworts. DiOC₆ also facilitates the detection of different mitochondrial changes happening during early apoptosis.

Application

3,3′-Dihexyloxacarbocyanine iodide has been used:

• to selectively stain endophytic ascomycetes in plant roots and liverworts
• to visualize thrombus formation and platelet aggregate
• to visualize forchlorfenuron (FCF)-induced changes in mitochondrial morphology

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves