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318426

3,3′-Dihexyloxacarbocyanine iodide

98%

Synonym(s):

3-hexyl-2-[3-(3-hexyl-2(3H)benzoxazolylidene)-1-propenyl]benzoxazolium iodide

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About This Item

Empirical Formula (Hill Notation):
C29H37IN2O2
CAS Number:
53213-82-4
Molecular Weight:
572.52
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24859130
MDL number:
MFCD00011954
Beilstein/REAXYS Number:
9312562
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Quality Segment

100

assay

98%

form

powder or chunks

technique(s)

titration: suitable

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

λex 485 nm; λem 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

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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