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D4292

3,3′-Dioctadecyloxacarbocyanine perchlorate

≥98% purity (TLC), powder

Synonym(s):

DiOC18(3), DiO

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20 MG

$124.00

$124.00

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About This Item

Empirical Formula (Hill Notation):
C53H85ClN2O6
CAS Number:
34215-57-1
Molecular Weight:
881.70
NACRES:
NA.47
PubChem Substance ID:
24893855
UNSPSC Code:
12171500
MDL number:
MFCD00132951
Beilstein/REAXYS Number:
4122771

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Product Name

3,3′-Dioctadecyloxacarbocyanine perchlorate,

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

SMILES string

[O-]Cl(=O)(=O)=O.CCCCCCCCCCCCCCCCCCN1C(\Oc2ccccc12)=C/C=C/c3oc4ccccc4[n+]3CCCCCCCCCCCCCCCCCC

InChI key

GFZPJHFJZGRWMQ-UHFFFAOYSA-M

assay

≥98% (TLC)

form

powder

technique(s)

titration: suitable

color

orange

solubility

chloroform: 50 mg/mL

fluorescence

λex 484 nm; λem 501 nm in methanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

Quality Level

100

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1 of 4

This Item
318426E9379318434
3,3′-Dioctadecyloxacarbocyanine perchlorate

Sigma-Aldrich

D4292

3,3′-Dioctadecyloxacarbocyanine perchlorate

3,3′-Dihexyloxacarbocyanine iodide 98%

Sigma-Aldrich

318426

3,3′-Dihexyloxacarbocyanine iodide

Stains-All ~95%

Sigma-Aldrich

E9379

Stains-All

3,3′-Dipropylthiacarbocyanine iodide 98%

Sigma-Aldrich

318434

3,3′-Dipropylthiacarbocyanine iodide

technique(s)

titration: suitable

technique(s)

titration: suitable

technique(s)

microbe id | staining: suitable

technique(s)

-

fluorescence

λex 484 nm; λem 501 nm in methanol

fluorescence

λex 485 nm; λem 501 nm in methanol

fluorescence

-

fluorescence

λex 559 nm; λem 575 nm in methanol

color

orange

color

-

color

-

color

-

form

powder

form

powder or chunks

form

powder

form

crystalline powder

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

solubility

chloroform: 50 mg/mL

solubility

chloroform: 25 mg/mL, clear to slightly hazy, orange

solubility

chloroform: 40 mg (PLUS 4.0 ml)

solubility

chloroform/methanol: 10 mg/mL, clear

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.[1]

Biochem/physiol Actions

3,3′-Dioctadecyloxacarbocyanine perchlorate is a fluorescent probe of lipid bilayer model membranes.[2] It is a fluorescent marker for living cells in culture.[3]

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7930
MKCT5070
MKCT5823
MKCN4402
MKCL3159

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Dynamic behavior of fluorescent probes in lipid bilayer model membranes.
R A Badley et al.
Biochemistry, 12(2), 268-275 (1973-01-16)
Jayesh A Kulkarni et al.
Nanoscale, 11(18), 9023-9031 (2019-04-26)
The success of Onpattro™ (patisiran) clearly demonstrates the utility of lipid nanoparticle (LNP) systems for enabling gene therapies. These systems are composed of ionizable cationic lipids, phospholipid, cholesterol, and polyethylene glycol (PEG)-lipids, and are produced through rapid-mixing of an ethanolic-lipid
A simple trogocytosis-based method to detect, quantify, characterize and purify antigen-specific live lymphocytes by flow cytometry, via their capture of membrane fragments from antigen-presenting cells.
Daubeuf S, et al.
Nature Protocols, 1, 2536-2536 (2006)
Xiaochun Hou et al.
SLAS technology, 22(4), 447-453 (2016-06-22)
Nanoparticles are emerging transdermal delivery systems. Their size and surface properties determine their efficacy and efficiency to penetrate through the skin layers. This work utilizes three-dimensional (3D) bioprinting technology to generate a simplified artificial skin model to rapidly screen nanoparticles
Maria B C de Matos et al.
Frontiers in pharmacology, 10, 1463-1463 (2019-12-24)
Mistletoe lectin-1 (ML1) is a nature-derived macromolecular cytotoxin that potently induces apoptosis in target cells. Non-specific cytotoxicity to normal cells is one of the major risks in its clinical application, and we therefore propose to encapsulate ML1 in a nanocarrier
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