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Merck

D4292

3,3′-Dioctadecyloxacarbocyanine perchlorate

≥98% purity (TLC), powder

Synonym(s):

DiOC18(3), DiO

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About This Item

Empirical Formula (Hill Notation):
C53H85ClN2O6
CAS Number:
Molecular Weight:
881.70
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
Beilstein/REAXYS Number:
4122771
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Product Name

3,3′-Dioctadecyloxacarbocyanine perchlorate,

assay

≥98% (TLC)

Quality Segment

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

SMILES string

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

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

InChI key

GFZPJHFJZGRWMQ-UHFFFAOYSA-M

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.

Biochem/physiol Actions

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


pictograms

Exclamation mark

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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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)
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
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



Global Trade Item Number

SKUGTIN
D4292-20MG04061833564264