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D4292

Sigma-Aldrich

3,3′-Dioctadecyloxacarbocyanine perchlorate

≥98% purity (TLC), powder

Sinónimos:

DiOC18(3), ‘DiO’

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About This Item

Fórmula empírica (notación de Hill):
C53H85ClN2O6
Número de CAS:
34215-57-1
Peso molecular:
881.70
Beilstein/REAXYS Number:
4122771
MDL number:
MFCD00132951
UNSPSC Code:
12171500
PubChem Substance ID:
24893855
NACRES:
NA.47

product name

3,3′-Dioctadecyloxacarbocyanine perchlorate,

assay

≥98% (TLC)

form

powder

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

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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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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
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