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468495

Sigma-Aldrich

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate

97%

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Synonym(s):
DiI
Empirical Formula (Hill Notation):
C59H97ClN2O4
CAS Number:
Molecular Weight:
933.87
Beilstein:
8251870
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Assay

97%

form

crystalline

mp

68 °C (dec.) (lit.)

λmax

549 nm

ε (extinction coefficient)

≥10000 at 276-282 nm in methanol at 0.01 g/L
≥130000 at 546-552 nm in methanol at 0.01 g/L
≥70000 at 514-520 nm in methanol at 0.01 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

[O-]Cl(=O)(=O)=O.CCCCCCCCCCCCCCCCCCN1c2ccccc2C(C)(C)/C1=C\C=C\C3=[N+](CCCCCCCCCCCCCCCCCC)c4ccccc4C3(C)C

InChI

1S/C59H97N2.ClHO4/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-41-50-60-54-46-39-37-44-52(54)58(3,4)56(60)48-43-49-57-59(5,6)53-45-38-40-47-55(53)61(57)51-42-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-2;2-1(3,4)5/h37-40,43-49H,7-36,41-42,50-51H2,1-6H3;(H,2,3,4,5)/q+1;/p-1

Inchi Key

JVXZRNYCRFIEGV-UHFFFAOYSA-M

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This Item
323764D5637860336
form

crystalline

form

powder or crystals

form

powder

form

powder

mp

68 °C (dec.) (lit.)

mp

273 °C (dec.) (lit.)

mp

280 °C

mp

168-171 °C (lit.)

λmax

549 nm

λmax

524 nm

λmax

-

λmax

-

ε (extinction coefficient)

≥10000 at 276-282 nm in methanol at 0.01 g/L, ≥130000 at 546-552 nm in methanol at 0.01 g/L, ≥70000 at 514-520 nm in methanol at 0.01 g/L

ε (extinction coefficient)

≥25000 at 487-495 nm in ethanol

ε (extinction coefficient)

-

ε (extinction coefficient)

-

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

-

General description

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate is also called as Dil. It can be used to study HCV (Hepatitis C virus) cell interactions in the HCV entry process. It is used to label oxidized LDL (low-density lipoprotein) to quantify the uptake of DiI-oxLDL in human endothelial cells.

Application

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate has been used in cytoskeletal staining, nuclear staining, retrograde labeling, counting of motor neurons and labelling of the retinal ganglion cell axons.
1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate has been used in fluorescent labelling of mesenchymal stem cells (MSCs) and cerebral cortex. It has also been used in electromyogram (EMG) to determine awake and anesthetized states in mice.

Biochem/physiol Actions

Lipophilic carbocyanine dye used primarily for optical recordings of membrane voltage and for studies of membrane fluidity. Retrograde stain for neurons; provides intense, long-lasting staining of live neurons in vivo and in vitro.

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

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