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Merck

468495

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

97%

Synonym(s):

DiI

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About This Item

Empirical Formula (Hill Notation):
C59H97ClN2O4
CAS Number:
41085-99-8
Molecular Weight:
933.87
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24870519
MDL number:
MFCD00142354
Beilstein/REAXYS Number:
8251870

Product Name

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate, 97%

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

SMILES string

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

InChI key

JVXZRNYCRFIEGV-UHFFFAOYSA-M

assay

97%

form

crystalline

composition

Carbon: 73.2-78.5%

Nitrogen: 2.7-3.3%

technique(s)

titration: suitable

color

dark purple

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

Quality Level

100

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000329500
0000329500
0000235092
SHBQ9238
0000235092

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