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42364

Sigma-Aldrich

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

BioReagent, suitable for fluorescence, ≥98.0% (TLC)

Synonym(s):

DiI

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About This Item

Empirical Formula (Hill Notation):
C59H97ClN2O4
CAS Number:
41085-99-8
Molecular Weight:
933.87
Beilstein:
8251870
MDL number:
MFCD00142354
UNSPSC Code:
12171500
PubChem Substance ID:
57650110
NACRES:
NA.32
Pricing and availability is not currently available.

product line

BioReagent

Quality Level

100

Assay

≥98.0% (TLC)

mp

68 °C (dec.) (lit.)

solubility

DMF: soluble
DMSO: soluble
methanol: soluble

fluorescence

λex 550 nm; λem 567 nm in phosphate buffer/SDS pH 7.0

suitability

suitable for fluorescence

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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1 of 4

This Item
46849531843421884
1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate BioReagent, suitable for fluorescence, ≥98.0% (TLC)

42364

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

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

468495

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

3,3′-Dipropylthiacarbocyanine iodide 98%

318434

3,3′-Dipropylthiacarbocyanine iodide

5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate BioReagent, suitable for fluorescence, ≥85% (HPCE)

21884

5(6)-Carboxy-2′,7′-dichlorofluorescein diacetate

suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

suitable for fluorescence

fluorescence

λex 550 nm; λem 567 nm in phosphate buffer/SDS pH 7.0

fluorescence

-

fluorescence

λex 559 nm; λem 575 nm in methanol

fluorescence

λex 470 nm; λem 529 nm in 0.1 M Tris pH 8.0 (esterase)

solubility

DMF: soluble, methanol: soluble, DMSO: soluble

solubility

-

solubility

chloroform/methanol: 10 mg/mL, clear

solubility

DMF: soluble, DMSO: soluble, methanol: soluble

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

assay

≥98.0% (TLC)

assay

97%

assay

98%

assay

≥85% (HPCE)

product line

BioReagent

product line

-

product line

-

product line

BioReagent

General description

DiI is a Dye Aye, a chemical with CAS number 41085-99-8. It is a fluorescent lipophilic cationic indocarbocyanine dye, which is usually made as a perchlorate salt. Mostly used for scientific staining purposes, such as single molecule imaging, fate mapping and neuronal tracing (as DiI is retained in the lipid bilayers).

Application

1,1′-Dioctadecyl-3,3,3′,3′-tetramethylindocarbocyanine perchlorate is used for the following applications:
  • Preparation of Dil solution[1]
  • fluorescent membrane dye[2][3][4]
  • Di-I Staining[5]

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.

Other Notes

Lipophilic fluorescent probe for studying membranes[6][7]

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6325
BCCK3329
BCCH7929
BCCG9052
BCCF7490

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R D Klausner et al.
Biochemistry, 19(26), 6199-6203 (1980-12-23)
We have examined the phase partition preferences of the even chain length (n = 10-22) diacyl-3'3'-indocarbo-cyanine iodides (Cn diI) incorporated in disaturated lecithin (PC) vesicles. Two parameters were used to determine this phase preference: (i) the direction of shift of
Yong N Li et al.
The Journal of comparative neurology, 520(16), 3786-3802 (2012-08-22)
Bipolar cells convey luminance, spatial, and color information from photoreceptors to amacrine and ganglion cells. We studied the photoreceptor connectivity of 321 bipolar cells in the adult zebrafish retina. 1,1'-Dioctadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate (DiI) was inserted into whole-mounted transgenic zebrafish retinas to
Ralph Michael et al.
Vision research, 48(4), 626-634 (2008-01-29)
We evaluated the gross morphology, location, and fiber cell architecture of equatorial cortical opacities in the aging human lens. Using dark-field stereomicroscopy, we photographed donor lenses in toto and as thick slices. In addition, we investigated the details of the
Calorimetric investigation of the phase partitioning of the fluorescent carbocyanine probes in phosphatidylcholine bilayers.
M F Ethier et al.
Biochemistry, 22(5), 1178-1182 (1983-03-01)
Yosuke Akamatsu et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 35(9), 3851-3864 (2015-03-06)
Collateral status is an independent predictor of stroke outcome. However, the spatiotemporal manner in which collateral flow maintains cerebral perfusion during cerebral ischemia is poorly understood. Diabetes exacerbates ischemic brain damage, although the impact of diabetes on collateral dynamics remains
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