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318434

Sigma-Aldrich

3,3′-Dipropylthiacarbocyanine iodide

98%

Synonym(s):

3-Propyl-2-[3-[3-propyl-2(3H)benzothiazolylidene]-1-propenyl]benzothiazolium iodide, DiSC3(3)

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About This Item

Empirical Formula (Hill Notation):
C23H25IN2S2
CAS Number:
53336-12-2
Molecular Weight:
520.49
Beilstein:
3842440
MDL number:
MFCD00013340
UNSPSC Code:
12171500
PubChem Substance ID:
329753928
NACRES:
NA.47

Assay

98%

form

crystalline powder

mp

288 °C (dec.) (lit.)

solubility

chloroform/methanol: 10 mg/mL, clear

λmax

559 nm

ε (extinction coefficient)

163120 at 599 nm in methanol at 0.00463 g/L
17425 at 298 nm in methanol at 0.00463 g/L
40246 at 220 nm in methanol at 0.00463 g/L

fluorescence

λex 559 nm; λem 575 nm in methanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[I-].CCCN1C(\Sc2ccccc12)=C\C=C\c3sc4ccccc4[n+]3CCC

InChI

1S/C23H25N2S2.HI/c1-3-16-24-18-10-5-7-12-20(18)26-22(24)14-9-15-23-25(17-4-2)19-11-6-8-13-21(19)27-23;/h5-15H,3-4,16-17H2,1-2H3;1H/q+1;/p-1

InChI key

JGTCEHAVVINOPG-UHFFFAOYSA-M

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General description

3,3′-Dipropylthiacarbocyanine iodide is a carbocyanine fluorescent dye sensitive to membrane potential. This cyanine dye plays a vital role as an optical probe of membrane potential. An increase in the fluorescence intensity of the dye indicates depolarization of the plasma membrane potential.

Application

3,3′-Dipropylthiacarbocyanine iodide has been used to determine bacterial membrane permeability by the effect of electrochemical scaffold treatment.

Biochem/physiol Actions

The embrane potential sensitive dye, 3,3′dipropylthiacarbocyanine iodide enters only depolarized cells, where it binds reversibly to lipid-rich intracellular components.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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
01221PW

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