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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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