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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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Baozhen Qu et al.
Molecular immunology, 127, 57-66 (2020-09-15)
Conventional role of ribosomal proteins is ribosome assembly and protein translation, but some ribosomal proteins also show antimicrobial peptide (AMP) activity, though their mode of action remains ill-defined. Here we demonstrated for the first time that amphioxus RPS15, BjRPS15, was
Yashuo Wang et al.
Fish & shellfish immunology, 77, 100-111 (2018-03-24)
The ever-growing concerns on multi-drug resistant (MDR) bacteria lead to urgent demands for novel antibiotics including antimicrobial peptides (AMPs). Pt5, a peptide consisting of the C-terminal 55 residues of zebrafish phosvitin, has been shown to function as an antibacterial agent.
Zengyu Ma et al.
Developmental and comparative immunology, 110, 103730-103730 (2020-05-20)
Previous studies show that some ribosomal proteins possess antimicrobial peptide (AMP) activity. However, information as such remains rather fragmentary and rather limited. We showed here for the first time that amphioxus RPS23, BjRPS23, was a previously uncharacterized AMP. It not
Toshihiko Kinjo et al.
Neurochemical research, 43(1), 70-79 (2017-06-14)
Mitochondrial permeability transition pore (PTP) is supposed to at least in part participate in molecular mechanisms underlying the neurotoxicity seen after overactivation of N-methyl-D-aspartate (NMDA) receptor (NMDAR) in neurons. In this study, we have evaluated whether activation of GABA
Giuseppe Celenza et al.
Translational vision science & technology, 9(8), 4-4 (2020-08-29)
This study aims to investigate the antifungal activity and mechanism of action of ozonized oil eye drops in liposomes (Ozodrop), commercialized as eye lubricant for the treatment of dry eye syndrome and eye inflammation. The activity was tested against four
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