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318434

Sigma-Aldrich

3,3′-Dipropylthiacarbocyanine iodide

98%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C23H25IN2S2
Numéro CAS:
53336-12-2
Poids moléculaire :
520.49
Numéro Beilstein :
3842440
Numéro MDL:
MFCD00013340
Code UNSPSC :
12171500
ID de substance PubChem :
329753928
Nomenclature NACRES :
NA.47

Pureté

98%

Forme

crystalline powder

Pf

288 °C (dec.) (lit.)

Solubilité

chloroform/methanol: 10 mg/mL, clear

λmax

559 nm

ε (coefficient d'extinction)

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

Température de stockage

room temp

Chaîne SMILES 

[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

Clé InChI

JGTCEHAVVINOPG-UHFFFAOYSA-M

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Description générale

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.

Actions biochimiques/physiologiques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
01221PW

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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.
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
Marie Kodedová et al.
Biochimica et biophysica acta, 1859(10), 1851-1858 (2017-06-11)
We compared the potency of four derivatives of the antimicrobial peptide halictine-2 against six Candida species. Observed activity was peptide and species specific. Halictines rapidly permeabilized cell membranes and caused the leakage of cytosolic components. Their killing potential was enhanced
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
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

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