Inquiry Basket
3,3'-Diethylthiacarbocyanine iodide | 905-97-5
| Catalog Number | A16-0151 |
| Category | Cell membrane Fluorescent Probes |
| Molecular Formula | C21H21IN2S2 |
| Molecular Weight | 492.44 |
| Catalog Number | Size | Price | Quantity |
|---|
- Worldwide Delivery
- Quality Assurance
- 24/7 Customer Service
Product Introduction
3,3'-Diethylthiacarbocyanine iodide is a lipophilic fluorescent stain for labeling membranes.
Chemical Information |
|
|---|---|
| Related CAS | 51895-77-3 (Deleted CAS) 57441-51-7 (Deleted CAS) 57441-59-5 (Deleted CAS) 149560-40-7 (Deleted CAS) 203113-05-7 (Deleted CAS) 1655529-55-7 (Deleted CAS) 18403-49-1 (free base) |
| Synonyms | Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2(3H)-benzothiazolylidene)-1-propen-1-yl]-, iodide (1:1); 3-Ethyl-2-[(3-ethyl-2-benzothiazolinylidene)propenyl]benzothiazolium iodide; Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2(3H)-benzothiazolylidene)-1-propenyl]-, iodide; Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2(3H)-benzothiazolylidene)propenyl]-, iodide; Benzothiazolium, 3-ethyl-2-[3-(3-ethyl-2-benzothiazolinylidene)propenyl]-, iodide; Thiacarbocyanine iodide, 3,3'-diethyl-; 3,3'-Diethyl-2,2'-thiacarbocyanine iodide; 3,3'-Diethylbenzothiazoliumcarbocyanine iodide; 3-Ethyl-2-[3-(3-ethyl-2,3-dihydro-1,3-benzothiazol-2-ylidene)prop-1-en-1-yl]-1,3-benzothiazol-3-ium iodide; D 283; DTCI; LC 8760; NK 180; NK 180 (dye); NK 76; S 0290; Thiacarbocyanine iodide; Thiazole Purple |
| Purity | ≥95% |
| IUPAC Name | 3-ethyl-2-[3-(3-ethyl-1,3-benzothiazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzothiazole;iodide |
| Canonical SMILES | CCN1C2=CC=CC=C2SC1=CC=CC3=[N+](C4=CC=CC=C4S3)CC.[I-] |
| InChI | InChI=1S/C21H21N2S2.HI/c1-3-22-16-10-5-7-12-18(16)24-20(22)14-9-15-21-23(4-2)17-11-6-8-13-19(17)25-21;/h5-15H,3-4H2,1-2H3;1H/q+1;/p-1 |
| InChI Key | VZBILKJHDPEENF-UHFFFAOYSA-M |
| Solubility | Soluble in DMSO |
| Appearance | Amber to Brown to Dark Green Powder to Crystal |
| Melting Point | 268°C (dec.) |
- Product Specification
- Application
| Excitation | 577 |
| Emission | 590 |
| Storage | Store at RT |
| Signal | Warning |
| GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
3,3’-Diethylthiacarbocyanine iodide (DiSC2(5)), a renowned fluorescent dye, finds diverse applications in bioscience. Here are four key applications of 3,3’-Diethylthiacarbocyanine iodide:
Mitochondrial Membrane Potential Assays: An indispensable tool in cell biology, DiSC2(5) plays a crucial role in evaluating mitochondrial membrane potential. By selectively accumulating in the mitochondrial matrix in response to membrane potential changes, this dye emits vital fluorescence signals. Researchers utilize these signals to delve into cellular health, apoptosis mechanisms, and metabolic statuses, unraveling the intricate web of mitochondrial function.
Flow Cytometry: Within the realm of flow cytometry, DiSC2(5) takes center stage in distinguishing between live and dead cells based on mitochondrial membrane potential. Vibrant with possibilities, this dye highlights healthy cells with intact membrane potential through fluorescence retention, while dead or depolarized cells fade into the background. This capability facilitates swift and precise assessments of cell viability across diverse experimental setups, empowering researchers with rapid insights into cellular dynamics.
Spectroscopy Studies: Delving into membrane dynamics and interactions within vesicles and liposomes, DiSC2(5) emerges as a key player in spectroscopy studies. Its spectral properties undergo intriguing transformations in response to changes in membrane potential, offering researchers a unique window into the biophysical characteristics of membranes. This application stands as a cornerstone in membrane biochemistry and biophysics research, shedding light on the nuanced interplay of molecules within cellular membranes.
Live Cell Imaging: A cornerstone of live cell imaging techniques, DiSC2(5) unveils the dynamic world of cellular processes in real-time. Its proficiency in signaling changes in membrane potential serves as a beacon for monitoring cellular activities and responses to external stimuli, painting a vivid picture of cellular behavior. Scientists harness this capability for investigations in pharmacology, toxicology, and cellular physiology, forging new pathways in understanding the intricacies of cellular responses.
Computed Properties | |
|---|---|
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 492.01909 g/mol |
| Monoisotopic Mass | 492.01909 g/mol |
| Topological Polar Surface Area | 60.7Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 474 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 28551711 | 2017-12-01 | Why are most phospholipidosis inducers also hERG blockers? | Archives of toxicology |
| 17558532 | 2006-01-01 | Leucine transport is affected by Bacillus thuringiensis Cry1 toxins in brush border membrane vesicles from Ostrinia nubilalis Hb (Lepidoptera: Pyralidae) and Sesamia nonagrioides Lefebvre (Lepidoptera: Noctuidae) midgut | The Journal of membrane biology |
| 16313195 | 2005-12-06 | 1H NMR and optical spectroscopic investigation of the sequence-dependent dimerization of a symmetrical cyanine dye in the DNA minor groove | Biochemistry |
| 15755150 | 2005-03-16 | Effect of PNA backbone modifications on cyanine dye binding to PNA-DNA duplexes investigated by optical spectroscopy and molecular dynamics simulations | Journal of the American Chemical Society |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| EP-3500836-A1 | Method for the real-time measurement of a wall thickness and uses thereof | 2016-08-17 |
| WO-2018033560-A1 | Method for the real-time measurement of a wall thickness and uses thereof | 2016-08-17 |
| EP-3500836-B1 | Procedure for real-time cell wall thickness measurement with markers on the inside and outside of the cell wall | 2016-08-17 |
| US-10126304-B2 | Binding domain mapping | 2013-01-16 |
| US-2015338417-A1 | Binding domain mapping | 2013-01-16 |
Applications of Fluorescent Probes & Dyes
Get More Product Details?
Related Products
-
![{[Name]}](https://resource.bocsci.com/structure/28462-56-8.gif?v=2025011501)
DiO, lipophilic tracer
CAS Number:28462-56-8
-
![{[Name]}](https://resource.bocsci.com/structure/127274-91-3.gif?v=2025011501)
DiD perchlorate
CAS Number:127274-91-3
-
![{[Name]}](https://resource.bocsci.com/structure/169211-45-4.gif?v=2025011501)
DISBAC10
CAS Number:169211-45-4
-
![{[Name]}](https://resource.bocsci.com/structure/53213-79-9.gif?v=2025011501)
3,3'-Dipropyloxacarbocyanine iodide
CAS Number:53213-79-9
-
![{[Name]}](https://resource.bocsci.com/structure/41085-99-8.gif?v=2025011501)
1,1'-Dioctadecyl-3,3,3',3'-tetramethylindocarbocyanine perchlorate
CAS Number:41085-99-8
-
![{[Name]}](https://resource.bocsci.com/structure/53213-81-3.gif?v=2025011501)
3,3'-Dipentyloxacarbocyanine iodide
CAS Number:53213-81-3
