DiOC5(3)
Based on 1 Customer Validation
DiOC5(3) (3,3′-Dipentyloxacarbocyanine iodide) is a mitochondrial Fluorescent dye that alters membrane potential, and it also acts as an inhibitor of NADH-ubiquinone reductase (respiratory complex I). DiOC5(3) increases the NADH/NAD ratio and induces excessive production of ROS. DiOC5(3) induces Apoptosis. DiOC5(3) accumulates in the mitochondria of leukemia stem-like cells via organic anion-transporting polypeptides, specifically labels these cells, and inhibits their proliferation. DiOC5(3) enhances the cellular uptake of Hoechst 33342 (HY-15559), reduces Hoechst 33342-associated cytotoxicity, and improves the resolution of DNA content analysis by flow cytometry. DiOC5(3) shows no detectable fluorescence signal when excited in the 400-500 nm ultraviolet light range. DiOC5(3) is applicable to leukemia-related research.
For research use only. We do not sell to patients.
- Purity : 99.64%
- CAS No.: 53213-81-3
- Formula: C27H33IN2O2
- Molecular Weight:544.47
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Storage:
-20°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
In Vitro
DiOC5(3) (300 nM; 48 h) selectively stains and inhibits the proliferation of K562 ALDH+ leukemia stem-like cells with an IC50 of 0.29 μM. It exhibits lower potency against K562 ALDH- cells (IC50 0.68 μM) and exerts minimal toxicity to normal HUCB CD34+ progenitor cells, cells derived from zebrafish embryos, adult zebrafish blood cells, and developing zebrafish embryos[1].
DiOC5(3) (200 nM; 24 h) increases the NADH/NAD+ ratio in the mitochondria of K562 cells, elevates intracellular ROS levels, preferentially induces apoptosis in K562 ALDH+ leukemic stem-like cells, and simultaneously regulates the expression of CML-related genes, stem cell-associated genes, and anticancer genes[1].
DiOC5(3) (200 nM; 24 h) preferentially alters the expression of genes associated with key cellular processes in K562 ALDH+ leukemia stem-like cells, and exerts a subpopulation-specific effect on the NF-κB pathway[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:human chronic myelogenic leukemia K562 ALDH+, K562 ALDH-, human umbilical cord blood (HUCB) CD34+ progenitor cells, zebrafish embryo-derived cells, adult zebrafish blood cells (ZBCs)
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Concentration:300 nM
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Incubation Time:48 h (300 nM treatment; zebrafish embryo treatment)
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Result:Accumulated in K562 ALDH+ cells at a significantly higher rate than in K562 ALDH- and HUCB CD34+ cells (P < 0.01).
Suppressed K562 ALDH+ cell proliferation to a significantly greater degree than K562 ALDH- and HUCB CD34+ cells (P < 0.01), with a lower IC50 for ALDH+ cells than ALDH- cells (P < 0.05).
Exhibited higher cytotoxicity thresholds for non-cancer cells (ZBCs and HUCB CD34+ cells) compared to K562 cells.
Caused no death or phenotypic changes in zebrafish embryos treated from 48 hpf for 48 h, except for whole-body green-fluorescent staining.
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Cell Line:K562 ALDH+, K562 ALDH-, isolated K562 cell mitochondria
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Concentration:200 nM
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Incubation Time:24 h
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Result:Significantly increased the NADH/NAD+ ratio in isolated K562 mitochondria (P < 0.05), indicating inhibition of NADH-ubiquinone reductase activity.
Increased ROS levels in both K562 ALDH+ and ALDH- subpopulations (P < 0.01), with a higher increase ratio in ALDH+ cells.
Increased apoptotic cells in both subpopulations (P < 0.01), with ALDH+ cells showing greater sensitivity (P < 0.01 vs.
ALDH- cells).
Downregulated expression of BCR-ABL, SIRT1, CD44, and CD133 (P < 0.01 or P < 0.05) and upregulated expression of TP53 and CDKN1A (P < 0.01) in both ALDH+ and ALDH- cells.
In Vivo
Exposure of normally developing zebrafish embryos to DiOC5(3) (1 μM) for 48 h does not show any developmental toxicity or lethality[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:nacre/rose/fli1:egfp (48-hpf, xenotransplanted with human chronic myelogenic leukemia K562 ALDH+ putative leukemia stem-like cells into yolk sac)[1]
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Dosage:0.5 μM (proliferation inhibition); 10 μM (selective staining and proliferation inhibition)
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Administration:continuous exposure in E3 medium; 48 hours (0.5 μM); yolk sac injection; single dose (10 μM)
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Result:Significantly inhibited proliferation of ALDH+ leukemia stem-like cells (P < 0.01 vs. control) with selective activity relative to ALDH- leukemia cells (P < 0.05).
Selectively stained ALDH+ cells 1 hour post-injection (DiOC5(3)/KOr fluorescence ratio was significantly higher in ALDH+ vs.
ALDH- xenografts, P < 0.01).
Caused a greater reduction in ALDH+ cell proliferation over 48 hours (P < 0.05 vs.
ALDH- cells).
Induced significant decreases in ALDH+ cell fluorescence observed at 12, 24, 36, and 48 hours post-injection (P < 0.05 or P < 0.01 vs. 1 hour post-injection).
Chemical Information
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CAS No. 53213-81-3
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Appearance Solid
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Molecular Weight 544.47
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Formula C27H33IN2O2
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Color Orange to red
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SMILES
CCCCCN1/C(OC2=CC=CC=C12)=C\C=C\C3=[N+](CCCCC)C4=CC=CC=C4O3.[I-]
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Synonyms
3,3′-Dipentyloxacarbocyanine iodide
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Solvent & Solubility
In Vitro:
DMSO : 50 mg/mL (91.83 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (296 KB)
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SDS (558 KB)
- English - EN (558 KB)
- Français - FR (558 KB)
- Deutsch - DE (558 KB)
- Norwegian - NO (558 KB)
- Español - ES (558 KB)
- Swedish - SV (558 KB)
- Italian - IT (558 KB)
- Korean - KR (558 KB)
- Portuguese - PT (558 KB)
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Handling Instructions (2659 KB)
References
[1]. Zhang B, et al. In vivo selective imaging and inhibition of leukemia stem-like cells using the fluorescent carbocyanine derivative, DiOC5(3). Biomaterials. 2015 Jun;52:14-25. [Content Brief]
[2]. Crissman HA, et al. Supravital cell staining with Hoechst 33342 and DiOC5(3). Methods Cell Biol. 1990;33:89-95. . [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 1.8366 mL | 9.1832 mL | 18.3665 mL | 45.9162 mL |
| 5 mM | 0.3673 mL | 1.8366 mL | 3.6733 mL | 9.1832 mL | |
| 10 mM | 0.1837 mL | 0.9183 mL | 1.8366 mL | 4.5916 mL | |
| 15 mM | 0.1224 mL | 0.6122 mL | 1.2244 mL | 3.0611 mL | |
| 20 mM | 0.0918 mL | 0.4592 mL | 0.9183 mL | 2.2958 mL | |
| 25 mM | 0.0735 mL | 0.3673 mL | 0.7347 mL | 1.8366 mL | |
| 30 mM | 0.0612 mL | 0.3061 mL | 0.6122 mL | 1.5305 mL | |
| 40 mM | 0.0459 mL | 0.2296 mL | 0.4592 mL | 1.1479 mL | |
| 50 mM | 0.0367 mL | 0.1837 mL | 0.3673 mL | 0.9183 mL | |
| 60 mM | 0.0306 mL | 0.1531 mL | 0.3061 mL | 0.7653 mL | |
| 80 mM | 0.0230 mL | 0.1148 mL | 0.2296 mL | 0.5740 mL |
DiOC5(3) Related Classifications
HY-D1072 Related Classifications
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Keywords
- DiOC5(3)
- 53213-81-3
- 3,3′-Dipentyloxacarbocyanine
- Fluorescent Dye
- Reactive Oxygen Species (ROS)
- Mitochondrial Metabolism
- Apoptosis
- leukemia stem-like cells
- K562 ALDH+ leukemia stem-like cells
- SLCO4C1
- SLCO4A1
- respiratory complex I
- NADH-ubiquinone reductase
- NF-κB
- human umbilical cord blood CD34 progenitor cells
- zebrafish
- reactive oxygen species
- Inhibitor
- inhibitor
- inhibit