Art. -Nr.: HY-D1072

DiOC5(3)

Name: DiOC5(3)
Brand: MedChemExpress
SKU: HY-D1072
Price: 85.00 USD
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(Synonyms: 3,3′-Dipentyloxacarbocyanine iodide)

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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.

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Reinheit: 99.64%
CAS. Nr.: 53213-81-3
Formel: C₂₇H₃₃IN₂O₂
Molecular Weight:544.47

Speicherung:

-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)

DiOC5(3) Chemical Structure

CAS. Nr.: 53213-81-3

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Top Publications Citing

Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biologische Aktivität
- Beschreibung
- In Vitro
- In Vivo
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

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.

Cell Proliferation Assay^[1]

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)
Concentration:

300 nM
Incubation Time:

48 h (300 nM treatment; zebrafish embryo treatment)
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.

Apoptosis Analysis^[1]

Cell Line:

K562 ALDH+, K562 ALDH-, isolated K562 cell mitochondria
Concentration:

200 nM
Incubation Time:

24 h
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

DiOC5(3) (0.5-10 μM; single-dose yolk sac injection) selectively stains and inhibits the proliferation of leukemia stem-like cells xenotransplanted into zebrafish. A significant inhibitory effect occurs at a concentration of 0.5 μM, while both selective staining and antiproliferative activity are observed at 10 μM^[1].
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.

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]
Dosage:

0.5 μM (proliferation inhibition); 10 μM (selective staining and proliferation inhibition)
Administration:

continuous exposure in E3 medium; 48 hours (0.5 μM); yolk sac injection; single dose (10 μM)
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

CAS. Nr. 53213-81-3
Appearance Solid
Molecular Weight 544.47
Formel C₂₇H₃₃IN₂O₂
Color Orange to red
SMILES

CCCCCN1/C(OC2=CC=CC=C12)=C\C=C\C3=[N+](CCCCC)C4=CC=CC=C4O3.[I-]
Synonyms

3,3′-Dipentyloxacarbocyanine iodide
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

-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)

Lösungsmittel & Löslichkeit

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)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

1.8366 mL

9.1832 mL

18.3665 mL

5 mM

0.3673 mL

1.8366 mL

3.6733 mL

10 mM

0.1837 mL

0.9183 mL

1.8366 mL

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.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (296 KB)
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)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[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]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

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

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DiOC5(3)