53213-81-3
Chemical Structure
DiOC5(3)
Synonym(s): 3,3′-Dipentyloxacarbocyanine iodide
- CAS No.: 53213-81-3
- Formula:C27H33IN2O2
- Molecular Weight:544.47
IUPAC Name: 3-pentyl-2-((1E,3E)-3-(3-pentylbenzo[d]oxazol-2(3H)-ylidene)prop-1-en-1-yl)benzo[d]oxazol-3-ium iodide
InChIKey: CDLMLYASVIQVPH-UHFFFAOYSA-M
SMILES: CCCCCN1/C(OC2=CC=CC=C12)=C\C=C\C3=[N+](CCCCC)C4=CC=CC=C4O3.[I-]
Biological Activity: 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[1][2].
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DiOC5(3) | 99.64% | 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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DiOC5(3) (solution) | DiOC5(3) (solution) 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) (solution) increases the NADH/NAD ratio and induces excessive production of ROS. DiOC5(3) (solution) 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) (solution) 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) (solution) shows no detectable fluorescence signal when excited in the 400-500 nm ultraviolet light range. DiOC5(3) (solution) is applicable to leukemia-related research. Solvent and concentration: DMSO: 10 mM |
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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]
