Molecular structure of Zinbo-5
Zinbo-5
See product citations (3)
Alternate Names:
2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(2-pyridylmethyl) aminomethylbenzoxazole
Application:
Zinbo-5 is a useful ratiometric imaging probe for Zn2+ and Cd2+
Molecular Weight:
391.42
Molecular Formula:
C22H21N3O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Zinbo-5 is a cell-permeable benzoxazole containing tetradendate fluorescent sensor that serves as a selective and sensitive ratiometric imaging probe for Zn2+ and Cd2+ (by fluorescence I445 nm/I400 nm or by absorbance I376 nm/I337 nm). Zinbo-5 forms a 1:1 complex with zinc (Kd = 2.2 nM, pH 7.2) and displays characteristic changes in both excitation and emission spectra with a ~5-fold increase in fluorescence quantum yield. Zinbo-5 may act to reveal changes in intracellular zinc availability in mouse fibroblasts L(TK-) cells by two-photon excitation fluorescence microscopy and is useful for real time monitoring of Zn2+ in tissues and cells.
Zinbo-5 References
- Emission ratiometric imaging of intracellular zinc: design of a benzoxazole fluorescent sensor and its application in two-photon microscopy. | Taki, M., et al. 2004. J Am Chem Soc. 126: 712-3. PMID: 14733534
- Features of Rhodobacter sphaeroides ChrR required for stimuli to promote the dissociation of σ(E)/ChrR complexes. | Greenwell, R., et al. 2011. J Mol Biol. 407: 477-91. PMID: 21295582
- High-throughput screen for identifying small molecules that target fungal zinc homeostasis. | Simm, C., et al. 2011. PLoS One. 6: e25136. PMID: 21980385
- Fluorescent zinc sensor with minimized proton-induced interferences: photophysical mechanism for fluorescence turn-on response and detection of endogenous free zinc ions. | Kwon, JE., et al. 2012. Inorg Chem. 51: 8760-74. PMID: 22534151
- Fluxes in 'free' and total zinc are essential for progression of intraerythrocytic stages of Plasmodium falciparum. | Marvin, RG., et al. 2012. Chem Biol. 19: 731-41. PMID: 22726687
- Knockdown of intraislet IKKβ by spherical nucleic acid conjugates prevents cytokine-induced injury and enhances graft survival. | Rink, JS., et al. 2013. Transplantation. 96: 877-84. PMID: 24247900
- Two-photon imaging of Zn2+ dynamics in mossy fiber boutons of adult hippocampal slices. | Khan, M., et al. 2014. Proc Natl Acad Sci U S A. 111: 6786-91. PMID: 24757053
- Near-Infrared-Activated Upconversion Nanoprobes for Sensitive Endogenous Zn2+ Detection and Selective On-Demand Photodynamic Therapy. | Hu, P., et al. 2017. Anal Chem. 89: 3492-3500. PMID: 28220697
- Metal Ion-Responsive Fluorescent Probes for Two-Photon Excitation Microscopy. | Sumalekshmy, S. and Fahrni, CJ. 2011. Chem Mater. 23: 483-500. PMID: 28503029
- Cyclic AMP Pathway Activation and Extracellular Zinc Induce Rapid Intracellular Zinc Mobilization in Candida albicans. | Kjellerup, L., et al. 2018. Front Microbiol. 9: 502. PMID: 29619016
- Atovaquone Impairs Growth of Aspergillus and Fusarium Keratitis Isolates by Modulating Mitochondrial Function and Zinc Homeostasis. | Clark, HL., et al. 2018. Invest Ophthalmol Vis Sci. 59: 1589-1598. PMID: 29625485
- Ternary Zn(II) Complexes of Fluorescent Zinc Probes Zinpyr-1 and Zinbo-5 with the Low Molecular Weight Component of Exchangeable Cellular Zinc Pool. | Marszałek, I., et al. 2019. Inorg Chem. 58: 14741-14751. PMID: 31646867
- Selective Metal Chelation by a Thiosemicarbazone Derivative Interferes with Mitochondrial Respiration and Ribosome Biogenesis in Candida albicans. | Duan, X., et al. 2022. Microbiol Spectr. 10: e0195121. PMID: 35412374
- Direct determination of free Zn concentration in samples of biological interest. | López-Solís, L., et al. 2022. Anal Chim Acta. 1229: 340195. PMID: 36156239
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Zinbo-5, 1 mg | sc-222425 | 1 mg | $444.00 |