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Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(ii) in living cells
Abstract
A simple PET fluorescence sensor (BDA) for Zn2+ that utilizes 1,3,5,7-tetramethyl-boron dipyrromethene as a reporting group and di(2-picolyl)amine as a chelator for Zn2+ has been synthesized and characterized. BDA has an excitation (491 nm) and emission wavelength (509 nm) in the visible range. The fluorescence quantum yields of the zinc-free and zinc-bound states of BDA are 0.077 and 0.857, respectively. With a low pKa of 2.1 +/- 0.1, BDA has the advantage of less sensitivity to pH than fluorescein-based Zn2+ sensors, and the fluorescence emission of zinc-binding is pH-independent in the range of pH 3-10. Under physiological conditions, metal ions such as Na+, K+, Ca2+, Mg2+, Mn2+ and Fe2+ have little interference. The apparent dissociation constant (Kd) is 1.0 +/- 0.1 nM. Using fluorescence microscopy, the sensor is shown to be capable of imaging intracellular Zn2+ changes.
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Cited by
BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties
Loudet, A., & Burgess, K. (2007) · Chemical Reviews · doi:10.1021/cr078381n · Cited by 5,238
Synthetic fluorescent sensors for studying the cell biology of metals
Domaille, D. W., Que, E. L., & Chang, C. J. (2008) · Nature Chemical Biology · doi:10.1038/nchembio.69 · Cited by 1,081
Rohand, T., Qin, W., Boens, N., & Dehaen, W. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200600531 · Cited by 260
Metadata
- Authors
- Wu, Y., Peng, X., Guo, B., Fan, J., Zhang, Z., Wang, J., Cui, A., & Gao, Y.
- Venue
- Organic & Biomolecular Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2005
- Volume
- 3
- Issue
- 8
- Pages
- 1387
- ISSN
- 1477-0520 (ISSN-L)
- 1477-0539
- OpenAlex
- W1995985309
- Cited by
- 215
- References
- 0
- FWCI
- 5.35
- Type
- journal article
- Language
- en
- Open access
- closed
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- Wu, Y., Peng, X., Guo, B., Fan, J., Zhang, Z., Wang, J., Cui, A., & Gao, Y. (2005). Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(ii) in living cells. Organic & Biomolecular Chemistry. https://doi.org/10.1039/b501795e
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