The DOI matches its Crossref record; 30 of the 30 references it cites were found in a registry or an index.
Tunable Heptamethine–Azo Dye Conjugate as an NIR Fluorescent Probe for the Selective Detection of Mitochondrial Glutathione over Cysteine and Homocysteine
Abstract
Although a lot of mitochondria-targeting biothiol probes have been developed and applied to cellular imaging through thiol-induced disulfide cleavage or Michael addition reactions, relatively few probes assess mitochondrial GSH with high selectivity over Cys and Hcy and with NIR fluorescence capable of noninvasive imaging in biological samples. In order to monitor mitochondrial GSH with low background autofluorescence, we designed a heptamethine-azo conjugate as an NIR fluorescent probe by introducing a tunable lipophilic cation unit as the biomarker for mitochondria and a nitroazo group as the GSH-selective reaction site as well as the fluorescence quencher. The probe exhibited a dramatic off-on NIR fluorescence response toward GSH with high selectivity over other amino acids including Cys and Hcy. Further application to cellular imaging indicated that the probe was highly responsive to the changes of mitochondrial GSH in cells.
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Recent progress in the development of near-infrared fluorescent probes for bioimaging applications
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Disulfide-Cleavage-Triggered Chemosensors and Their Biological Applications
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Neuroprotection by the Metabolic Antioxidant α-Lipoic Acid
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Ratiometric Detection of Mitochondrial Thiols with a Two-Photon Fluorescent Probe
Lim, C. S., Masanta, G., Kim, H. J., Han, J. H., Kim, H. M., & Cho, B. R. (2011) · Journal of the American Chemical Society · doi:10.1021/ja205081s · Cited by 365
Self-citationSpectroscopic Properties of Organic Azo Compounds
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Recent Strategies to Develop Innovative Photosensitizers for Enhanced Photodynamic Therapy
Pham, T. C., Nguyen, V.-N., Choi, Y., Lee, S., & Yoon, J. (2021) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00381 · Cited by 1,813
Design strategies of fluorescent probes for selective detection among biothiols
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Umezawa, K., Yoshida, M., Kamiya, M., Yamasoba, T., & Urano, Y. (2017) · Nature Chemistry · doi:10.1038/nchem.2648 · Cited by 508
Near-infrared (NIR) fluorescence-emitting small organic molecules for cancer imaging and therapy
Li, H., Kim, Y., Jung, H., Hyun, J. Y., & Shin, I. (2022) · Chemical Society Reviews · doi:10.1039/d2cs00722c · Cited by 356
Mitochondria‐Targeted Small‐Molecule Fluorophores for Dual Modal Cancer Phototherapy
Luo, S., Tan, X., Fang, S., Wang, Y., Liu, T., Wang, X., Yuan, Y., Sun, H., Qi, Q., & Shi, C. (2016) · Advanced Functional Materials · doi:10.1002/adfm.201600159 · Cited by 285
Metadata
- Authors
- Lim, S.-Y., Hong, K.-H., Kim, D. I., Kwon, H., & Kim, H.-J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2014-05-01
- Volume
- 136
- Issue
- 19
- Pages
- 7018-7025
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2024237542
- Cited by
- 461
- References
- 30
- FWCI
- 23.70
- Type
- journal article
- Language
- en
- Open access
- closed
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- Lim, S.-Y., Hong, K.-H., Kim, D. I., Kwon, H., & Kim, H.-J. (2014). Tunable Heptamethine–Azo Dye Conjugate as an NIR Fluorescent Probe for the Selective Detection of Mitochondrial Glutathione over Cysteine and Homocysteine. Journal of the American Chemical Society. https://doi.org/10.1021/ja500962u
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