Development of azo-based fluorescent probes to detect different levels of hypoxia

Wen Piao; Satoru Tsuda; Yuji Tanaka; Satoshi Maeda; Fengyi Liu; Shodai Takahashi; Yu Kushida; Toru Komatsu; Tasuku Ueno; Takuya Terai; Toru Nakazawa; Masanobu Uchiyama; Keiji Morokuma; Tetsuo Nagano; Kenjiro Hanaoka

doi:10.1002/anie.201305784

Development of azo-based fluorescent probes to detect different levels of hypoxia

Wen Piao, Satoru Tsuda, Yuji Tanaka, Satoshi Maeda, Fengyi Liu, Shodai Takahashi, Yu Kushida, Toru Komatsu, Tasuku Ueno, Takuya Terai, Toru Nakazawa, Masanobu Uchiyama, Keiji Morokuma, Tetsuo Nagano, Kenjiro Hanaoka

Research output: Contribution to journal › Article › peer-review

233 Citations (Scopus)

Abstract

Let it shine: New hypoxia-sensitive fluorescent probes were developed; they consist of a rhodamine moiety with an azo group directly conjugated to the fluorophore. Because of an ultrafast conformational change around the N=N bond, the compounds are nonfluorescent under normoxia. However, under hypoxia, the azo group is reduced, and a strongly fluorescent rhodamine derivative is released.

Original language	English
Pages (from-to)	13028-13032
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	49
DOIs	https://doi.org/10.1002/anie.201305784
Publication status	Published - 2013 Dec 2
Externally published	Yes

Keywords

azo compounds
bioorganic chemistry
fluorescent probes
imaging agents
oxygen concentration

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201305784

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Piao, W., Tsuda, S., Tanaka, Y., Maeda, S., Liu, F., Takahashi, S., Kushida, Y., Komatsu, T., Ueno, T., Terai, T., Nakazawa, T., Uchiyama, M., Morokuma, K., Nagano, T., & Hanaoka, K. (2013). Development of azo-based fluorescent probes to detect different levels of hypoxia. Angewandte Chemie - International Edition, 52(49), 13028-13032. https://doi.org/10.1002/anie.201305784

Piao, W, Tsuda, S, Tanaka, Y, Maeda, S, Liu, F, Takahashi, S, Kushida, Y, Komatsu, T, Ueno, T, Terai, T, Nakazawa, T, Uchiyama, M, Morokuma, K, Nagano, T & Hanaoka, K 2013, 'Development of azo-based fluorescent probes to detect different levels of hypoxia', Angewandte Chemie - International Edition, vol. 52, no. 49, pp. 13028-13032. https://doi.org/10.1002/anie.201305784

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T1 - Development of azo-based fluorescent probes to detect different levels of hypoxia

AU - Piao, Wen

AU - Tsuda, Satoru

AU - Tanaka, Yuji

AU - Maeda, Satoshi

AU - Liu, Fengyi

AU - Takahashi, Shodai

AU - Kushida, Yu

AU - Komatsu, Toru

AU - Ueno, Tasuku

AU - Terai, Takuya

AU - Nakazawa, Toru

AU - Uchiyama, Masanobu

AU - Morokuma, Keiji

AU - Nagano, Tetsuo

AU - Hanaoka, Kenjiro

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AB - Let it shine: New hypoxia-sensitive fluorescent probes were developed; they consist of a rhodamine moiety with an azo group directly conjugated to the fluorophore. Because of an ultrafast conformational change around the N=N bond, the compounds are nonfluorescent under normoxia. However, under hypoxia, the azo group is reduced, and a strongly fluorescent rhodamine derivative is released.

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KW - bioorganic chemistry

KW - fluorescent probes

KW - imaging agents

KW - oxygen concentration

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Development of azo-based fluorescent probes to detect different levels of hypoxia

Abstract

Keywords

ASJC Scopus subject areas

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