Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

引用本文: Ming-Liang Yuan, Tian-Yu Jiang, Lu-Pei Du, Min-Yong Li. Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation[J]. Chinese Chemical Letters, 2016, 27(4): 550-554. shu

Citation: Ming-Liang Yuan, Tian-Yu Jiang, Lu-Pei Du, Min-Yong Li. Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation[J]. Chinese Chemical Letters, 2016, 27(4): 550-554. shu

Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

Department of Medicinal Chemistry, Key Laboratory of Chemical Biology(MOE), School of Pharmacy, Shandong University, Jinan 250012, China
基金项目:
This work was supported by grants from the National Program on Key Basic Research Project (No. 2013CB734000), the National Natural Science Foundation of China (No. 81370085), the Major Project of Science and Technology of Shandong Province (No. 2015ZDJS04001) and the Fundamental Research Funds of Shandong University (No. 2014JC008).

摘要: Replacement of the methylene group at the C-8 position with an extended electronic conjugation is a new promising method to develop red-shifted coelenterazine derivatives. In this paper, we have described an oxygen-containing coelenterazine derivative with a significant red-shifted (63 nm) bioluminescence signal maximum relative to coelenterazine 400a (DeepBlueC^TM, 1). In cell imaging, the sulfur-containing coelenterazine derivative displayed a significantly (1.77±0.09; P≤0.01) higher luminescence signal compared to coelenterazine 400a and the oxygen-containing coelenterazine derivative exhibited a slightly (0.74±0.08; P≤0.05) lower luminescence signal. It is beneficial to understand further the underlying mechanisms of bioluminescence.

关键词:

English

Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

Department of Medicinal Chemistry, Key Laboratory of Chemical Biology(MOE), School of Pharmacy, Shandong University, Jinan 250012, China
Received Date: 14 January 2016
Revised Date: 18 February 2016
Available Online: 03 March 2016
Fund Project:
This work was supported by grants from the National Program on Key Basic Research Project (No. 2013CB734000), the National Natural Science Foundation of China (No. 81370085), the Major Project of Science and Technology of Shandong Province (No. 2015ZDJS04001) and the Fundamental Research Funds of Shandong University (No. 2014JC008).

Abstract: Replacement of the methylene group at the C-8 position with an extended electronic conjugation is a new promising method to develop red-shifted coelenterazine derivatives. In this paper, we have described an oxygen-containing coelenterazine derivative with a significant red-shifted (63 nm) bioluminescence signal maximum relative to coelenterazine 400a (DeepBlueC^TM, 1). In cell imaging, the sulfur-containing coelenterazine derivative displayed a significantly (1.77±0.09; P≤0.01) higher luminescence signal compared to coelenterazine 400a and the oxygen-containing coelenterazine derivative exhibited a slightly (0.74±0.08; P≤0.05) lower luminescence signal. It is beneficial to understand further the underlying mechanisms of bioluminescence.

Key words:

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Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

English

Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

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Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

English

Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

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