Light-emitters involved in the luminescence of coelenterazine

Shimomura, Osamu; Teranishi, Katsunori

doi:10.1002/(sici)1522-7243(200001/02)15:1<51::aid-bio555>3.0.co;2-j

Cited by 92 publications

(112 citation statements)

References 17 publications

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“…The most commonly occurring natural bioluminescence system is the deep-sea imidazolopyrazine bioluminescence system that has been found in seven phyla and approximately 90 genera, including copepods, ostracods, cephalopods, and amphipods (66). Coelenterazine is an imidazolopyrazine derivative that acts as the luciferin which, when oxidized by the appropriate luciferase, produces carbon dioxide, coelenteramide, and light (59,60). One of the most widely studied coelenterazine-catalyzing luciferases is Ruc produced by Renilla reniformans, a sea pansy that displays bioluminescence upon mechanical stimulation.…”

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confidence: 99%

Alternative Luciferase for Monitoring Bacterial Cells under Adverse Conditions

Wiles

Ferguson

Stefanidou

et al. 2005

Appl Environ Microbiol

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The availability of cloned luciferase genes from fireflies (luc) and from bacteria (luxAB) has led to the widespread use of bioluminescence as a reporter to measure cell viability and gene expression. The most commonly occurring bioluminescence system in nature is the deep-sea imidazolopyrazine bioluminescence system. Coelenterazine is an imidazolopyrazine derivative which, when oxidized by an appropriate luciferase enzyme, produces carbon dioxide, coelenteramide, and light. The luciferase from the marine copepod Gaussia princeps (Gluc) has recently been cloned. We expressed the Gluc gene in Mycobacterium smegmatis using a shuttle vector and compared its performance with that of an existing luxAB reporter. In contrast to luxAB, the Gluc luciferase retained its luminescence output in the stationary phase of growth and exhibited enhanced stability during exposure to low pH, hydrogen peroxide, and high temperature. The work presented here demonstrated the utility of the copepod luciferase bioluminescent reporter as an alternative to bacterial luciferase, particularly for monitoring responses to environmental stress stimuli.

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confidence: 99%

Alternative Luciferase for Monitoring Bacterial Cells under Adverse Conditions

Wiles

Ferguson

Stefanidou

et al. 2005

Appl Environ Microbiol

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“…Fluorescence studies of coelenteramide and its analogues have shown that the differences of the bioluminescence spectra among photoproteins are attributable to the activation of different ionic excited states of coelenteramide under the influence of the environment of the active site. These states include the neutral coelenteramide with a fluorescence spectral maximum around 400 nm, the amide monoanion with a fluorescence spectral maximum around 450 nm, a phenolate ion pair with a fluorescence spectral maximum in the range of 465 to 495 nm, and a pyrazine-N(4) anion with a fluorescence spectral maximum in the range of 530 to 565 nm (13,14).…”

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confidence: 99%

Crystal Structure of a Ca2+-discharged Photoprotein

Deng

Markova

Vysotski

et al. 2004

Journal of Biological Chemistry

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“…Table lists the λ n and f n values of typical ones of different type of coelenteramides in benzene. The experimental UV absorption maximum of original coelenteramide in benzene is 301 nm , which corresponds with the transition S 0 →S 1 with λ 1 = 290 nm and f 1 = 0.47 as shown in Table .…”

Section: Resultsmentioning

confidence: 99%

Photoluminescence Rainbow from Coelenteramide—A Theoretical Study

Gao

Liu

2018

Photochem & Photobiology

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A wide variety of marine bioluminescent organisms emit light via the excited-state coelenteramide, which is produced from the coelenterazine oxidation via a series of complicated chemical reactions in protein. Photoluminescence of coelenteramide is a simple way to produce light without experiencing the intricate reactions starting from coelenterazine. To extend the color range of light emission, many coelenterazine analogues were synthesized, but mostly only produce blue and cyan fluorescence. Based on the 42 synthesized coelenterazine analogues, we theoretically studied the absorption and fluorescence properties of the corresponding coelenteramide analogues. The electronic effect, steric effect, conjugated effect and solvated effect were considered. The results indicated that conjugated effect has great influence on the strength and wavelength of fluorescence and large electron transfer is beneficial to redshift. Based on the regularities, we theoretically designed six coelenteramide analogues, and together with the original coelenteramide, the seven-ones emit the seven colors of rainbow via their photoluminescences. This study expands the coelenteramide fluorescence to the whole visible light region and could inspire new application.

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Light-emitters involved in the luminescence of coelenterazine

Cited by 92 publications

References 17 publications

Alternative Luciferase for Monitoring Bacterial Cells under Adverse Conditions

Alternative Luciferase for Monitoring Bacterial Cells under Adverse Conditions

Crystal Structure of a Ca2+-discharged Photoprotein

Photoluminescence Rainbow from Coelenteramide—A Theoretical Study

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