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Comparative study of the chemiluminescence of coelenterazine, coelenterazine-e and Cypridina luciferin with an experimental and theoretical approach

Journal of Photochemistry and Photobiology B: Biology, 2019
Imidazopyrazinone is a typical scaffold present in marine bioluminescence, in which thermal energy is converted into excitation energy in an enzyme-catalyzed reaction. In fact, the imidazopyrazinone scaffold is a common link among organisms of eight phyla.
Carla M. Magalhães   +2 more
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Concise Synthesis ofv-Coelenterazines

Organic Letters, 2015
A novel synthetic method for v-coelenterazine (v-CTZ), which is a vinylene-bridged analog of native CTZ with a large red-shifted luminescence property, is described. The synthesis was achieved in a concise way through the use of three sequential cross-coupling reactions and ring-closing metathesis (RCM).
Takamitsu, Hosoya   +6 more
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Light-emitters involved in the luminescence of coelenterazine

Luminescence, 2000
Coelenterazine emits light by chemi-and bioluminescence reactions, decomposing into coelenteramide and CO(2). To ascertain the light emitters involved, the fluorescence of coelenteramide and five analogues were studies in four kinds of solvent. The results showed that coelenteramides can form five kinds of light emitters, ie unionized (lambda(max) 386 ...
O, Shimomura, K, Teranishi
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Synthetic Bioluminescent Coelenterazine Derivatives

2016
The development of coelenterazine (CTZ) derivatives resulting in superior optical characteristics is an efficient method to extend the range of its possible applications. Here, we describe the synthesis of three C-6 substituted CTZ derivatives retaining the recognition by Renilla luciferase (RLuc) and its derivatives.
Ryo, Nishihara   +2 more
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ChemInform Abstract: Synthesis of Coelenterazine.

ChemInform, 2002
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Maciej Adamczyk   +4 more
openaire   +1 more source

A biomimetic synthesis of coelenterazine analogs

Tetrahedron Letters, 2002
N-(Trifluoroacetyl)dehydrodipeptides 2-3 were coupled to aminomethylene dimethylacetal derivatives 4 5. The resulting pseudo-tripeptides 6 were stepwise deprotected (carbonyl function (7) then amine function) and in situ cyclized into imidazolopyrazines 1. (C) 2002 Elsevier Science Ltd. All rights reserved.
Devillers, Ingrid   +3 more
openaire   +1 more source

Synthetic Coelenterazine Derivatives and Their Application for Bioluminescence Imaging

2022
Bioluminescence (BL), the emission light resulting from the enzyme-catalyzed oxidative reaction, is a powerful imaging modality for monitoring biological phenomena both in vitro and in vivo. Coelenterazine (CTZ), the known widespread luciferin found in bioluminescent organisms, develops bioluminescence imaging (BLI).
Tianyu, Jiang, Minyong, Li
openaire   +2 more sources

Coelenterazine Analogs as Chemiluminescent Probe for Superoxide Anion

Analytical Biochemistry, 1997
Eleven new coelenterazine analogs containing the 3,7-dihydroimidazo[1,2-alpha]pyrazin-3-one structure were synthesized. The superoxide-triggered chemiluminescence of these compounds was investigated using the hypoxanthine-xanthine oxidase system in comparison with four known compounds.
K, Teranishi, O, Shimomura
openaire   +2 more sources

Enzymatic activity of albumin shown by coelenterazine chemiluminescence

Luminescence, 2012
ABSTRACTBioluminescence, the emission of light from live organisms, occurs in 18 phyla and is the major communication system in the deep sea. It has appeared independently many times during evolution but its origins remain unknown. Coelenterazine bioluminescence discovered in luminous jellyfish is the most common chemistry causing bioluminescence in ...
N, Vassel   +8 more
openaire   +2 more sources

Lighting up bioluminescence with coelenterazine: strategies and applications

Photochemical & Photobiological Sciences, 2016
Bioluminescence-based techniques, such as bioluminescence imaging, BRET and dual-luciferase reporter assay systems, have been widely used to examine a myriad of biological processes. Coelenterazine (CTZ), a luciferin or light-producing compound found in bioluminescent organisms, has sparked great curiosity and interest in searching for analogues with ...
Tianyu, Jiang, Lupei, Du, Minyong, Li
openaire   +2 more sources

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