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Synthetic Coelenterazine Derivatives and Their Application for Bioluminescence Imaging
2022Bioluminescence (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
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A biomimetic synthesis of coelenterazine analogs
Tetrahedron Letters, 2002N-(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
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Coelenterazine Analogs as Chemiluminescent Probe for Superoxide Anion
Analytical Biochemistry, 1997Eleven 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
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A coelenterazine-type bioluminescent probe for nitroreductase imaging
Organic & Biomolecular Chemistry, 2018Novel coelenterazine-type bioluminescent probes have been designed and synthesized to detect nitroreductase (NTR) in hypoxic tumors.
Xingye Yang +4 more
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Lighting up bioluminescence with coelenterazine: strategies and applications
Photochemical & Photobiological Sciences, 2016Bioluminescence-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
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Glowing jellyfish, luminescence and a molecule called coelenterazine
Trends in Biotechnology, 1999Luminescence has assumed an important role in analytical biochemistry and molecular biology as an extremely sensitive method for determining the concentration of specific ions and molecules. The luminescent system of the jellyfish Aequorea victoria consists of the photoprotein aequorin, which contains the molecule coelenterazine as a prosthetic group ...
K, Jones, F, Hibbert, M, Keenan
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Regiospecific Coelenterazine Analogs for Bioassays and Molecular Imaging
Bioconjugate ChemistryBioluminescence (BL) generated by luciferase-coelenterazine (CTZ) reactions is broadly employed as an optical readout in bioassays and in vivo molecular imaging. In this study, we demonstrate a systematic approach to elucidate the luciferase-CTZ binding chemistry with a full set of regioisomeric CTZ analogs, where all the functional groups were ...
Genta Kamiya +7 more
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Dehydrogenation of coelenterazine to dehydrocoelenterazine using molecular sieves
Bioscience, Biotechnology, and BiochemistryAbstract Coelenterazine (CTZ) and dehydrocoelenterazine (dCTZ, a dehydrogenated form of CTZ) were first identified in the liver of the luminescent squid Watasenia scintillans. In this report, we demonstrate for the first time that CTZ can be successfully converted to dCTZ using molecular sieves (MS4A/Na+, MS13X/Na+, MS5A/Ca2+, and MS3A/K+
Mitsuhiro Nakamura +3 more
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COELENTERAZINE-DEPENDENT LUCIFERASES: PROPERTIES AND APPLICATION
Lomonosov chemistry journalThe review presents data on the structure of bioluminescent systems of marine animals that use coelenterazine-dependent luciferases as light-emitting proteins. It has been shown that due to the availability, stability and high quantum yield of reactions, these luciferases, as well as their genetic variants with new useful properties, are successfully ...
L.A. FRANK, V.V. KRASITSKAYA
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