The fluorescent properties of coelenteramide, a substrate of aequorin and obelin

Min, Chungang; Li, Zuosheng; Ren, Ai‐Min; Zou, Lu‐Yi; Guo, Jian-You; Goddard, John D.

doi:10.1016/j.jphotochem.2012.10.028

Cited by 19 publications

(24 citation statements)

References 25 publications

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“…S2). The same situation was observed in [9] where the CAM-B3LYP and in [12] where the B3LYP were used. Furthermore, the "lambda diagnostic" [43] is a criterion for separating valence states from charge transfer and Rydberg states.…”

Section: Quantum-chemical Calculationssupporting

confidence: 65%

“…6) have been described here for the first time. Previous studies [9,13] considered only visible CLM fluorescence. They found that the visible fluorescence is a combination of emissions of neutral and ionized CLM forms, with the former involving electronic transitions LUMO → HOMO and LUMO → HOMO-1, and the latter involving electronic transitions LUMO → HOMO and LUMO + 1 → HOMO.…”

Section: Spectral Properties Of Coelenteramidementioning

confidence: 99%

“…Contributions of the forms to visible fluorescence spectra depend on efficiency of the photochemical process ( Fig. 1) and are governed by CLM microenvironment in proteins or solutions [9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

“…The product of bioluminescent reaction of obelin, 'discharged obelin', CLM-containing protein, is under theoretical [9][10][11][12][13][14] and experimental [17,18] investigation now. Time-resolved fluorescence experiments were conducted in [23] to determine fluorescence characteristics of neutral and ionized forms of discharged obelin.…”

Section: Introductionmentioning

confidence: 99%

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Ultraviolet fluorescence of coelenteramide and coelenteramide-containing fluorescent proteins. Experimental and theoretical study

Alieva

Tomilin

Кузубов

et al. 2016

Journal of Photochemistry and Photobiology B: Biology

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Coelenteramide-containing fluorescent proteins are products of bioluminescent reactions of marine coelenterates. They are called 'discharged photoproteins'. Their light-induced fluorescence spectra are variable, depending considerably on external conditions. Current work studies a dependence of light-induced fluorescence spectra of discharged photoproteins obelin, aequorin, and clytin on excitation energy. It was demonstrated that photoexcitation to the upper electron-excited states (260-300nm) of the discharged photoproteins initiates a fluorescence peak in the near UV region, in addition to the blue-green emission. To characterize the UV fluorescence, the light-induced fluorescence spectra of coelenteramide (CLM), fluorophore of the discharged photoproteins, were studied in methanol solution. Similar to photoproteins, the CLM spectra depended on photoexcitation energy; the additional peak (330nm) in the near UV region was observed in CLM fluorescence at higher excitation energy (260-300nm). Quantum chemical calculations by time depending method with B3LYP/cc-pVDZ showed that the conjugated pyrazine-phenolic fragment and benzene moiety of CLM molecule are responsible for the additional UV fluorescence peak. Quantum yields of CLM fluorescence in methanol were 0.028±0.005 at 270-340nm photoexcitation. A conclusion was made that the UV emission of CLM might contribute to the UV fluorescence of the discharged photoproteins. The study develops knowledge on internal energy transfer in biological structures - complexes of proteins with low-weight aromatic molecules.

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Section: Quantum-chemical Calculationssupporting

confidence: 65%

Section: Spectral Properties Of Coelenteramidementioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Ultraviolet fluorescence of coelenteramide and coelenteramide-containing fluorescent proteins. Experimental and theoretical study

Alieva

Tomilin

Кузубов

et al. 2016

Journal of Photochemistry and Photobiology B: Biology

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“…CLM-FPs are products of bioluminescent reactions of coelenterates that constitute a potential use in biomedicine as biomarkers [36][37][38]. The fluorescence characteristics of CLM-FPs were intensively studied [39][40][41][42][43][44][45][46]; they were found to be sensitive to external exposures: excitation energy [44], chemical agents [47,48], and radioactivity [49,50]. Recently, [51] suggested CLM-FPs for intracellular application as being the simplest toxicity bioassay.…”

Section: ⎯⎯mentioning

confidence: 99%

Enzymatic Responses to Low-Intensity Radiation of Tritium

Rozhko

Nemtseva

Gardt

et al. 2020

IJMS

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The present study considers a possible role of enzymatic reactions in the adaptive response of cells to the beta-emitting radionuclide tritium under conditions of low-dose exposures. Effects of tritiated water (HTO) on the reactions of bacterial luciferase and NAD(P)H:FMN-oxidoreductase, as well as a coupled system of these two reactions, were studied at radioactivity concentrations ≤ 200 MBq/L. Additionally, one of the simplest enzymatic reactions, photobiochemical proton transfer in Coelenteramide-containing Fluorescent Protein (CLM-FP), was also investigated. We found that HTO increased the activity of NAD(P)H:FMN-oxidoreductase at the initial stage of its reaction (by up to 230%); however, a rise of luciferase activity was moderate (<20%). The CLM-FP samples did not show any increase in the rate of the photobiochemical proton transfer under the exposure to HTO. The responses of the enzyme systems were compared to the ‘hormetic’ response of luminous marine bacterial cells studied earlier. We conclude that (1) the oxidoreductase reaction contributes significantly to the activation of the coupled enzyme system and bacterial cells by tritium, and (2) an increase in the organization level of biological systems promotes the hormesis phenomenon.

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Recent Advances in Acid–Base and Solvation Properties of Metal Phenolates

Bastos

Machado

2017

Patai's Chemistry of Functional Groups

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This chapter is an update of a recent review on the acid–base chemistry and solvation properties of metal phenolates. After a brief introduction on the physicochemical properties of metal phenolates, the interaction between phenolate ligands and metal Lewis acids is discussed. Examples of solvent effects on the acid–base properties, structure, and chemical reactivity are presented. Furthermore, the interaction of multidentate phenolic ligands and metal cations is highlighted because of their relevance in transition‐metal coordination chemistry, catalyst development, metalloenzyme mimicry, cytotoxicity, and magnetic properties.

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The fluorescent properties of coelenteramide, a substrate of aequorin and obelin

Cited by 19 publications

References 25 publications

Ultraviolet fluorescence of coelenteramide and coelenteramide-containing fluorescent proteins. Experimental and theoretical study

Ultraviolet fluorescence of coelenteramide and coelenteramide-containing fluorescent proteins. Experimental and theoretical study

Enzymatic Responses to Low-Intensity Radiation of Tritium

Recent Advances in Acid–Base and Solvation Properties of Metal Phenolates

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