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Synthesis and mass-spectral study of the luciferin of Luciola mingrelica

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Chemistry of Natural Compounds Aims and scope

Conclusions

1. The synthesis of the luciferin ofLuciola mingrelica, i.e., D(−)-2-(6-hydroxybenzothiazol-2-yl)-3,4-dihydrothiazole-4-carboxylic acid, has been performed with some modifications.

2. It has been shown that in the mass spectrum of luciferin the most characteristic ions are those that correspond to decarboxylation, aromatization, and, finally, the elimination of the thiazoline part of the molecule. The spectra of the intermediate products of synthesis are characterized by competing processes of the elimination of the substituent from position 2 of the benzothiazole molecule, and, to a small extent, the “phenolic” fragmentation of the benzene ring.

3. Synthetic luciferin in combination with purified luciferase of the glow wormLuciola mingrelica can be used for the luminescence determination of the concentration of ATP in biological materials.

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M. V. Lomonosov Moscow State University. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 293–300, May–June, 1974.

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Rubin, B.A., Kost, A.N., Kukarskikh, G.P. et al. Synthesis and mass-spectral study of the luciferin of Luciola mingrelica. Chem Nat Compd 10, 303–308 (1974). https://doi.org/10.1007/BF00563881

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