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Synthesis of Deuterium-Labeled Pyrrolylcarnosine

  • BIOCHEMISTRY, BIOPHYSICS, AND MOLECULAR BIOLOGY
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Abstract

The effect of temperature on the effectiveness of the incorporation of deuterium into pyrrolylcarnosine (PC) was studied. Deuterium gas and heavy water were used as a source of deuterium. Isotope exchange was carried out using solid-phase and liquid-phase methods. It was found that it is better to use isotope exchange with deuterated water to obtain preparative amounts of labeled pyrrolylcarnosine. When using y solid-phase method, the main label is in pyrrole. The incorporation of deuterium at a higher temperature occurs more evenly. In addition, the use of deuterated water made it possible to reduce the amount of unlabeled isotopomer to almost 0% and to obtain a product with a yield of 70% and a content of more than seven deuterium atoms. It was established that the content of deuterium in the compound can be increased by pretreating the reaction mixture with deuterium gas. This approach opens up additional opportunities for the synthesis of labeled compounds.

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Correspondence to V. P. Shevchenko or T. N. Fedorova.

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The authors declare that they have no conflicts of interest. This article does not contain any studies involving animals or human participants performed by any of the authors.

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Translated by M. Batrukova

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Shevchenko, V.P., Nagaev, I.Y., Fedorova, T.N. et al. Synthesis of Deuterium-Labeled Pyrrolylcarnosine. Dokl Biochem Biophys 507, 374–379 (2022). https://doi.org/10.1134/S1607672922340130

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  • DOI: https://doi.org/10.1134/S1607672922340130

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