Synthesis of Deuterium-Labeled Pyrrolylcarnosine

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.

Automated summary

The effect of temperature on the incorporation of deuterium into pyrrolylcarnosine was studied. Using deuterated water as a source of deuterium, it was found that isotope exchange can be carried out to obtain labeled pyrrolylcarnosine. Higher temperatures result in a more even incorporation of deuterium. The use of deuterated water reduces the amount of unlabeled isotopomer and increases the yield and deuterium content of the product.