2020 / 02

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DOI: 10.24075/brsmu.2020.022

METHOD

Synthesis of 13С- and 14С-labeled linoleic acids for use in diagnostic breath tests for hepatobiliary system disorders

Tynio YaYa1, Morozova GV2, Biryukova YuK3, Sivokhin DA4, Pozdniakova NV5, Zylkova MV3, Bogdanova ES3, Smirnova MS3, Shevelev AB3,6
About authors

1 Russian State University of Physical Education, Sport, Youth and Tourism, Moscow, Russia

2 Skryabin Moscow State Academy of Veterinary Medicine and Biotechnology, Moscow

3 Vavilov Institute of General Genetics, Russian Academy of Sciences, Moscow, Russia

4 I. M. Sechenov First Moscow State Medical University, Moscow, Russia

5 Blokhin National Medical Research Center of Oncology, Moscow, Russia

6 Plekhanov Russian University of Economics, Moscow, Russia

Correspondence should be addressed: Yaroslav Y. Tynio
Sirenevyi bulvar, 4, Moscow, 105122; ur.liam@oinytyy

About paper

Author contribution: Tynio YY conceived and supervised the study; Morozova GV synthesized the final product by carboxylation of the Grignard reagent with 13С and 14С dioxides, did preparative calculations; Biryukova YuK conducted NMR-analysis of the final product; Sivokhin DA analyzed the literature and wrote the manuscript; Pozdniakova NV analyzed the literature; Zylkova MV measured the radioactivity of carbon atoms in the reagents, intermediate and final products; Bogdanova ES analyzed the NMR spectra of the final products; Smirnova MS determined the melting point of the final products; Shevelev AB provided reagents and instrumentation and revised the manuscript.

Received: 2020-03-31 Accepted: 2020-04-15 Published online: 2020-04-25
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Fig. 1. The apparatus for preparing the Grignard reagent in argon atmosphere
Fig. 2. The apparatus for carboxylation of the Grignard reagent. 1 — source of carbon dioxide; 2 — drierite-containing tube; 3 — high-vacuum manifold (tube diameter of 13 mm); 4 — mercury column manometer; 5 — flask; 6 — 3-phase magnetic stirrer (110 V); 7 — cooling bath; 8 — nitrogen inlet; 9 — glass joint, 28/12; 10 — stopcock, bore size 3 mm; 11 — stopcock, bore size 2 mm; 12 — ground-glass joint, 18/9; 13 — ground-glass joint, 14/35; 14 — groundglass joint, 14/20
Fig. 3. The 1H-NMR spectrum of 14С-labeled linoleic acid