{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,31]],"date-time":"2026-08-31T21:32:51Z","timestamp":1788211971598,"version":"build-2803163510"},"reference-count":25,"publisher":"MDPI AG","issue":"7","license":[{"start":{"date-parts":[[2020,7,14]],"date-time":"2020-07-14T00:00:00Z","timestamp":1594684800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004281","name":"Narodowe Centrum Nauki","doi-asserted-by":"publisher","award":["2017\/25\/B\/NZ9\/01060"],"award-info":[{"award-number":["2017\/25\/B\/NZ9\/01060"]}],"id":[{"id":"10.13039\/501100004281","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Metabolites"],"abstract":"<jats:p>Cyanogenic glucosides (CG), the monoglycosides linamarin and lotaustralin, as well as the diglucosides linustatin and neolinustatin, have been identified in flax. The roles of CG and hydrogen cyanide (HCN), specifically the product of their breakdown, differ and are understood only to a certain extent. HCN is toxic to aerobic organisms as a respiratory inhibitor and to enzymes containing heavy metals. On the other hand, CG and HCN are important factors in the plant defense system against herbivores, insects and pathogens. In this study, fluctuations in CG levels during flax growth and development (using UPLC) and the expression of genes encoding key enzymes for their metabolism (valine N-monooxygenase, linamarase, cyanoalanine nitrilase and cyanoalanine synthase) using RT-PCR were analyzed. Linola cultivar and transgenic plants characterized by increased levels of sulfur amino acids were analyzed. This enabled the demonstration of a significant relationship between the cyanide detoxification process and general metabolism. Cyanogenic glucosides are used as nitrogen-containing precursors for the synthesis of amino acids, proteins and amines. Therefore, they not only perform protective functions against herbivores but are general plant growth regulators, especially since changes in their level have been shown to be strongly correlated with significant stages of plant development.<\/jats:p>","DOI":"10.3390\/metabo10070288","type":"journal-article","created":{"date-parts":[[2020,7,14]],"date-time":"2020-07-14T11:03:23Z","timestamp":1594724603000},"page":"288","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":25,"title":["Metabolism of the Cyanogenic Glucosides in Developing Flax: Metabolic Analysis, and Expression Pattern of Genes"],"prefix":"10.3390","volume":"10","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-3343-9303","authenticated-orcid":false,"given":"Magdalena","family":"Zuk","sequence":"first","affiliation":[{"name":"Faculty of Biotechnology, Wroclaw University, Przybyszewskiego 63\/77, 51-148 Wroc\u0142aw, Poland"},{"name":"Linum Fundation, pl. Grunwaldzki 24A, 50-363 Wroc\u0142aw, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Katarzyna","family":"Pelc","sequence":"additional","affiliation":[{"name":"Faculty of Biotechnology, Wroclaw University, Przybyszewskiego 63\/77, 51-148 Wroc\u0142aw, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jakub","family":"Szperlik","sequence":"additional","affiliation":[{"name":"Faculty of Biotechnology, Wroclaw University, Przybyszewskiego 63\/77, 51-148 Wroc\u0142aw, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9091-8859","authenticated-orcid":false,"given":"Agnieszka","family":"Sawula","sequence":"additional","affiliation":[{"name":"Faculty of Biotechnology, Wroclaw University, Przybyszewskiego 63\/77, 51-148 Wroc\u0142aw, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jan","family":"Szopa","sequence":"additional","affiliation":[{"name":"Linum Fundation, pl. Grunwaldzki 24A, 50-363 Wroc\u0142aw, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2020,7,14]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1016\/j.fct.2019.01.002","article-title":"Metabolism of cyanogenic glycosides: A review","volume":"125","author":"Cressey","year":"2019","journal-title":"Food Chem. Toxicol."},{"key":"ref_2","first-page":"1","article-title":"Advances in cyanogenic glycosides biosynthesis and analyses in plants: A review","volume":"54","author":"Ganjewala","year":"2010","journal-title":"Acta Biol. Szeged."},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Davis, R.H. (1991). 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