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To investigate the presence of putative turnover products of cyanogenic glycosides, comparative metabolic profiling using LC\u2013MS\/MS and high resolution MS (HR\u2013MS) complemented by ion-mobility MS was carried out in three cyanogenic plant species: cassava, almond and sorghum. In total, the endogenous formation of 36 different chemical structures related to the cyanogenic glucosides linamarin, lotaustralin, prunasin, amygdalin and dhurrin was discovered, including di- and tri-glycosides derived from these compounds. The relative abundance of the compounds was assessed in different tissues and developmental stages. Based on results common to the three phylogenetically unrelated species, a potential recycling endogenous turnover pathway for cyanogenic glycosides is described in which reduced nitrogen and carbon are recovered for primary metabolism without the liberation of free HCN. Glycosides of amides, carboxylic acids and \u2018anitriles\u2019 derived from cyanogenic glycosides appear as common intermediates in this pathway and may also have individual functions in the plant. The recycling of cyanogenic glycosides and the biological significance of the presence of the turnover products in cyanogenic plants open entirely new insights into the multiplicity of biological roles cyanogenic glycosides may play in plants.<\/jats:p>","DOI":"10.1042\/bj20150390","type":"journal-article","created":{"date-parts":[[2015,7,23]],"date-time":"2015-07-23T09:49:09Z","timestamp":1437644949000},"page":"375-389","update-policy":"https:\/\/doi.org\/10.1042\/crossmark_policy","source":"Crossref","is-referenced-by-count":130,"title":["A recycling pathway for cyanogenic glycosides evidenced by the comparative metabolic profiling in three cyanogenic plant species"],"prefix":"10.1042","volume":"469","author":[{"given":"Martina","family":"Pi\u010dmanov\u00e1","sequence":"first","affiliation":[{"name":"Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Copenhagen, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elizabeth\u00a0H.","family":"Neilson","sequence":"additional","affiliation":[{"name":"Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Copenhagen, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohammed\u00a0S.","family":"Motawia","sequence":"additional","affiliation":[{"name":"Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Copenhagen, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Carl\u00a0Erik","family":"Olsen","sequence":"additional","affiliation":[{"name":"Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Copenhagen, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Niels","family":"Agerbirk","sequence":"additional","affiliation":[{"name":"Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Copenhagen, Denmark"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christopher\u00a0J.","family":"Gray","sequence":"additional","affiliation":[{"name":"School of Chemistry, Manchester Institute of Biotechnology, University of Manchester, 131 Princess Street, Manchester M1 7DN, U.K."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sabine","family":"Flitsch","sequence":"additional","affiliation":[{"name":"School of Chemistry, Manchester Institute of Biotechnology, University of Manchester, 131 Princess Street, Manchester M1 7DN, U.K."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sebastian","family":"Meier","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Technical University of Denmark, Kemitorvet, 2800, Kgs. 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