Exploration of the Diversity of Vicine and Convicine Derivatives in Faba Bean (Vicia faba L.) Cultivars: Insights from LC-MS/MS Spectra

被引:0
|
作者
Sergeant, Kjell [1 ]
Goertz, Simon [2 ]
Halime, Salma [1 ,3 ]
Tietgen, Hanna [2 ]
Heidt, Hanna [4 ]
Minestrini, Martina [1 ,5 ]
Jacquard, Cedric [3 ]
Zimmer, Stephanie [4 ]
Renaut, Jenny [1 ]
机构
[1] Luxembourg Inst Sci & Technol LIST, Environm Res & Innovat Dept ERIN, Biotechnol & Environm Analyt Platform BEAP, 5, Rue Bommel, L-4940 Hautcharage, Luxembourg
[2] NPZ Innovat GmbH, Hohenlieth Hof 1, D-24363 Holtsee, Germany
[3] Univ Reims, INRAE, RIBP USC 1488, F-51100 Reims, France
[4] Inst Biologesch Landwirtschaft Agrarkultur Luxembu, 1 Wantergaass, L-7664 Medernach, Luxembourg
[5] UCLouvain, Louvain Inst Biomol Sci & Technol LIBST, Croix 11 Sud 4-5-L7 07-03, B-1348 Louvain La Neuve, Belgium
来源
MOLECULES | 2024年 / 29卷 / 05期
关键词
Fabaceae; alkaloids; convicine; vicine; fragment ion screening; dicarboxylic fatty acid; linkers; OCCURRING FLAVONOID GLYCOSIDES; IDENTIFICATION; PERFORMANCE; SEEDS; COMPLEX; FOOD;
D O I
10.3390/molecules29051065
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
While numerous Fabaceae seeds are a good nutritional source of high-quality protein, the use of some species is hampered by toxic effects caused by exposure to metabolites that accumulate in the seeds. One such species is the faba or broad bean (Vicia faba L.), which accumulates vicine and convicine. These two glycoalkaloids cause favism, the breakdown of red blood cells in persons with a glucose-6-phosphate dehydrogenase deficiency. Because this is the most common enzyme deficiency worldwide, faba bean breeding efforts have focused on developing cultivars with low levels of these alkaloids. Consequently, quantification methods have been developed; however, they quantify vicine and convicine only and not the derivatives of these compounds that potentially generate the same bio-active molecules. Based on the recognition of previously unknown (con)vicine-containing compounds, we screened the fragmentation spectra of LC-MS/MS data from five faba bean cultivars using the characteristic fragments generated by (con)vicine. This resulted in the recognition of more than a hundred derivatives, of which 89 were tentatively identified. (Con)vicine was mainly derivatized through the addition of sugars, hydroxycinnamic acids, and dicarboxylic acids, with a group of compounds composed of two (con)vicine residues linked by dicarboxyl fatty acids. In general, the abundance profiles of the different derivatives in the five cultivars mimicked that of vicine and convicine, but some showed a derivative-specific profile. The description of the (con)vicine diversity will impact the interpretation of future studies on the biosynthesis of (con)vicine, and the content in potentially bio-active alkaloids in faba beans may be higher than that represented by the quantification of vicine and convicine alone.
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页数:17
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