Informace o publikaci

Ancient Biosyntheses in an Oil Crop: Glucosinolate Profiles in Limnanthes alba and Its Relatives (Limnanthaceae, Brassicales)

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AGERBIRK Niels PATTISON David I. MALÍK MANDÁKOVÁ Terezie LYSÁK Martin MONTAUT Sabine STAERK Dan

Rok publikování 2022
Druh Článek v odborném periodiku
Časopis / Zdroj Journal of Agricultural and Food Chemistry
Fakulta / Pracoviště MU

Středoevropský technologický institut

Citace
www https://pubs.acs.org/doi/10.1021/acs.jafc.1c07299
Doi http://dx.doi.org/10.1021/acs.jafc.1c07299
Klíčová slova biosynthesis; evolution; authentic references; spiking; UHPLC; NMR; LC-QToF-MS; QToF MS/MS; mass spectrometry; fragmentation; Limnanthes; Floerkea; Limnanthaceae; Moringaceae; Brassicaceae; crucifers
Popis The glucosinolate (GSL) profiles of four Limnanthaceae species, including the oil crop Limnanthes alba (meadowfoam), were investigated by an ultrahigh-performance liquid chromatography-quadrupole time-of -fight tandem mass spectrometry (UHPLC-QToF-MS/MS) analysis of desulfoGSLs after desulfation of native GSLs, supplemented by NMR of desulfated 2-hydroxy-2-methylpropylGSL and 3-methoxybenzylGSL. Leaves, roots, and seeds were investigated, providing an overview of biosynthetic capabilities in the genera Floerkea and Limnanthes. Methoxyl groups on benzylGSLs were in meta but not para positions; two 3,5-disubstituted benzylGSLs are tentatively proposed. 2-Hydroxy-2-methylpropylGSL was accompanied by an isomer that was not a previously reported GSL. The combined GSL profile of the family included GSLs derived from valine, leucine, isoleucine, phenylalanine, and tyrosine, and possibly methionine and tryptophan. Substituted indole GSLs and GSLs derived from chain-elongated amino acids or alanine were searched for but not detected. Hypothetic glycosides of GSLs were detected at low levels. Based on biochemical interpretation, we suggest biosynthetic schemes and gene families (CYP79C, GSOH) relevant for tailoring GSL profiles in Limnanthes crops.

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