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

J 2022

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

AGERBIRK, Niels, David I. PATTISON, Terezie MALÍK MANDÁKOVÁ, Martin LYSÁK, Sabine MONTAUT et. al.

Základní údaje

Originální název

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

Autoři

AGERBIRK, Niels, David I. PATTISON, Terezie MALÍK MANDÁKOVÁ (203 Česká republika, domácí), Martin LYSÁK (203 Česká republika, garant, domácí), Sabine MONTAUT a Dan STAERK

Vydání

Journal of Agricultural and Food Chemistry, American Chemical Society, 2022, 0021-8561

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10611 Plant sciences, botany

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 6.100

Kód RIV

RIV/00216224:14740/22:00125529

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1021/acs.jafc.1c07299

UT WoS

000748132600001

Klíčová slova anglicky

biosynthesis; evolution; authentic references; spiking; UHPLC; NMR; LC-QToF-MS; QToF MS/MS; mass spectrometry; fragmentation; Limnanthes; Floerkea; Limnanthaceae; Moringaceae; Brassicaceae; crucifers

Štítky

CF PLANT, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 19. 12. 2022 10:29, Mgr. Pavla Foltynová, Ph.D.

Anotace

V originále

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.

Citovat

AGERBIRK, Niels, David I. PATTISON, Terezie MALÍK MANDÁKOVÁ, Martin LYSÁK, Sabine MONTAUT a Dan STAERK. Ancient Biosyntheses in an Oil Crop: Glucosinolate Profiles in Limnanthes alba and Its Relatives (Limnanthaceae, Brassicales). Journal of Agricultural and Food Chemistry. American Chemical Society, 2022, roč. 70, č. 4, s. 1134-1147. ISSN 0021-8561. Dostupné z: https://dx.doi.org/10.1021/acs.jafc.1c07299.

@article{1841297,
   author = {Agerbirk, Niels and Pattison, David I. and Malík Mandáková, Terezie and Lysák, Martin and Montaut, Sabine and Staerk, Dan},
   article_number = {4},
   doi = {http://dx.doi.org/10.1021/acs.jafc.1c07299},
   keywords = {biosynthesis; evolution; authentic references; spiking; UHPLC; NMR; LC-QToF-MS; QToF MS/MS; mass spectrometry; fragmentation; Limnanthes; Floerkea; Limnanthaceae; Moringaceae; Brassicaceae; crucifers},
   language = {eng},
   issn = {0021-8561},
   journal = {Journal of Agricultural and Food Chemistry},
   title = {Ancient Biosyntheses in an Oil Crop: Glucosinolate Profiles in Limnanthes alba and Its Relatives (Limnanthaceae, Brassicales)},
   url = {https://pubs.acs.org/doi/10.1021/acs.jafc.1c07299},
   volume = {70},
   year = {2022}
}

TY  - JOUR
ID  - 1841297
AU  - Agerbirk, Niels - Pattison, David I. - Malík Mandáková, Terezie - Lysák, Martin - Montaut, Sabine - Staerk, Dan
PY  - 2022
TI  - Ancient Biosyntheses in an Oil Crop: Glucosinolate Profiles in Limnanthes alba and Its Relatives (Limnanthaceae, Brassicales)
JF  - Journal of Agricultural and Food Chemistry
VL  - 70
IS  - 4
SP  - 1134-1147
EP  - 1134-1147
PB  - American Chemical Society
SN  - 00218561
KW  - biosynthesis
KW  - evolution
KW  - authentic references
KW  - spiking
KW  - UHPLC
KW  - NMR
KW  - LC-QToF-MS
KW  - QToF MS/MS
KW  - mass spectrometry
KW  - fragmentation
KW  - Limnanthes
KW  - Floerkea
KW  - Limnanthaceae
KW  - Moringaceae
KW  - Brassicaceae
KW  - crucifers
UR  - https://pubs.acs.org/doi/10.1021/acs.jafc.1c07299
N2  - 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.
ER  -

AGERBIRK, Niels, David I. PATTISON, Terezie MALÍK MANDÁKOVÁ, Martin LYSÁK, Sabine MONTAUT a Dan STAERK. Ancient Biosyntheses in an Oil Crop: Glucosinolate Profiles in Limnanthes alba and Its Relatives (Limnanthaceae, Brassicales). \textit{Journal of Agricultural and Food Chemistry}. American Chemical Society, 2022, roč.~70, č.~4, s.~1134-1147. ISSN~0021-8561. Dostupné z: https://dx.doi.org/10.1021/acs.jafc.1c07299.

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