Počet záznamů: 1  

Synthetic and analytical routes to the L-amino acid conjugates of cis-OPDA and their identification and quantification in plants

  1. 1.
    SYSNO ASEP0576827
    Druh ASEPJ - Článek v odborném periodiku
    Zařazení RIVJ - Článek v odborném periodiku
    Poddruh JČlánek ve WOS
    NázevSynthetic and analytical routes to the L-amino acid conjugates of cis-OPDA and their identification and quantification in plants
    Tvůrce(i) Mik, V. (CZ)
    Pospíšil, T. (CZ)
    Brunoni, Federica (UEB-Q) ORCID
    Grúz, J. (CZ)
    Nožková, V. (CZ)
    Wasternack, Claus (UEB-Q) ORCID
    Miersch, Otto (UEB-Q) RID, SAI
    Strnad, Miroslav (UEB-Q) RID, ORCID
    Floková, Kristýna (UEB-Q) ORCID, RID
    Novák, Ondřej (UEB-Q) RID, ORCID, SAI
    Široká, Jitka (UEB-Q) ORCID
    Celkový počet autorů11
    Číslo článku113855
    Zdroj.dok.Phytochemistry. - : Elsevier - ISSN 0031-9422
    Roč. 215, NOV (2023)
    Poč.str.12 s.
    Jazyk dok.eng - angličtina
    Země vyd.GB - Velká Británie
    Klíč. slovaAmino acid conjugates ; Arabidopsis thaliana (Brassicaceae) ; Cis-OPDA ; Identification ; Jasmonates ; Labeled compounds ; Liquid chromatography ; Tandem mass spectrometry ; Wounding
    Obor OECDPlant sciences, botany
    Způsob publikováníOpen access
    Institucionální podporaUEB-Q - RVO:61389030
    UT WOS001077363900001
    EID SCOPUS85171148358
    DOI10.1016/j.phytochem.2023.113855
    AnotaceCis-(+)-12-oxophytodienoic acid (cis-(+)-OPDA) is a bioactive jasmonate, a precursor of jasmonic acid, which also displays signaling activity on its own. Modulation of cis-(+)-OPDA actions may be carried out via biotransformation leading to metabolites of various functions. This work introduces a methodology for the synthesis of racemic cis-OPDA conjugates with amino acids (OPDA-aa) and their deuterium-labeled analogs, which enables the unambiguous identification and accurate quantification of these compounds in plants. We have developed a highly sensitive liquid chromatography-tandem mass spectrometry-based method for the reliable determination of seven OPDA-aa (OPDA-Alanine, OPDA-Aspartate, OPDA-Glutamate, OPDA-Glycine, OPDA-Isoleucine, OPDA-Phenylalanine, and OPDA-Valine) from minute amount of plant material. The extraction from 10 mg of fresh plant tissue by 10% aqueous methanol followed by single-step sample clean-up on hydrophilic–lipophilic balanced columns prior to final analysis was optimized. The method was validated in terms of accuracy and precision, and the method parameters such as process efficiency, recovery and matrix effects were evaluated. In mechanically wounded 30-day-old Arabidopsis thaliana leaves, five endogenous (+)-OPDA-aa were identified and their endogenous levels were estimated. The time-course accumulation revealed a peak 60 min after the wounding, roughly corresponding to the accumulation of cis-(+)-OPDA. Our synthetic and analytical methodologies will support studies on cis-(+)-OPDA conjugation with amino acids and research into the biological significance of these metabolites in plants.
    PracovištěÚstav experimentální botaniky
    KontaktDavid Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469
    Rok sběru2024
    Elektronická adresahttps://doi.org/10.1016/j.phytochem.2023.113855
Počet záznamů: 1  

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