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Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts

Due to problems with selenium deficiency in humans, the search for new organic molecules containing this element in plant biofortification process is highly required. Selenium organic esters evaluated in this study (E-NS-4, E-NS-17, E-NS-71, EDA-11, and EDA-117) are based mostly on benzoselenoate sc...

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Autores principales: Zagrodzki, Paweł, Wiesner, Agnieszka, Marcinkowska, Monika, Jamrozik, Marek, Domínguez-Álvarez, Enrique, Bierła, Katarzyna, Łobiński, Ryszard, Szpunar, Joanna, Handzlik, Jadwiga, Galanty, Agnieszka, Gorinstein, Shela, Paśko, Paweł
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10004238/
https://www.ncbi.nlm.nih.gov/pubmed/36903308
http://dx.doi.org/10.3390/molecules28052062
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author Zagrodzki, Paweł
Wiesner, Agnieszka
Marcinkowska, Monika
Jamrozik, Marek
Domínguez-Álvarez, Enrique
Bierła, Katarzyna
Łobiński, Ryszard
Szpunar, Joanna
Handzlik, Jadwiga
Galanty, Agnieszka
Gorinstein, Shela
Paśko, Paweł
author_facet Zagrodzki, Paweł
Wiesner, Agnieszka
Marcinkowska, Monika
Jamrozik, Marek
Domínguez-Álvarez, Enrique
Bierła, Katarzyna
Łobiński, Ryszard
Szpunar, Joanna
Handzlik, Jadwiga
Galanty, Agnieszka
Gorinstein, Shela
Paśko, Paweł
author_sort Zagrodzki, Paweł
collection PubMed
description Due to problems with selenium deficiency in humans, the search for new organic molecules containing this element in plant biofortification process is highly required. Selenium organic esters evaluated in this study (E-NS-4, E-NS-17, E-NS-71, EDA-11, and EDA-117) are based mostly on benzoselenoate scaffolds, with some additional halogen atoms and various functional groups in the aliphatic side chain of different length, while one compound contains a phenylpiperazine moiety (WA-4b). In our previous study, the biofortification of kale sprouts with organoselenium compounds (at the concentrations of 15 mg/L in the culture fluid) strongly enhanced the synthesis of glucosinolates and isothiocyanates. Thus, the study aimed to discover the relationships between molecular characteristics of the organoselenium compounds used and the amount of sulfur phytochemicals in kale sprouts. The statistical partial least square model with eigenvalues equaled 3.98 and 1.03 for the first and second latent components, respectively, which explained 83.5% of variance in the predictive parameters, and 78.6% of response parameter variance was applied to reveal the existence of the correlation structure between molecular descriptors of selenium compounds as predictive parameters and biochemical features of studied sprouts as response parameters (correlation coefficients for parameters in PLS model in the range—0.521 ÷ 1.000). This study supported the conclusion that future biofortifiers composed of organic compounds should simultaneously contain nitryl groups, which may facilitate the production of plant-based sulfur compounds, as well as organoselenium moieties, which may influence the production of low molecular weight selenium metabolites. In the case of the new chemical compounds, environmental aspects should also be evaluated.
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spelling pubmed-100042382023-03-11 Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts Zagrodzki, Paweł Wiesner, Agnieszka Marcinkowska, Monika Jamrozik, Marek Domínguez-Álvarez, Enrique Bierła, Katarzyna Łobiński, Ryszard Szpunar, Joanna Handzlik, Jadwiga Galanty, Agnieszka Gorinstein, Shela Paśko, Paweł Molecules Article Due to problems with selenium deficiency in humans, the search for new organic molecules containing this element in plant biofortification process is highly required. Selenium organic esters evaluated in this study (E-NS-4, E-NS-17, E-NS-71, EDA-11, and EDA-117) are based mostly on benzoselenoate scaffolds, with some additional halogen atoms and various functional groups in the aliphatic side chain of different length, while one compound contains a phenylpiperazine moiety (WA-4b). In our previous study, the biofortification of kale sprouts with organoselenium compounds (at the concentrations of 15 mg/L in the culture fluid) strongly enhanced the synthesis of glucosinolates and isothiocyanates. Thus, the study aimed to discover the relationships between molecular characteristics of the organoselenium compounds used and the amount of sulfur phytochemicals in kale sprouts. The statistical partial least square model with eigenvalues equaled 3.98 and 1.03 for the first and second latent components, respectively, which explained 83.5% of variance in the predictive parameters, and 78.6% of response parameter variance was applied to reveal the existence of the correlation structure between molecular descriptors of selenium compounds as predictive parameters and biochemical features of studied sprouts as response parameters (correlation coefficients for parameters in PLS model in the range—0.521 ÷ 1.000). This study supported the conclusion that future biofortifiers composed of organic compounds should simultaneously contain nitryl groups, which may facilitate the production of plant-based sulfur compounds, as well as organoselenium moieties, which may influence the production of low molecular weight selenium metabolites. In the case of the new chemical compounds, environmental aspects should also be evaluated. MDPI 2023-02-22 /pmc/articles/PMC10004238/ /pubmed/36903308 http://dx.doi.org/10.3390/molecules28052062 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zagrodzki, Paweł
Wiesner, Agnieszka
Marcinkowska, Monika
Jamrozik, Marek
Domínguez-Álvarez, Enrique
Bierła, Katarzyna
Łobiński, Ryszard
Szpunar, Joanna
Handzlik, Jadwiga
Galanty, Agnieszka
Gorinstein, Shela
Paśko, Paweł
Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts
title Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts
title_full Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts
title_fullStr Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts
title_full_unstemmed Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts
title_short Relationships between Molecular Characteristics of Novel Organic Selenium Compounds and the Formation of Sulfur Compounds in Selenium Biofortified Kale Sprouts
title_sort relationships between molecular characteristics of novel organic selenium compounds and the formation of sulfur compounds in selenium biofortified kale sprouts
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10004238/
https://www.ncbi.nlm.nih.gov/pubmed/36903308
http://dx.doi.org/10.3390/molecules28052062
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