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Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2

The main purpose of this publication was to obtain the S-enantiomer of indan-1-ol with high enantiomeric excess and satisfactory yield. In our research, we used carrot callus cultures (Daucus carota L.), whereby the enzymatic system reduced indan-1-one and oxidized indan-1-ol. During the reaction of...

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Autores principales: Mączka, Wanda, Wińska, Katarzyna, Grabarczyk, Małgorzata, Galek, Renata
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930634/
https://www.ncbi.nlm.nih.gov/pubmed/31783666
http://dx.doi.org/10.3390/molecules24234342
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author Mączka, Wanda
Wińska, Katarzyna
Grabarczyk, Małgorzata
Galek, Renata
author_facet Mączka, Wanda
Wińska, Katarzyna
Grabarczyk, Małgorzata
Galek, Renata
author_sort Mączka, Wanda
collection PubMed
description The main purpose of this publication was to obtain the S-enantiomer of indan-1-ol with high enantiomeric excess and satisfactory yield. In our research, we used carrot callus cultures (Daucus carota L.), whereby the enzymatic system reduced indan-1-one and oxidized indan-1-ol. During the reaction of reduction, after five days, we received over 50% conversion, with the enantiomeric excess of the formed S-alcohol above 99%. In turn, during the oxidation of racemic indan-1-ol after 15 days, 36.7% of alcohol with an enantiomeric excess 57.4% S(+) remained in the reaction mixture. In addition, our research confirmed that the reactions of reduction and oxidation are competing reactions during the transformation of indan-1-ol and indan-1-one in carrot callus cultures.
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spelling pubmed-69306342019-12-26 Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2 Mączka, Wanda Wińska, Katarzyna Grabarczyk, Małgorzata Galek, Renata Molecules Article The main purpose of this publication was to obtain the S-enantiomer of indan-1-ol with high enantiomeric excess and satisfactory yield. In our research, we used carrot callus cultures (Daucus carota L.), whereby the enzymatic system reduced indan-1-one and oxidized indan-1-ol. During the reaction of reduction, after five days, we received over 50% conversion, with the enantiomeric excess of the formed S-alcohol above 99%. In turn, during the oxidation of racemic indan-1-ol after 15 days, 36.7% of alcohol with an enantiomeric excess 57.4% S(+) remained in the reaction mixture. In addition, our research confirmed that the reactions of reduction and oxidation are competing reactions during the transformation of indan-1-ol and indan-1-one in carrot callus cultures. MDPI 2019-11-27 /pmc/articles/PMC6930634/ /pubmed/31783666 http://dx.doi.org/10.3390/molecules24234342 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Mączka, Wanda
Wińska, Katarzyna
Grabarczyk, Małgorzata
Galek, Renata
Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2
title Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2
title_full Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2
title_fullStr Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2
title_full_unstemmed Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2
title_short Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2
title_sort plant-mediated enantioselective transformation of indan-1-one and indan-1-ol. part 2
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6930634/
https://www.ncbi.nlm.nih.gov/pubmed/31783666
http://dx.doi.org/10.3390/molecules24234342
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