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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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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. |
format | Online Article Text |
id | pubmed-6930634 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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