One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol

The use of pheromones in the integrated pest management of insects is currently considered a sustainable and environmentally benign alternative to hazardous insecticides. 4-Methylheptan-3-ol is an interesting example of an insect pheromone, because its stereoisomers are active towards different spec...

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Autores principales: Brenna, Elisabetta, Crotti, Michele, Gatti, Francesco G., Monti, Daniela, Parmeggiani, Fabio, Pugliese, Andrea
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151462/
https://www.ncbi.nlm.nih.gov/pubmed/28937625
http://dx.doi.org/10.3390/molecules22101591
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author Brenna, Elisabetta
Crotti, Michele
Gatti, Francesco G.
Monti, Daniela
Parmeggiani, Fabio
Pugliese, Andrea
author_facet Brenna, Elisabetta
Crotti, Michele
Gatti, Francesco G.
Monti, Daniela
Parmeggiani, Fabio
Pugliese, Andrea
author_sort Brenna, Elisabetta
collection PubMed
description The use of pheromones in the integrated pest management of insects is currently considered a sustainable and environmentally benign alternative to hazardous insecticides. 4-Methylheptan-3-ol is an interesting example of an insect pheromone, because its stereoisomers are active towards different species. All four possible stereoisomers of this compound were prepared from 4-methylhept-4-en-3-one by a one-pot procedure in which the two stereogenic centres were created during two sequential reductions catalysed by an ene-reductase (ER) and an alcohol dehydrogenase (ADH), respectively.
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spelling pubmed-61514622018-11-13 One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol Brenna, Elisabetta Crotti, Michele Gatti, Francesco G. Monti, Daniela Parmeggiani, Fabio Pugliese, Andrea Molecules Article The use of pheromones in the integrated pest management of insects is currently considered a sustainable and environmentally benign alternative to hazardous insecticides. 4-Methylheptan-3-ol is an interesting example of an insect pheromone, because its stereoisomers are active towards different species. All four possible stereoisomers of this compound were prepared from 4-methylhept-4-en-3-one by a one-pot procedure in which the two stereogenic centres were created during two sequential reductions catalysed by an ene-reductase (ER) and an alcohol dehydrogenase (ADH), respectively. MDPI 2017-09-22 /pmc/articles/PMC6151462/ /pubmed/28937625 http://dx.doi.org/10.3390/molecules22101591 Text en © 2017 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
Brenna, Elisabetta
Crotti, Michele
Gatti, Francesco G.
Monti, Daniela
Parmeggiani, Fabio
Pugliese, Andrea
One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
title One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
title_full One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
title_fullStr One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
title_full_unstemmed One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
title_short One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
title_sort one-pot multi-enzymatic synthesis of the four stereoisomers of 4-methylheptan-3-ol
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151462/
https://www.ncbi.nlm.nih.gov/pubmed/28937625
http://dx.doi.org/10.3390/molecules22101591
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