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Molecules

Title:		One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol
Author(s):		Brenna E; Crotti M; Gatti FG; Monti D; Parmeggiani F; Pugliese A;
Address:		"Politecnico di Milano, Dipartimento di Chimica, Materiali, Ingegneria Chimica, Via Mancinelli 7, I-20131 Milano, Italy. mariaelisabetta.brenna@polimi.it. Politecnico di Milano, Dipartimento di Chimica, Materiali, Ingegneria Chimica, Via Mancinelli 7, I-20131 Milano, Italy. michele.crotti@polimi.it. Politecnico di Milano, Dipartimento di Chimica, Materiali, Ingegneria Chimica, Via Mancinelli 7, I-20131 Milano, Italy. francesco.gatti@polimi.it. Istituto di Chimica del Riconoscimento Molecolare-CNR, Via M. Bianco 9, I-20131 Milano, Italy. daniela.monti@icrm.cnr.it. Politecnico di Milano, Dipartimento di Chimica, Materiali, Ingegneria Chimica, Via Mancinelli 7, I-20131 Milano, Italy. fabio.parmeggiani@polimi.it. Politecnico di Milano, Dipartimento di Chimica, Materiali, Ingegneria Chimica, Via Mancinelli 7, I-20131 Milano, Italy. andrea.pugliese@polimi.it"
Journal Title:		Molecules
Year:		2017
Volume:		20170922
Issue:		10
Page Number:		-
DOI:		10.3390/molecules22101591
ISSN/ISBN:		1420-3049 (Electronic) 1420-3049 (Linking)
Abstract:		"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"
Keywords:		Alcohol Dehydrogenase/metabolism Animals Catalysis Insecta/drug effects Insecticides/*chemical synthesis/chemistry/pharmacology Pheromones/chemistry Stereoisomerism alcohol dehydrogenase biocatalysis ene-reductase pheromone stereoselectivity;
Notes:		"MedlineBrenna, Elisabetta Crotti, Michele Gatti, Francesco G Monti, Daniela Parmeggiani, Fabio Pugliese, Andrea eng Switzerland 2017/09/25 Molecules. 2017 Sep 22; 22(10):1591. doi: 10.3390/molecules22101591"