Application of ionic liquids in enzymic resolution by hydrolysis of cycloalkyl acetates

Xanthakis, E; Zarevucka, M; Saman, D; Wimmerova, M; Kolisis, FN; Wimmer, Z

dc.contributor.author	Xanthakis, E	en
dc.contributor.author	Zarevucka, M	en
dc.contributor.author	Saman, D	en
dc.contributor.author	Wimmerova, M	en
dc.contributor.author	Kolisis, FN	en
dc.contributor.author	Wimmer, Z	en
dc.date.accessioned	2014-03-01T01:23:37Z
dc.date.available	2014-03-01T01:23:37Z
dc.date.issued	2006	en
dc.identifier.issn	0957-4166	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/17054
dc.subject	Comparative Study	en
dc.subject	Enzyme	en
dc.subject	Ionic Liquid	en
dc.subject.classification	Chemistry, Inorganic & Nuclear	en
dc.subject.classification	Chemistry, Organic	en
dc.subject.classification	Chemistry, Physical	en
dc.subject.other	1 butyl 4 methylpyridinium chloride	en
dc.subject.other	1,3 dimethylimidazolinium methylsulfate	en
dc.subject.other	2 (4 methoxybenzyl)cyclohexanol	en
dc.subject.other	acetic acid derivative	en
dc.subject.other	cyclohexanol derivative	en
dc.subject.other	ionic liquid	en
dc.subject.other	triacylglycerol lipase	en
dc.subject.other	article	en
dc.subject.other	Candida antarctica	en
dc.subject.other	chemical reaction	en
dc.subject.other	comparative study	en
dc.subject.other	enantiomer	en
dc.subject.other	enantioselectivity	en
dc.subject.other	enzyme analysis	en
dc.subject.other	enzyme kinetics	en
dc.subject.other	enzyme mechanism	en
dc.subject.other	enzyme modification	en
dc.subject.other	enzyme substrate	en
dc.subject.other	hydrolysis	en
dc.subject.other	isomer	en
dc.subject.other	priority journal	en
dc.subject.other	purification	en
dc.subject.other	racemization	en
dc.subject.other	stereoisomerism	en
dc.title	Application of ionic liquids in enzymic resolution by hydrolysis of cycloalkyl acetates	en
heal.type	journalArticle	en
heal.identifier.primary	10.1016/j.tetasy.2006.10.045	en
heal.identifier.secondary	http://dx.doi.org/10.1016/j.tetasy.2006.10.045	en
heal.language	English	en
heal.publicationDate	2006	en
heal.abstract	A comparative study was performed in the enzymic resolution of the isomers of 2-(4-methoxybenzyl)cyclohexyl acetates 1 and 2. The investigation consisted in application of three commercially available lipases (Novozyme 435, Lipozyme IM and non-immobilized powdered lipase from Candida antarctica), two ionic liquids (1-butyl-4-methylpyridinium chloride and 1,3-dimethylimidazolinium methyl sulfate), three modifications of the reaction conditions and two respective isomers of the racemic substrate (1 and 2), and resulted in our finding the appropriate conditions to get both of the products, stereoisomers of 2-(4-methoxybenzyl)cyclohexanol (3; 1S,2S) or (5; 1S,2R), and (in some cases) also the stereoisomers of the deracemized substrate (4; 1 R,2R) or (6; 1 R,2S) with high or acceptable enantiomeric purity. (c) 2006 Elsevier Ltd. All rights reserved.	en
heal.publisher	PERGAMON-ELSEVIER SCIENCE LTD	en
heal.journalName	Tetrahedron Asymmetry	en
dc.identifier.doi	10.1016/j.tetasy.2006.10.045	en
dc.identifier.isi	ISI:000243270600007	en
dc.identifier.volume	17	en
dc.identifier.issue	21	en
dc.identifier.spage	2987	en
dc.identifier.epage	2992	en