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THIOETHYL-OCTANOATE, VINYL-OCTANOATE, ETHYL-OCTANOATE ESTERS AND OCTANOIC-ACID AS ACYL DONORS IN LIPASE-CATALYZED ACYL TRANSFER-REACTIONS
KTH, Superseded Departments (pre-2005), Biochemistry and Biotechnology.ORCID iD: 0000-0002-2993-9375
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1994 (English)In: BIOCATALYSIS, ISSN 0886-4454, Vol. 9, no 1-4, p. 105-114Article in journal (Refereed) Published
Abstract [en]

S-Ethyl thiooctanoate, vinyl octanoate, ethyl octanoate and octanoic acid were studied as acyl donors in a lipase catalysed acyl transfer reaction with 2-octanol as acyl acceptor. The reaction conditions had a pronounced effect on the equilibrium displacement and the apparent enantioselectivity. The thioethyl and vinyl esters proved to be efficient acyl donors under atmospheric pressure and 39-degrees-C, affording a high apparent enantiomeric ratio. Under these reaction conditions the apparent enantioselectivity seemed to be enhanced by water, which was present in the reaction system and caused the production of octanoic acid, by hydrolysis of the acyl enzyme.

Place, publisher, year, edition, pages
ROYAL INST TECHNOL,DEPT ORGAN CHEM,S-10044 STOCKHOLM 70,SWEDEN.: HARWOOD ACAD PUBL GMBH , 1994. Vol. 9, no 1-4, p. 105-114
Keywords [en]
OCTANOATE ESTERS, ACYL DONORS, LIPASE, ACYL TRANSFER REACTIONS, KINETIC RESOLUTION, CHIRAL ACYL ACCEPTORS, ENANTIOSELECTIVITY, EQUILIBRIUM DISPLACEMENT
National Category
Biochemistry and Molecular Biology
Identifiers
URN: urn:nbn:se:kth:diva-225150DOI: 10.3109/10242429408992112ISI: A1994NX14000010OAI: oai:DiVA.org:kth-225150DiVA, id: diva2:1194364
Conference
European Symposium on Biocatalysis, SEP 12-17, 1993, GRAZ, AUSTRIA
Note

QC 20180403

Available from: 2018-04-01 Created: 2018-04-01 Last updated: 2018-04-03Bibliographically approved

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