THIOETHYL-OCTANOATE, VINYL-OCTANOATE, ETHYL-OCTANOATE ESTERS AND OCTANOIC-ACID AS ACYL DONORS IN LIPASE-CATALYZED ACYL TRANSFER-REACTIONS

Authors
OHRNER N MARTINELLE M MATTSON A NORIN T HULT K
Citation
N. Ohrner et al., THIOETHYL-OCTANOATE, VINYL-OCTANOATE, ETHYL-OCTANOATE ESTERS AND OCTANOIC-ACID AS ACYL DONORS IN LIPASE-CATALYZED ACYL TRANSFER-REACTIONS, Biocatalysis, 9(1-4), 1994, pp. 105-114
Citations number
16
Categorie Soggetti
Biology,"Biothechnology & Applied Migrobiology
Journal title
Biocatalysis → ACNP
ISSN journal
08864454
Volume
9
Issue
1-4
Year of publication
1994
Pages
105 - 114
Database
ISI
SICI code
0886-4454(1994)9:1-4<105:TVEEAO>2.0.ZU;2-9
Abstract
S-Ethyl thiooctanoate, vinyl octanoate, ethyl octanoate and octanoic a cid were studied as acyl donors in a lipase catalysed acyl transfer re action with 2-octanol as acyl acceptor. The reaction conditions had a pronounced effect on the equilibrium displacement and the apparent ena ntioselectivity. 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 a cid, by hydrolysis of the acyl enzyme.