NITRILE OXIDES IN MEDICINAL CHEMISTRY .6. ENZYMATIC RESOLUTION OF A SET OF BICYCLIC DELTA(2)-ISOXAZOLINES

Authors
DEAMICI M DEMICHELI C CARREA G RIVA S
Citation
M. Deamici et al., NITRILE OXIDES IN MEDICINAL CHEMISTRY .6. ENZYMATIC RESOLUTION OF A SET OF BICYCLIC DELTA(2)-ISOXAZOLINES, Tetrahedron : asymmetry, 7(3), 1996, pp. 787-796
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
3
Year of publication
1996
Pages
787 - 796
Database
ISI
SICI code
0957-4166(1996)7:3<787:NOIMC.>2.0.ZU;2-K
Abstract
Chymotrypsin selectively catalyzed the hydrolysis of a series of 3-eth oxycarbonyl-Delta(2)-isoxazolines 1-4, whereas lipase from Pseudomonas cepacia (lipase PS) was remarkably selective in hydrolysing the corre sponding 3-hydroxymethyl-Delta(2)-isoxazoline butyrates (5-8). The ena ntio-preference of chymotrypsin for the first set of compounds is the same as that observed for the lipase PS-cataiyzed hydrolysis of the ot her series of substrates. The hydrolytic activity of lipase PS for com pounds 5-8 was considerably higher than that shown by chymotrypsin for substrates 1-4. (C) 1996 Elsevier Science Ltd