Mass transport limitations reduce the effective stereospecificity in enzyme-catalyzed kinetic resolution

Citation
D. Rotticci et al., Mass transport limitations reduce the effective stereospecificity in enzyme-catalyzed kinetic resolution, ORG LETT, 2(10), 2000, pp. 1373-1376
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
10
Year of publication
2000
Pages
1373 - 1376
Database
ISI
SICI code
1523-7060(20000518)2:10<1373:MTLRTE>2.0.ZU;2-V
Abstract
The kinetic resolution of seudenol catalyzed by Candida antarctica lipase a in hexane was investigated. Large differences in reaction rate and stereos pecificity were observed when different enzyme preparations were used, Thes e differences were ascribed to mass transport limitations which reduced bot h reaction rate and stereospecificity. Lyophilized enzyme preparations were more apt to give this problem than immobilized preparations. Further, low substrate concentrations enhanced the effect. Thus, high alcohol concentrat ions and enzyme immobilization can be recommended.