Enantiopure derivatives of 1,2-alkanediols: substrate requirements of lipase B from Candida antarctica.
Efficient methods for kinetic resolution of 1-phenoxy-2-butanol, 1-phenylmethoxy-2-butanol, and 1-phenoxy-2-pentanol were developed using lipase B from Candida antarctica as catalyst. Resolutions were performed in order to investigate the substrate requirements needed to obtain a high E-value. The effect of the substrate structure on E is different for transesterifications in organic media as compared to hydrolysis. The influence of different acyl donors on the E-value was also investigated.
Jacobsen
E E
EE
Department of Chemistry, Norwegian University of Science and Technology, Trondheim, Norway.
Hoff
B H
BH
Anthonsen
T
T
D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D000473:Alkanes / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D002175:Candida / Q000201:enzymology*; D004951:Esterification; D006868:Hydrolysis; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D013237:Stereoisomerism; D013379:Substrate Specificity
D000438:Alcohols; D000473:Alkanes; D008049:Lipase