Author(s):
Silva, M. Manuel Cruz 
; Riva, Sergio ; Melo, M. Luísa Sá e
Date: 2004
Persistent ID: http://hdl.handle.net/10316/5767
Origin: Estudo Geral - Universidade de Coimbra
Document details
Highly selective lipase-mediated discrimination of diastereomeric 5,6-epoxyster...
Description
Stereoisomerically pure 3[beta]-hydroxy-5,6-epoxysteroids were obtained by combining selective chemical methods for [alpha]- and [beta]-epoxidation of [Delta]5-unsaturated steroids with enzymatic stereoselective esterification of the 3[beta]-hydroxyl group. 5[beta],6[beta]-Epoxy-3[beta]-hydroxysteroids were efficiently acylated by Novozym 435 and lipase AK, whereas 5[alpha],6[alpha]-epoxy-3[beta]-hydroxysteroids were good substrates for Candida rugosa lipase. Mild enzymatic deacylation of the 3[beta]-acetoxy group in the presence of the epoxy functionality was also accomplished by C. rugosa lipase-mediated hydrolysis. http://www.sciencedirect.com/science/article/B6THT-4BY3V2F-3/1/14f2ed3d64a39572337a2fd7eda27712
Stereoisomerically pure 3[beta]-hydroxy-5,6-epoxysteroids were obtained by combining selective chemical methods for [alpha]- and [beta]-epoxidation of [Delta]5-unsaturated steroids with enzymatic stereoselective esterification of the 3[beta]-hydroxyl group. 5[beta],6[beta]-Epoxy-3[beta]-hydroxysteroids were efficiently acylated by Novozym 435 and lipase AK, whereas 5[alpha],6[alpha]-epoxy-3[beta]-hydroxysteroids were good substrates for Candida rugosa lipase. Mild enzymatic deacylation of the 3[beta]-acetoxy group in the presence of the epoxy functionality was also accomplished by C. rugosa lipase-mediated hydrolysis. http://www.sciencedirect.com/science/article/B6THT-4BY3V2F-3/1/14f2ed3d64a39572337a2fd7eda27712
Document Type
Article
Language English
Language English
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