Synthesis of (-)-lobeline via enzymatic desymmetrization of lobelanidine.
The bioactive alkaloid (-)-lobeline was synthesized via the stereoselective acylation (desymmetrization) of meso-lobelanidine by vinyl acetate in the presence of Candida antarctica lipase B.
Chênevert
Robert
R
Département de Chimie, PROTEO, Faculté des Sciences et de Génie, Université Laval, Québec, Canada. robert.chenevert@chm.ulaval.ca
Morin
Pierre
P
D055162:Biocatalysis; D005656:Fungal Proteins; D008049:Lipase / Q000737:chemistry; D008120:Lobeline / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D005656:Fungal Proteins; D008120:Lobeline; D008049:Lipase; C431349:lipase B, Candida antarctica; C540737:lobelanidine