Enzymatic hydrolysis of 3,7-diacetoxycloheptene derivatives
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 7,p. 519-520
- https://doi.org/10.1039/c39870000519
Abstract
Hydrolysis of 3,7-diacetoxycycloheptene using electric eel acetylcholinesterase gives optically pure (3R,7S)-3-hydroxy-7-acetoxycycloheptene, and hydrolysis using lipase enzyme from Candida cyclindracea gives the same hydroxy acetate, but in only 44% enantiomeric excess, in contrast to the normal behaviour of lipase which gives (S) alcohols for related hydrolyses; 3,7-diacetoxy-4,6-dimethylcycloheptene (10) is not hydrolysed by acetylcholinesterase, but is readily hydrolysed by lipase to give (3S,4R,6S,7R)-3-hydroxy-7-acetoxy-4,6-dimethylcycloheptene.Keywords
This publication has 0 references indexed in Scilit: