Biotransformation of Ergot Alkaloids by Haloperoxidase fromStreptomyces aureofaciens: Stereoselective Acetoxylation and Propionoxylation
✍ Scribed by Křen, Vladimír ;Kawuloková, Libuše ;Sedmera, Petr ;Polášek, Miroslav ;Lindhorst, Thisbe K. ;van Pée, Karl-Heinz
- Book ID
- 102902610
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 516 KB
- Volume
- 1997
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
I Enzyme catalysis I Oxidases I Peroxides I Acylations Agroclavine (1) was oxidized, by haloperoxidase from Strep-2,3-dihydro-6,8-dimethyl-3~-propionoxy-8-ergolen-2-one (4). tomyces aureofaciens, to 2,3-dihydro-6,8-dimethyl-3P-ace-The biotransformation proceeded faster in the propionate toxy-8-ergolen-2-one (2) in the presence of sodium acetate buffer, affording also the higher oxidation product and bromine ions. Acetate was incorporated into the above (4aS),( 10bS)-7-amino-3,4,4a,5,6,lOb-hexahydro-2,4-dimeth- product during oxidation. In a propionate buffer, incorporayl-6-oxobenzo(f]quinoline (3). tion of propionate into the product was observed, yielding