Regioselective alcoholysis of silychristin acetates catalyzed by lipases
Vavříková, E; Gavezzotti, P; Purchartová, K; Fuksová, K; Biedermann, D; Kuzma, M; Riva, S; Křen, V
| HERO ID | 3539373 |
|---|---|
| In Press | No |
| Year | 2015 |
| Title | Regioselective alcoholysis of silychristin acetates catalyzed by lipases |
| Authors | Vavříková, E; Gavezzotti, P; Purchartová, K; Fuksová, K; Biedermann, D; Kuzma, M; Riva, S; Křen, V |
| Journal | International Journal of Molecular Sciences |
| Volume | 16 |
| Issue | 6 |
| Page Numbers | 11983-11995 |
| Abstract | A panel of lipases was screened for the selective acetylation and alcoholysis of silychristin and silychristin peracetate, respectively. Acetylation at primary alcoholic group (C-22) of silychristin was accomplished by lipase PS (Pseudomonas cepacia) immobilized on diatomite using vinyl acetate as an acetyl donor, whereas selective deacetylation of 22-O-acetyl silychristin was accomplished by Novozym 435 in methyl tert-butyl ether/ n-butanol. Both of these reactions occurred without diastereomeric discrimination of silychristin A and B. Both of these enzymes were found to be capable to regioselective deacetylation of hexaacetyl silychristin to afford penta-, tetra- and tri-acetyl derivatives, which could be obtained as pure synthons for further selective modifications of the parent molecule. |
| Doi | 10.3390/ijms160611983 |
| Pmid | 26016503 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |