| title: | Biocatalytic, stereochemical synthesis |
|---|---|
| reg no: | SF0142498s03 |
| project type: | targeted financing |
| subject: |
1.6-1.9. Chemistry and Molecular Biology 2. Engineering |
| status: | accepted |
| institution: | Tallinn Technical University |
| head of project: | Omar Parve |
| duration: | 01.01.2003 - 31.12.2007 |
| description: | Chemo-, regio- and stereoselectivity of lipase-catalysed acylation/deacylation of some natural prostanoids and steroids depending on lipase, medium, nucleophile and substrate structure has to established experimentally. In computer-aided molecular modelling studies particular attention has to be paid to non-steric interactions between substrate and lipase active site region. To elucidate the nature of lipase-catalyzed reactions and lipase-catalytically triggered reaction cascades of some phytosterols and desoxysugars that (may) occur in vivo as well as upon food processing taking especially into account the ability of lipases to activate desoxysugars upon decyclization. Methods of biocatalytic as well as chemoenzymatic semi-synthesis based on the above results of some prostanoids and steroids as well as other physiologically active compounds and food ingredients will be worked out. Novel methods of asymmetric alkylation of hydroxycarboxylic acids using novel chiral auxiliaries (desoxysugar glycosides) for being used in above chemoenzymatic syntheses will be worked out. We expect also to elaborate a PG (steroid)/CALB-active site interaction model upon mapping energetic differences of certain non-steric and steric interactions, which might become of general value in the field. |
| project group | ||||
|---|---|---|---|---|
| no | name | institution | position | |
| 1. | Kady Danilas | Tallinn Technical University | laborant/diplomand insener/magistrant | |
| 2. | Ülo Lille | Tallinn Technical University | Vanemteadur | |
| 3. | Andrus Metsala | Tallinn Technical University | Vanemteadur | |
| 4. | Omar Parve | Tallinn Technical University | ||
| 5. | Eve Usin | Tallinn Technical University | laborant/diplomand insener/magistrant | |
| 6. | Imre Vallikivi | Tallinn Technical University | teadur | |
| 7. | Ly Villo | Tallinn Technical University | insener | |