Influence of water activity on the enantioselective esterification of (R,S)-ibuprofen byCandida antarctica lipase B in solventless media
| Autor: | Robert Lortie, P. Pepin |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
Water activity
esterification Triacylglycerol lipase Bioengineering Applied Microbiology and Biotechnology Substrate Specificity water activity enantioselectivity lipase medicine Organic chemistry Lipase Biotransformation Candida ibuprofen chemistry.chemical_classification biology Chemistry organic chemicals Enantioselective synthesis resolution Esters Stereoisomerism biology.organism_classification Ibuprofen Culture Media Kinetics Candida antarctica Enzyme biology.protein Enantiomer Biotechnology medicine.drug |
| Zdroj: | Biotechnology and Bioengineering. 63:502-505 |
| ISSN: | 1097-0290 0006-3592 |
| Popis: | The lipase-catalyzed enantioselective esterification of ibuprofen has been studied in a media, composed only of substrates. When racemic ibuprofen is used, the alcohol-chain length affects the esterification rates of individual enantiomers, but it does not affect the enantioselectivity. Water activity affects the esterification rates of (R)- and (S)-ibuprofen differently, leading to higher enantioselectivity at lower water activities. Experiments were also conducted at various (R)- to (S)-ibuprofen ratios. It appears that the esterification rate of (R)-ibuprofen is always proportional to its concentration, whereas at low water activity the esterification rate of (S)-ibuprofen shows a saturation at higher concentrations. Other 2-phenyl carboxylic acids were studied, and the increase in apparent enantioselectivity at low-water activity was not observed for the molecules tested. |
| Databáze: | OpenAIRE |
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