| Autor: |
Gandomkar, Somayyeh, Dennig, Alexander, Dordic, Andela, Hammerer, Lucas, Pickl, Mathias, Haas, Thomas, Hall, Mélanie, Faber, Kurt |
| Předmět: |
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| Zdroj: |
Angewandte Chemie International Edition; 1/8/2018, Vol. 57 Issue 2, p427-430, 4p |
| Abstrakt: |
The functionalization of bio-based chemicals is essential to allow valorization of natural carbon sources. An atom-efficient biocatalytic oxidative cascade was developed for the conversion of saturated fatty acids to α-ketoacids. Employment of P450 monooxygenase in the peroxygenase mode for regioselective α-hydroxylation of fatty acids combined with enantioselective oxidation by α-hydroxyacid oxidase(s) resulted in internal recycling of the oxidant H2O2, thus minimizing degradation of ketoacid product and maximizing biocatalyst lifetime. The O2-dependent cascade relies on catalytic amounts of H2O2 and releases water as sole by-product. Octanoic acid was converted under mild conditions in aqueous buffer to 2-oxooctanoic acid in a simultaneous one-pot two-step cascade in up to >99 % conversion without accumulation of hydroxyacid intermediate. Scale-up allowed isolation of final product in 91 % yield and the cascade was applied to fatty acids of various chain lengths (C6:0 to C10:0). [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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