Details zur Publikation |
Kategorie | Textpublikation |
Referenztyp | Zeitschriften |
DOI | 10.1002/anie.201510331 |
Volltext | Shareable Link |
Titel (primär) | 25-hydroxyvitamin D3 synthesis by enzymatic steroid side-chain hydroxylation with water |
Autor | Warnke, M.; Jung, T.; Dermer, J.; Hipp, K.; Jehmlich, N.
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Quelle | Angewandte Chemie-International Edition |
Erscheinungsjahr | 2016 |
Department | MOLSYB |
Band/Volume | 55 |
Heft | 5 |
Seite von | 1881 |
Seite bis | 1884 |
Sprache | englisch |
UFZ Querschnittsthemen | RU3; |
Abstract | The hydroxylation of vitamin D3 (VD3, cholecalciferol) side chains to give 25-hydroxyvitamin D3 (25OHVD3) is a crucial reaction in the formation of the circulating and biologically active forms of VD3. It is usually catalyzed by cytochrome P450 monooxygenases that depend on complex electron donor systems. Cell-free extracts and a purified Mo enzyme from a bacterium anaerobically grown with cholesterol were employed for the regioselective, ferricyanide-dependent hydroxylation of VD3 and proVD3 (7-dehydrocholesterol) into the corresponding tertiary alcohols with greater than 99 % yield. Hydroxylation of VD3 strictly depends on a cyclodextrin-assisted isomerization of VD3 into preVD3, the actual enzymatic substrate. This facile and robust method developed for 25OHVD3 synthesis is a novel example for the concept of substrate-engineered catalysis and offers an attractive alternative to chemical or O2 /electron-donor-dependent enzymatic procedures. |
dauerhafte UFZ-Verlinkung | https://www.ufz.de/index.php?en=20939&ufzPublicationIdentifier=17785 |
Warnke, M., Jung, T., Dermer, J., Hipp, K., Jehmlich, N., von Bergen, M., Ferlaino, S., Fries, A., Müller, M., Boll, M. (2016): 25-hydroxyvitamin D3 synthesis by enzymatic steroid side-chain hydroxylation with water Angew. Chem.-Int. Edit. 55 (5), 1881 - 1884 10.1002/anie.201510331 |