Biocatalytic synthesis of non-vicinal aliphatic diols. Issue 2 (17th December 2020)

• Record Type: Journal Article
• Authors: Ebrecht, Ana C.; Aschenbrenner, Jasmin C.; Smit, Martha S.; Opperman, Diederik J.
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 2(2020)
• Page Start: 439
• Page End: 445
• Publication Date: 2020-12-17
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob02086a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Regioselective biocatalytic oxyfunctionalization of n -alkanes for the production of non-vicinal diols through sequential oxygenation by a cytochrome P450 monooxygenase. Abstract : Biocatalysts are receiving increased attention in the field of selective oxyfunctionalization of C–H bonds, with cytochrome P450 monooxygenases (CYP450s), and the related peroxygenases, leading the field. Here we report on the substrate promiscuity of CYP505A30, previously characterized as a fatty acid hydroxylase. In addition to its regioselective oxyfunctionalization of saturated fatty acids (ω-1 – ω-3 hydroxylation), primary fatty alcohols are also accepted with similar regioselectivities. Moreover, alkanes such as n -octane and n -decane are also readily accepted, allowing for the production of non-vicinal diols through sequential oxygenation.