From Alkanes to Carboxylic Acids: Terminal Oxygenation by a Fungal Peroxygenase

• Published in: Angewandte Chemie International Edition Vol. 55; no. 40; pp. 12248 - 12251
• Main Authors: Olmedo, Andrés, Aranda, Carmen, del Río, José C., Kiebist, Jan, Scheibner, Katrin, Martínez, Angel T., Gutiérrez, Ana
• Format: Journal Article
• Language: English
• Published: WEINHEIM Blackwell Publishing Ltd 26.09.2016; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Acids; Alkanes; Alkanes - chemistry; Alkanes - metabolism; Biocatalysis; Carboxylic acids; Carboxylic Acids - chemistry; Carboxylic Acids - metabolism; Cascade chemical reactions; Chains; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; Conversion; Dicarboxylic Acids - analysis; Dodecane; Dodecanol; Dodecanol - analysis; Fungi; Fungi - enzymology; Gas Chromatography-Mass Spectrometry; Heme; Hydrogen peroxide; Hydrogen Peroxide - chemistry; Hydroxylation; Lauric acid; Mixed Function Oxygenases - metabolism; Organic chemistry; Oxidation; Oxidation-Reduction; oxidoreductases; Oxygenation; Peroxidase; peroxygenase; Physical Sciences; Science & Technology; terminal hydroxylation; Tetradecane; COPRINOPSIS-CINEREA; alkanes; PEROXIDASE; CONVERSION; terminal hydroxylation; carboxylic acids; HYDROXYLATION; oxidoreductases; OXYFUNCTIONALIZATION; ALIPHATIC-COMPOUNDS; peroxygenase; AROMATIC PEROXYGENASE

A new heme–thiolate peroxidase catalyzes the hydroxylation of n‐alkanes at the terminal position—a challenging reaction in organic chemistry—with H2O2 as the only cosubstrate. Besides the primary product, 1‐dodecanol, the conversion of dodecane yielded dodecanoic, 12‐hydroxydodecanoic, and 1,12‐dode...