Alkyl Formate Ester Synthesis by a Fungal Baeyer-Villiger Monooxygenase

作者：Ferroni Felix Martin; Tolmie Carmien; Smit Martha Sophia; Opperman Diederik Johannes^*

来源：ChemBioChem, 2017, 18(6): 515-517.

DOI：10.1002/cbic.201600684

• aldehydes
• alkyl formate
• Baeyer-Villiger monooxygenase
• biocatalysis
• formate ester

We investigated Baeyer-Villiger monooxygenase (BVMO)-mediated synthesis of alkyl formate esters, which are important flavor and fragrance products. A recombinant fungal BVMO from Aspergillus flavus was found to transform a selection of aliphatic aldehydes into alkyl formates with high regioselectivity. Near complete conversion of 10mm octanal was achieved within 8h with a regiomeric excess of approximate to 80%. Substrate concentration was found to affect specific activity and regioselectivity of the BVMO, as well as the rate of product autohydrolysis to the primary alcohol. More than 80% conversion of 50mm octanal was reached after 72h (TTN nearly 20000). Biotransformation on a 200mL scale under unoptimized conditions gave a space-time yield (STY) of 4.2gL(-1)d(-1) (3.4gL(-1)d(-1) extracted product).

• 出版日期2017-3-16