title: Production of dicarboxylic acids from novel unsaturated fatty acids by laccase-catalyzed oxidative cleavage.
abstract: The establishment of renewable biofuel and chemical production is desirable because of global warming and the exhaustion of petroleum reserves. Sebacic acid (decanedioic acid), the material of 6,10-nylon, is produced from ricinoleic acid, a carbon-neutral material, but the process is not eco-friendly because of its energy requirements. Laccase-catalyzing oxidative cleavage of fatty acid was applied to the production of dicarboxylic acids using hydroxy and oxo fatty acids involved in the saturation metabolism of unsaturated fatty acids in Lactobacillus plantarum as substrates. Hydroxy or oxo fatty acids with a functional group near the carbon-carbon double bond were cleaved at the carbon-carbon double bond, hydroxy group, or carbonyl group by laccase and transformed into dicarboxylic acids. After 8 h, 0.58 mM of sebacic acid was produced from 1.6 mM of 10-oxo-cis-12,cis-15-octadecadienoic acid (αKetoA) with a conversion rate of 35% (mol/mol). This laccase-catalyzed enzymatic process is a promising method to produce dicarboxylic acids from biomass-derived fatty acids.
authors.affiliation: a Division of Applied Life Sciences , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Michiki
authors.initials: M
authors.lastname: Takeuchi
authors.affiliation: a Division of Applied Life Sciences , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Shigenobu
authors.initials: S
authors.lastname: Kishino
authors.affiliation: b Industrial Microbiology , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Si-Bum
authors.initials: SB
authors.lastname: Park
authors.affiliation: a Division of Applied Life Sciences , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Nahoko
authors.initials: N
authors.lastname: Kitamura
authors.affiliation: a Division of Applied Life Sciences , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Hiroko
authors.initials: H
authors.lastname: Watanabe
authors.affiliation: a Division of Applied Life Sciences , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Azusa
authors.initials: A
authors.lastname: Saika
authors.affiliation: b Industrial Microbiology , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Hibi
authors.affiliation: b Industrial Microbiology , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.
authors.forename: Kenzo
authors.initials: K
authors.lastname: Yokozeki
authors.affiliation: a Division of Applied Life Sciences , Graduate School of Agriculture, Kyoto University , Kyoto , Japan.|c Research Unit for Physiological Chemistry , Kyoto University , Kyoto , Japan.
authors.forename: Jun
authors.initials: J
authors.lastname: Ogawa
keywords: dicarboxylic acid; hydroxy fatty acid; laccase; oxo fatty acid; unsaturated fatty acid