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• Two-step biocatalytic process was developed to synthesize 11-hexyloxy-9-undecenoic acid.
• Crude castor oil containing 82% ricinoleic acid was used as the substrate.
• Alcohol dehydrogenase and Baeyer–Villiger monooxygenase was employed as key enzyme.
• A 2.54 g/L product was obtained from crude castor oil containing 2.98 g/L ricinoleic acid.
• The conversion and volumetric productivity were 81.34% and 1.22 g/L/h.
Crude castor oil hydrolysates mainly consisting of ricinoleic acid can be biologically converted to 11-hexyloxy-9-undecenoic acid (C18) with an unsaturated bond and an ester bond which is utilized as a fertile chemical platform. The platform chemical of 11-hexyloxy-9-undecenoic acid can be converted to ω-hydroxyundec-9-enoic acid or dicarboxylic acid via simple chemical or biological conversion. In this study, the biotransformation was directly performed from crude castor oil hydrolysates containing 82% ricinoleic acid using the recombinant Escherichia coli BL21 with two plasmids containing Micrococcus luteus alcohol dehydrogenase and Pseudomonas putida KT2440 Baeyer–Villiger monooxygenase, respectively. The recombinant cells were cultured in Riesenberg medium at pH 6.9 and 20 °C for 28.5 h. For biotransformation at 35 °C for 2 h, 2.54 g/L 11-hexyloxy-9-undecenoic acid was obtained from crude castor oil hydrolysates with the final concentration of 2.98 g/L ricinoleic acid. The yield and volumetric productivity were 81.34% and 1.22 g/L/h, respectively. Herein, direct conversion of crude castor oil hydrolysates to value-added 11-hexyloxy-9-undecenoic acid was successfully demonstrated.
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Journal: Process Biochemistry - Volume 51, Issue 3, March 2016, Pages 362–368