Preparation of 11-hexyloxy-9-undecenoic acid from crude castor oil hydrolysates by recombinant Escherichia coli expressing alcohol dehydrogenase and Baeyer-Villiger monooxygenase

Jae Hoon Lee, Sung Hee Choi, In Yeub Hwang, Jin Byung Park, Ssangsoo Han, Hyunil Lee, Chang Ho Park, Eun Yeol Lee

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)362-368
Number of pages7
JournalProcess Biochemistry
Volume51
Issue number3
DOIs
StatePublished - Mar 2016

Keywords

  • 11-hexyloxy-9-undecenoic acid
  • 12-oxo-9-octadecenoic acid
  • Alcohol dehydrogenase
  • Baeyer-Villiger monooxygenase
  • Ricinoleic acid

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