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Production of a novel compound, 10,12-dihydroxystearic acid from ricinoleic acid by an oleate hydratase from Lysinibacillus fusiformis

Abstract

A recombinant oleate hydratase from Lysinibacillus fusiformis converted ricinoleic acid to a product, whose chemical structure was identified as the novel compound 10,12-dihydroxystearic acid by gas chromatograph/mass spectrometry, Fourier transform infrared, and nuclear magnetic resonance analysis. The reaction conditions for the production of 10,12-dihydroxystearic acid were optimized as follows: pH 6.5, 30 °C, 15 g l−1 ricinoleic acid, 9 mg ml−1 of enzyme, and 4 % (v/v) methanol. Under the optimized conditions, the enzyme produced 13.5 g l−1 10,12-dihydroxystearic acid without detectable byproducts in 3 h, with a conversion of substrate to product of 90 % (w/w) and a productivity of 4.5 g l−1 h−1. The emulsifying activity of 10,12-dihydroxystearic acid was higher than that of oleic acid, ricinoleic acid, stearic acid, and 10-hydroxystearic acid, indicating that 10,12-dihydroxystearic acid can be used as a biosurfactant.

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Acknowledgment

This study was supported by a grant from the Bio-industry Technology Development Program, Ministry for Food, Agriculture, Forestry and Fisheries (No. 112002-3) and a grant from the Korea Healthcare Technology R&D Project, Ministry for Health & Welfare, Republic of Korea (No. 2012-009).

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Correspondence to Deok-Kun Oh.

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Seo, MH., Kim, KR. & Oh, DK. Production of a novel compound, 10,12-dihydroxystearic acid from ricinoleic acid by an oleate hydratase from Lysinibacillus fusiformis . Appl Microbiol Biotechnol 97, 8987–8995 (2013). https://doi.org/10.1007/s00253-013-4728-x

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  • DOI: https://doi.org/10.1007/s00253-013-4728-x

Keywords

  • Lysinibacillus fusiformis
  • Oleate hydratase
  • Ricinoleic acid
  • Dihydroxystearic acid production
  • Emulsifying activity