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Conversion of oleic acid to 10-hydroxystearic acid by whole cells of Stenotrophomonas nitritireducens

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Abstract

The optimal reaction conditions for the conversion of oleic acid to 10-hydroxystearic acid by whole cells of Stenotrophomonas nitritireducens were: pH 7.5, 35°C, 0.05% (w/v) Tween 80, 20 g cells l−1, and 30 g oleic acid l−1 in an anaerobic atmosphere. Under these conditions, the cells produced 31.5 g 10-hydroxystearic acid l−1 over 4 h with a conversion yield of 100% (mol/mol) and a productivity of 7.9 g l−1 h−1, indicating that oleic acid was converted completely to 10-hydroxystearic acid, with no detectable byproduct. This is the highest concentration, productivity, and yield of 10-hydroxystearic acid from oleic acid reported thus far.

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References

  • Bagby MO, Calson KD (1989) Chemical and biological conversion of soybean oil for industrial products. In: Cambie RC (ed) Fats for the future. Ellis Horwood, Chichester, pp 301–317

    Google Scholar 

  • Busquets M, Deroncele V, Vidal-Mas J, Rodriguez E, Guerrero A, Manresa A (2004) Isolation and characterization of a lipoxygenase from Pseudomonas 42A2 responsible for the biotransformation of oleic acid into (S)-(E)-10-hydroxy-8-octadecenoic acid. Antonie Van Leeuwenhoek 85:129–139

    Article  PubMed  CAS  Google Scholar 

  • Chance DL, Gerhardt KO, Mawhinney TP (1998) Gas-liquid chromatography-mass spectrometry of hydroxy fatty acids as their methyl esters tert.-butyldimethylsilyl ethers. J Chromatogr A 793:91–98

    Article  PubMed  CAS  Google Scholar 

  • Heo SH, Kim BS (2009) Production and recovery of oxygenated fatty acids from oleic acid by Flavobacterium sp. strain DS5. Korean Chem Eng Res 47:620–623

    CAS  Google Scholar 

  • Hou CT, Bagby MO, Plattner RD, Koritala S (1991) A novel compound, 7,10-dihydroxy-8(E)-octadecenoic acid, from oleic acid by bioconversion. J Am Oil Chem Soc 68:99–101

    Article  CAS  Google Scholar 

  • Hudson JA, MacKenzie CA, Joblin KN (1995) Conversion of oleic acid to 10-hydroxystearic acid by two species of ruminal bacteria. Appl Microbiol Biotechnol 44:1–6

    Article  PubMed  CAS  Google Scholar 

  • Kim AY (2005) Application of biotechnology to the production of natural flavor and fragrance chemicals. In: Frey C, Rouseff R (eds) Natural flavors and fragrances: chemistry, analysis, and production. ACS symposium series 908, American Chemical Society, pp 60–75

  • Kim BS, Kim HR, Hou CT (2010) Effect of surfactant on the production of oxygenated unsaturated fatty acids by Bacillus megaterium ALA2. N Biotechnol 27:33–37

    Article  PubMed  CAS  Google Scholar 

  • Koritala S, L. H, Hou CT, Hesseltine CW, Bagby MO (1989) Microbial conversion of oleic acid to 10-hydroxystearic acid. Appl Microbiol Biotechnol 32:299–304

  • Kuo TM, Kim H, Hou CT (2001) Production of a novel compound, 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid by Pseudomonas aeruginosa PR3. Curr Microbiol 43:198–203

    Article  PubMed  CAS  Google Scholar 

  • Latrasse A, Paitier S, Lachot B, Bonnarme P, Feron G, Durand A, Le Quere JL (1997) Conversion of oleic acid to 10-hydroxystearic acid by Nocardia paraffinae. Biotechnol Lett 19:715–718

    Article  CAS  Google Scholar 

  • Naughton FC (1974) Production, chemistry and commercial applications of various chemicals from castor oil. J Am Oil Chem Soc 51:65–71

    Article  CAS  Google Scholar 

  • Yamada Y, Uemura H, Nakaya H, Sakata K, Takatori T, Nagao M, Iwase H, Iwadate K (1996) Production of hydroxy fatty acid (10-hydroxy-12(Z)-octadecenoic acid) by Lactobacillus plantarum from linoleic acid and its cardiac effects to guinea pig papillary muscles. Biochem Biophys Res Commun 226:391–395

    Article  PubMed  CAS  Google Scholar 

  • Yu IS, Kim HJ, Oh DK (2008a) Conversion of linoleic acid into 10-hydroxy-12(Z)-octadecenoic acid by whole cells of Stenotrophomonas nitritireducens. Biotechnol Prog 24:182–186

    Article  PubMed  CAS  Google Scholar 

  • Yu IS, Yeom SJ, Kim HJ, Lee JK, Kim YH, Oh DK (2008b) Substrate specificity of Stenotrophomonas nitritireducens in the hydroxylation of unsaturated fatty acid. Appl Microbiol Biotechnol 78:157–163

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgment

This study was supported by a grant (Code#000407980110) from Small and Medium Business Administration, Republic of Korea.

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Correspondence to Deok-Kun Oh.

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Kim, BN., Yeom, SJ. & Oh, DK. Conversion of oleic acid to 10-hydroxystearic acid by whole cells of Stenotrophomonas nitritireducens . Biotechnol Lett 33, 993–997 (2011). https://doi.org/10.1007/s10529-010-0516-1

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  • DOI: https://doi.org/10.1007/s10529-010-0516-1

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