Production of 10-hydroxystearic acid from oleic acid by whole cells of recombinant Escherichia coli containing oleate hydratase from Stenotrophomonas maltophilia

Journal of Biotechnology

Volumn 158, Issue 1-2, 2012, Pages 17-23

  Joo, Young Chul ^a   Seo, Eun Sun ^a   Kim, Yeong Su ^a   Kim, Kyoung Rok ^a   Park, Jin Byung ^b   Oh, Deok Kun ^a  

^a Konkuk University   (South Korea)

^b Ewha Womans University   (South Korea)

Author keywords

10 Hydroxystearic acid production; Oleate hydratase; Oleic acid; Recombinant Escherichia coli; Stenotrophomonas maltophilia

Indexed keywords

ACID PRODUCTION; CONVERSION YIELD; HYDRATASE; HYDRATION ACTIVITY; OPTIMAL CONDITIONS; RECOMBINANT CELLS; RECOMBINANT E. COLI; RECOMBINANT ENZYMES; RECOMBINANT ESCHERICHIA COLI; SPECIFIC PRODUCTIVITY; STENOTROPHOMONAS MALTOPHILIA; TWEEN-40; VOLUMETRIC PRODUCTIVITY; WHOLE CELL; WILD TYPES;

CELLS; CLONING; ESCHERICHIA COLI; OLEIC ACID; PRODUCTIVITY; UNSATURATED FATTY ACIDS;

CYTOLOGY;

10 HYDROXYSTEARIC ACID; GAMMA LINOLENIC ACID; HYDROLYASE; LINOLEIC ACID; LINOLENIC ACID; OLEATE HYDRATASE; OLEIC ACID; UNCLASSIFIED DRUG;

ARTICLE; ENZYME ACTIVITY; ENZYME SYNTHESIS; ESCHERICHIA COLI; HYDRATION; MOLECULAR WEIGHT; NONHUMAN; PH; PRIORITY JOURNAL; STENOTROPHOMONAS; STENOTROPHOMONAS MALTIPHILIA; TEMPERATURE; WILD TYPE;

ENZYME STABILITY; ESCHERICHIA COLI; FATTY ACIDS; LYASES; MOLECULAR SEQUENCE DATA; OLEIC ACID; RECOMBINANT PROTEINS; STEARIC ACIDS; STENOTROPHOMONAS MALTOPHILIA;

ESCHERICHIA COLI; STENOTROPHOMONAS MALTOPHILIA;

EID: 84862829667     PISSN: 01681656     EISSN: 18734863     Source Type: Journal    
DOI: 10.1016/j.jbiotec.2012.01.002     Document Type: Article

References (26)

1. Bagby M.O., Calson K.D. Chemical and biological conversion of soybean oil for industrial products. Fats for the Future 1989, 301-317. Ellis Horwood, Chichester. R.C. Cambie (Ed.).
2. Bevers L.E., Pinkse M.W., Verhaert P.D., Hagen W.R. Oleate hydratase catalyzes the hydration of a nonactivated carbon-carbon bond. J. Bacteriol. 2009, 191:5010-5012.
3. Busquets M., Deroncele V., Vidal-Mas J., Rodriguez E., Guerrero A., Manresa A. Isolation and characterization of a lipoxygenase from Pseudomonas 42A2 responsible for the biotransformation of oleic acid into (S)-(E)-10-hydroxy-8-octadecenoic acid. Anton. Leeuw. Int. J. G. 2004, 85:129-139.
4. Chance D.L., Gerhardt K.O., Mawhinney T.P. Gas-liquid chromatography-mass spectrometry of hydroxy fatty acids as their methyl esters tert.-butyldimethylsilyl ethers. J. Chromatogr. A 1998, 793:91-98.
5. Chang I.A., Kim I.H., Kang S.C., Hou C.T., Kim H.R. Production of 7,10-dihydroxy-8(E)-octadecenoic acid from triolein via lipase induction by Pseudomonas aeruginosa PR3. Appl. Microbiol. Biotechnol. 2007, 74:301-306.
6. Chen T.C., Ju Y.H. An improved fractional crystallization method for the enrichment of gamma-linolenic acid in borage oil fatty acid. Ind. Eng. Chem. Res. 2001, 40:3781-3784.
7. el-Sharkawy S.H., Yang W., Dostal L., Rosazza J.P. Microbial oxidation of oleic acid. Appl. Environ. Microbiol. 1992, 58:2116-2122.
8. Heo S.H., Kim B.S. Production and recovery of oxygenated fatty acids from oleic acid by Flavobacterium sp. strain DS5. Korean Chem. Eng. Res. 2009, 47:620-623.
9. Hou C.T. Biotechnology for fats and oils: new oxygenated fatty acids. N. Biotechnol. 2009, 26:2-10.
10. Hudson J.A., MacKenzie C.A., Joblin K.N. Conversion of oleic acid to 10-hydroxystearic acid by two species of ruminal bacteria. Appl. Microbiol. Biotechnol. 1995, 44:1-6.
11. Kim B.N., Yeom S.J., Oh D.K. Conversion of oleic acid to 10-hydroxystearic acid by whole cells of Stenotrophomonas nitritireducens. Biotechnol. Lett. 2011, 33:993-997.
12. Kim B.S., Kim H.R., Hou C.T. Effect of surfactant on the production of oxygenated unsaturated fatty acids by Bacillus megaterium ALA2. N. Biotechnol. 2010, 27:33-37.
13. Koritala S.L.H., Hou C.T., Hesseltine C.W., Bagby M.O. Microbial conversion of oleic acid to 10-hydroxystearic acid. Appl. Microbiol. Biotechnol. 1989, 32:299-304.
14. Korz D.J., Rinas U., Hellmuth K., Sanders E.A., Deckwer W.D. Simple fed-batch technique for high cell density cultivation of Escherichia coli. J. Biotechnol. 1995, 39:59-65.
15. Kuo T.M., Levinson W.E. Biocatalytic production of 10-hydroxystearic acid, 10-ketostearic acid, and their primary fatty amides. J. Am. Oil Chem. Soc. 2006, 83:671-675.
16. Lanser A.C., Plattner R.D., Bagby M.O. Production of 15-, 16- and 17-hydroxy-9-octadecenoic acids by bioconversion of oleic acid with Bacillus pumilus. J. Am. Oil Chem. Soc. 1992, 69:363-366.
17. Latrasse A., Paitier S., Lachot B., Bonnarme P., Feron G., Durand A., Le Quere J.L. Conversion of oleic acid to 10-hydroxystearic acid by Nocardia paraffinae. Biotechnol. Lett. 1997, 19:715-718.
18. Morvan B., Joblin K.N. Hydration of oleic acid by Enterococcus gallinarum, Pediococcus acidilactici and Lactobacillus sp. isolated from the rumen. Anaerobe 1999, 5:605-611.
19. Naughton F.C. Production, chemistry and commercial applications of various chemicals from castor oil. J. Am. Oil Chem. Soc. 1974, 51:65-71.
20. Niehaus W.G., Torkelson A., Kisic A., Bednarczyk D.J., Schroepfer G.J. Stereospecific hydration of the delta-9 double bond of oleic acid. J. Biol. Chem. 1970, 245:3790-3797.
21. Rosberg-Cody E., Liavonchanka A., Gobel C., Ross R.P., O'Sullivan O., Fitzgerald G.F., Feussner I., Stanton C. Myosin-cross-reactive antigen (MCRA) protein from Bifidobacterium breve is a FAD-dependent fatty acid hydratase which has a function in stress protection. BMC Biochem. 2011, 12:9-20.
22. Volkov A., Liavonchanka A., Kamneva O., Fiedler T., Goebel C., Kreikemeyer B., Feussner I. Myosin cross-reactive antigen of Streptococcus pyogenes M49 encodes a fatty acid double bond hydratase that plays a role in oleic acid detoxification and bacterial virulence. J. Biol. Chem. 2010, 285:10353-10361.
23. Wache Y., Aguedo M., Choquet A., Gatfield I.L., Nicaud J.M., Belin J.M. Role of beta-oxidation enzymes in gamma-decalactone production by the yeast Yarrowia lipolytica. Appl. Environ. Microbiol. 2001, 67:5700-5704.
24. Xue Y.P., Zheng Y.G., Shen Y.C. Enhanced production of valienamine by Stenotrophomonas maltophilia with fed-batch culture in a stirred tank bioreactor. Process Biochem. 2007, 42:1033-1038.
25. Yang W., Dostal L., Rosazza J.P. Stereospecificity of microbial hydrations of oleic acid to 10-hydroxystearic acid. Appl. Environ. Microbiol. 1993, 59:281-284.
26. Yu I.S., Kim H.J., Oh D.K. Conversion of linoleic acid into 10-hydroxy-12(Z)-octadecenoic acid by whole cells of Stenotrophomonas nitritireducens. Biotechnol. Prog. 2008, 24:182-186.