The production of 10-hydroxystearic and 10-ketostearic acids is an alternative route of oleic acid transformation by the ruminal microbiota in cattle

Journal of Nutrition

Volumn 136, Issue 4, 2006, Pages 926-931

  Jenkins, Thomas C ^a   Abughazaleh, Amer A ^a,b   Freeman, Sharon ^a   Thies, Evanne J ^a  

^a CLEMSON UNIVERSITY   (United States)

^b SOUTHERN ILLINOIS UNIVERSITY   (United States)

Author keywords

Hydroxystearic acid; Ketostearic acid; Oleic acid; Rumen

Indexed keywords

10 HYDROXYSTEARIC ACID; 10 KETOSTEARIC ACID; ELAIDIC ACID; OLEIC ACID; SOYBEAN OIL; STEARIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

BACTERIUM CULTURE; CATTLE; CONFERENCE PAPER; FATTY ACID ANALYSIS; NONHUMAN; RUMEN BACTERIA;

BACTERIA (MICROORGANISMS); BOS TAURUS; BRASSICA NAPUS VAR. NAPUS; GLYCINE MAX;

EID: 33645530157     PISSN: 00223166     EISSN: 15416100     Source Type: Journal    
DOI: 10.1093/jn/136.4.926     Document Type: Conference Paper

References (28)

1. Demeyer D, Doreau M. Targets and procedures for altering ruminant meat and milk lipids. Proc Nutr Soc. 1999;58:593-607.
2. Kellens MJ, Goderis HL, Tobback PP. Biohydrogenation of unsaturated fatty acids by a mixed culture of rumen microorganisms. Biotechnol Bioeng. 1986;28:1268-76.
3. Mosley EE, Powell GL, Riley MB, Jenkins TC. Microbial biohydrogenation of oleic acid to trans isomers in vitro. J Lipid Res. 2002;43:290-96.
4. Hudson JA, Mackenzie CAM, Joblin KN. Conversion of oleic acid to 10-hydroxystearic acid by two species of ruminal bacteria. Appl Microbiol Biotechnol. 1995;44:1-6.
5. Katz I, Keeney M. Characterization of the octadecenoic acids in rumen digesta and rumen bacteria. J Dairy Sci. 1966;49:962-66.
6. Morvan B, Joblin KN. Hydration of oleic acid by Enterococcus gallinarium, Pediococcus acidilactici and Lactobacillus sp. isolated from the rumen. Anaerobe. 1999;5:605-11.
7. Wu Z, Palmquist DL. Synthesis and biohydrogenation of fatty acids by ruminal microorganisms in vitro. J Dairy Sci. 1991;74:3035-46.
8. Abe A, Sugiyama K. Growth inhibition and apoptosis induction of human melanoma cells by omega-hydroxy fatty acids. Anticancer Drugs. 2005;16:543-49.
9. AbuGhazaleh AA, Jenkins TC. Disappearance of docosahexaenoic and eicosapentaenoic acids from cultures of mixed ruminal microorganisms. J Dairy Sci. 2004;87:645-51.
10. Teather RM, Sauer FD. A naturally compartmented rumen simulation system for the continuous culture of rumen bacteria and protozoa. J Dairy Sci. 1988;71:666-73.
11. 18:1 positional isomers in continuous culture. J Dairy Sci. 2005;88:4334-41.
12. Slyter LL, Bryant MP, Wolin MJ. Effect of pH on population and fermentation in a continuously cultured rumen ecosystem. Appl Microbiol. 1966;14:573-78.
13. Kramer JK, Fellner V, Dugan ME, Sauer FD, Mossoba MM, Yurawecz MP. Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids. Lipids. 1997;32:1219-28.
14. SAS. Users guide: statistics, Version 8, 18th ed. Cary, NC: SAS Institute Inc.; 2000.
15. Wallen LL, Benedict RG, Jackson RW. The microbial production of 10-hydroxystearic acid from oleic acid. Arch Biochem Biophys. 1962;99:249-53.
16. Davis EN, Wallen LL, Goodwin JC, Rohwedder WK. Microbial hydration of cis-9-alkenoic acids. Lipids. 1969;4:356-62.
17. Kemp P, Lander DJ. The hydrogenation of some cis- and transoctadecenoic acids to stearic acid by a rumen Fusocillus sp. Br J Nutr. 1984;52:165-70.
18. Takatori T, Ishiguro N, Tarao H, Matsumiya H. Microbial production of hydroxyl and oxo fatty acids by several microorganisms as a model of adipocere formation. Forensic Sci Int. 1986;32:5-11.
19. Lanser AC. Conversion of oleic acid to 10-ketostearic acid by a Staphylococcus species. J Am Oil Chem Soc. 1993;70:543-45.
20. 10-octadecenoic acid. Biochem Biophys Res Commun. 1972;49:1650-56.
21. Kemp P, White RW, Lander DJ. The hydrogenation of unsaturated fatty acids by five bacterial isolates from the sheep rumen, including a new species. J Gen Microbiol. 1975;90:100-14.
22. Hou CT. Production of 10-ketostearic acid from oleic acid by Flavobacterium sp. Strain DS5 (NRRL B-14859). Appl Environ Microbiol. 1994;60:3760-63.
23. Proell JM, Mosley EE, Powell GL, Jenkins TC. Isomerization of stable isotopically labeled elaidic acid to cis and trans monoenes by ruminal microbes. J Lipid Res. 2002;43:2072-76.
24. Hudson JA, Mackenzie CAM, Joblin KN. Factors affecting the formation of 10-hydroxystearic acid from oleic acid by a ruminal strain of Enterococcus faecalis. Appl Microbiol Biotechnol. 1996;45:404-7.
25. 9 double bond of oleic acid. J Biol Chem. 1970;245:3790-97.
26. Masotti L, Casali E, Gesmundo N. Influence of hydroxystearic acid on in vitro cell proliferation. Mol Aspects Med. 1993;14:209-15.
27. Gesmundo N, Casali E, Farruggia G, Spisni A, Masotti L. In vitro effects of hydroxystearic acid on the proliferation of HT29 and I407 cells. Biochem Mol Biol Int. 1994;33:705-12.
28. Bertucci C, Hadaib M, Boga C, Calonghi N, Cappadone C, Masotti L. Gas chromatography/mass spectrometric assay of endogenous cellular lipid peroxidation products: quantitative analysis of 9- and 10- hydroxystearic acids. Rapid Commun Mass Spectrom. 2002;16:859-64.