Biosynthesis of tetrahydrofuranyl fatty acids linoleic acid by Clavibacter sp. ALA2

JAOCS, Journal of the American Oil Chemists' Society

Volumn 80, Issue 2, 2003, Pages 145-149

  Hosokawa, M ^a   Hou, C T ^a,b   Weisleder, D ^b   Brown, W ^a  

^a Microbial Genomics/Bioproc Res U   (United States)

^b NATIONAL CENTER FOR AGRICULTURAL UTILIZATION RESEARCH   (United States)

Author keywords

12,13,16 trihydroxy 9(Z) octadecenoic acid; 13,16 epoxy 9(Z) octadecenoic acids; Bioconversion; Biosynthetic pathway; Clavibacter sp. ALA2; Linoleic acid

Indexed keywords

BIOSYNTHESIS; COLUMN CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE; PURIFICATION; SEPARATION;

BIOSYNTHETIC PATHWAY;

FATTY ACIDS;

CLAVIBACTER;

EID: 0037291021     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-003-0667-3     Document Type: Article

References (18)

1. Hou, C.T., Biotransformation of Unsaturated Fatty Acids to Industrial Products, Adv. Appl. Microbiol. 47:201-220 (2000).
2. Gardner, H.W., C.T. Hou, D. Weisleder, and W. Brown, Biotransformation of Linoleic Acid by Clavibacter sp. ALA2: Heterocyclic and Heterobicyclic Fatty Acids, Lipids 35:1055-1060 (2000).
3. Hou, C.T., A Novel Compound, 12,13,17-Trihydroxy-9(Z)-Octadecenoic Acid, from Linoleic Acid by a New Microbial Isolate Clavibacter sp. ALA2, J. Am. Oil Chem. Soc. 73:1359-1362 (1996).
4. Hou, C.T., H. Gardner, and W. Brown, Production of Polyhydroxy Fatty Acids from Linoleic Acid by Clavibacter sp. ALA2, Ibid. 75:1483-1487 (1998).
5. Hou, C.T., H.W. Gardner, and W. Brown, 12,13,16-Trihydroxy-9(Z)-Octadecenoic Acid, a Possible Intermediate in the Bioconversion of Linoleic Acid to Tetrahydrofuranyl Fatty Acids by Clavibacter sp. ALA2, Ibid. 78:1167-1169 (2001).
6. Hou, C.T., and R.J. Forman III, Growth Inhibition of Plant Pathogenic Fungi by Hydroxy Fatty Acids, J. Ind. Microbiol. Biotechnol. 24:275-276 (2000).
7. Kato, T., Y. Yamaguchi, N. Abe, T. Uyehara, T. Nakai, S. Yamanaka, and N. Harada, Unsaturated Hydroxy Fatty Acids, the Self-Defensive Substances in Rice Plant Against Blast Disease, Chem. Lett. 25:409-412 (1984).
8. Masui, H., T. Kondo, and M. Kojima, An Antifungal Compound, 9,12,13-Trihydroxy-(E)-Octadecenoic Acid, from Colocasia antiquorum Inoculated with Ceratocytis fimbriata, Phytochemistry 28:2613-2615 (1989).
9. Kawagishi, H., M. Ando, T. Mizuno, H. Yokota, and S. Konish, A Novel Fatty Acid from Mushroom Hericium erinaceum, Agric. Biol. Chem. 54:1329-1331 (1990).
10. Stadler, M., A. Mayer, H. Anke, and O. Sterner. 1994. Fatty Acids and Other Compounds with Nematicidal Activity from Cultures of Basidiomycetes, Plant. Med. 60:128-132 (1994).
11. Iwasaki, Y., W. Brown, and C.T. Hou, Biosynthetic Pathway of Diepoxy Bicyclic Fatty Acids from Linoleic Acid by Clavibacter sp. ALA2, J. Am. Oil Chem. Soc. 79:369-372 (2002).
12. Lee, K.J., and A.K.L. Cheng, Confirmation of the Carbon Chemical Shifts of Ethylenic Carbon Atoms in Methyl Ricinoleate and Methyl Ricinelaidate, Nat. Prod. Lett. 3:65-69 (1993).
13. Moghaddam, M.F., K. Matoba, B. Borhan, F. Pinot, and B.D. Hammock, Novel Metabolic Pathways for Linoleic and Arachidonic Acid Metabolism, Biochim. Biophys. Acta 1290:327-339 (1996).
14. Halarnkar, P.P., J. Nourooz-Zadeh, E. Kuwano, A.D. Jones, and B.D. Hammock, Formation of Cyclic Products from the Diepoxide of Long-Chain Fatty Ester by Cytosolic Epoxide Hydrolase, Arch. Biochem. Biophys. 294:586-593 (1992).
15. Markaverich, B.M., M.A. Alejandro, D. Markaverich, L. Zitzow, N. Casajuna, N. Camarao, J. Hill, K. Bhirdo, R. Faith, J. Turk, and J.R. Crowley, Identification of an Endocrine Disrupting Agent from Corn with Mitogenic Activity, Biochem. Biophys. Res. Commun. 291:692-700 (2002).
16. Markaverich, B., S. Mani, M.A. Alejandro, A. Mitchell, D. Markaverich, T. Brown, C. Velez-Trippe, C. Murchison, B. O'Malley, and R. Faith, A Novel Endocrine-Disrupting Agent in Corn with Mitogenic Activity in Human Breast and Prostatic Cancer Cells, Environ. Health Perspect. 110:169-177 (2002).
17. Scrimgeour, C.M. Quantitative Analysis of Furanoid Fatty Acids in Crude and Refined Cod Liver Oil, J. Am. Oil Chem. Soc. 54:210-211 (1977).
18. Gunstone, F.D., R.C. Wijesundera, and C.M. Scrimgeour, The Component Acids of Lipids from Marine and Freshwater Species with Special Reference to Furan-Containing Acids, J. Sci. Food Agric. 29:539-550 (1978).