The distribution of 3-hydroxy oxylipins in fungi

Prostaglandins and Other Lipid Mediators

Volumn 71, Issue 3-4, 2003, Pages 85-96

  Kock, Johan L F ^a   Strauss, Catharina J ^a   Pohl, Carolina H ^a   Nigam, Santosh ^b  

^a UNIVERSITY OF THE FREE STATE   (South Africa)

^b CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

Author keywords

3 Hydroxy oxylipin; Fungi; Yeast

Indexed keywords

3 HYDROXYOXYLIPID DERIVATIVE; LIPID; UNCLASSIFIED DRUG;

CELL AGGREGATION; CELL SURFACE; CELLULAR DISTRIBUTION; FUNGAL CELL; FUNGUS SPORE; LIFE CYCLE; LIPID ANALYSIS; NONHUMAN; REVIEW; YEAST;

EID: 0042709476     PISSN: 00906980     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1098-8823(03)00046-7     Document Type: Review

References (41)

1. Needleman P., Turk J., Jakschik B.A.et al. Arachidonic acid metabolism. Ann. Rev. Biochem. 55:1986;69-102.
2. Samuelsson B. Leukotrienes: mediators of immediate hypersensitivity reactions and inflammation. Science. 220:1983;568-575.
3. Spector A.A., Gordon J.A., Moore S.A. Hydroxyeicosatetraenoic acids (HETEs). Prog. Lipid Res. 27:1988;271-323.
4. Van Dyk M.S., Kock J.L.F., Botha A. Hydroxy long-chain fatty acids in fungi. World J. Microbiol. Biotech. 10:1994;495-504.
5. Shechter G., Grossman S. Lipoxygenase from baker's yeast. Int. J. Biochem. 15:1983;1295-1304.
6. Hamberg M. Isolation and structures of lipoxygenase products from Saprolegnia parasitica. Biochim. Biophys. Acta. 876:1986;688-692.
7. Hamberg M., Herman C.A., Herman R.P. Novel biological transformations of 15L-hydroperoxy-5,8,11,13-eicosatetraeinoic acid. Biochim. Biophys. Acta. 877:1986;447-457.
8. Mazur P., Nakanishi K., El-Zayat A.F.et al. Structure and synthesis of sporogenic psi factors from Aspergillus nidulans. J. Chem. Soc. Commun. 20:1991;1486-1487.
9. Brodowski I.D., Hamberg M., Oliw E.H. A linoleic acid (8R)-dioxygenase and hydroperoxide isomerase of the fungus Gaeumannomyces graminis. J. Biol. Chem. 267:1992;14738-14745.
10. Brodowski ID, Oliw EH. Metabolism of 18:2 (n-6), 18:3 (n-3), 20:4 (n-6), 20:5 (n-3) by the fungus Gaeumannomyces graminis. Biochim Biophys Acta 1992;59-65.
11. Smith DP. 3-Hydroxy oxylipins in the yeast families Lipomycetaceae and Dipodascaceae. PhD thesis, Department of Microbiology, Biochemistry and Food Sciences, Faculty of Natural and Agricultural Sciences, The University of the Free State, Bloemfontein, South Africa, 2002.
12. Dawes E.A., Senior P.J. Energy reserve polymers in microorganisms. Adv. Microbial. Physiol. 10:1973;135-266.
13. Rietchel ET, Brade H, Holst O. In: Rietschel ET, Wagner H, editors. Current topics in microbiology immunology. Heidelberg, Germany: Springer Verlag; 1996. p. 39.
14. Stodola F.H., Deinema M.H., Spencer J.F.T. Extracellular lipids. Bact. Rev. 31:1967;194-213.
15. Lösel DM. In: Ratledge C, Wilkinson SG, editors. Fungal lipids. San Diego: California Academic Press Limited; 1988. p. 699.
16. Vesonder R.F., Wickerham L.J., Rohwedder W.K. 3-D-Hydroxypalmitic acid: a metabolic product of the yeast NRRL Y-5954. Can. J. Chem. 46:1968;2628-2629.
17. Kurtzman C.P., Vesonder R.F., Smiley M.J. Formation of extracellular 3-D-hydroxy palmitic acid by Saccharomycopsis malanga comb. nov. Mycologia. 66:1974;582-587.
18. Kock J.L.F., Coetzee D.J., Van Dyk M.S.et al. Evidence for pharmacologically active prostaglandins in yeasts. S Afr. J. Sci. 87:1991;73-76.
19. Van Dyk M.S., Kock J.L.F., Coetzee D.J.et al. Isolation of a novel aspirin sensitive arachidonic acid metabolite 3-hydroxy-5,8,11,14-eicosatetraenoic acid (3-HETE) from the yeast Dipodascopsis uninucleata UOFS-Y128. FEBS Lett. 283:1991;195-198.
20. Venter P., Kock J.L.F., Sravan Kumar G.et al. Production of 3R-hydroxy-polyenoic fatty acids by the yeast Dipodascopsis uninucleata UOFS-Y128. Lipids. 32:1997;1277-1283.
21. Fox R.S., Ratledge C., Friend J. Optimisation of 3-hydroxyeicosanoid biosynthesis by the yeast Dipodascopsis uninucleata. Biotech. Lett. 19:1997;155-158.
22. Kock J.L.F., Jansen van Vuuren D., Botha A.et al. The production of biologically active 3-hydroxy-5,8,11,14-eicosatetraenoic acid by Dipodascopsis. System Appl. Microbiol. 20:1997;39-49.
23. Kurtzman C.P., Robnett C.J. Identification and phylogeny of ascomycetous yeasts from analysis of nuclear large subunit (26S) ribosomal DNA partial sequences. Ant. v Leeuwenhoek. 73:1998;331-371.
24. Nigam S., Sravan Kumar G., Kock J.L.F. Biological effects of 3-HETE, a novel compound of the yeast Dipodascopsis uninucleata, on mammalian cells. Prostaglandins Leukot. Essent. Fatty Acids. 55:1996;39.
25. Botha A., Kock J.L.F., Coetzee D.J.et al. The influence of NSAIDs on the life cycle of Dipodascopsis. System Appl. Microbiol. 15:1992;155-160.
26. Coetzee D.J., Kock J.L.F., Botha A.et al. The distribution of arachidonic acid metabolites in the life cycle of Dipodascopsis uninucleata. System Appl. Microbiol. 15:1992;311-318.
27. Bhatt R.K., Falck J.R., Nigam S. Enantiospecific total synthesis of a novel arachidonic acid metabolite 3-hydroxyeicosatetraenoic acid. Tetrahedron Lett. 39:1998;249-252.
28. Kock J.L.F., Venter P., Linke D.et al. Biological dynamics and distribution of 3-hydroxy fatty acids in the yeast Dipodascopsis uninucleata as investigated by immunofluorescence microscopy. Evidence for a putative regulatory role in the sexual cycle. FEBS Lett. 427:1998;345-348.
29. Kock J.L.F., Van Wyk P.W.J., Venter P.et al. An acetylsalicylic acid sensitive aggregation phenomenon in Dipodascopsis uninucleata. Ant. v Leeuwenhoek. 75:1999;261-266.
30. Kock, J.L.F. Yeast in labour.Available at: http://www.uovs,ac.za/faculties/nat/mkboc/lipid/Index.htm ; 2003.
31. Smith D.P., Kock J.L.F., Van Wyk P.W.J.et al. The occurrence of 3-hydroxy-oxylipins in the ascomycetous yeast family Lipomycetaceae. S Afr. J. Sci. 96:2000;247-249.
32. Kock J.L.F., Venter P., Smith D.P.et al. A novel oxylipin-associated 'ghosting' phenomenon in yeast flocculation. Ant. v Leeuwenhoek. 77:2000;401-406.
33. Smith D.P., Kock J.L.F., Motaung M.I.et al. Ascospore aggregation and oxylipin distribution in the yeast Dipodascopsis tothii. Ant. v Leeuwenhoek. 77:2000;389-392.
34. Sebolai O., Kock J.L.F., Pohl C.et al. Bioprospecting for novel hydroxyoxylipins in fungi: presence of 3-hydroxy palmitic acid in Saccharomycopsis malanga. Ant. v Leeuwenhoek. 80:2001;311-318.
35. Deva R., Ciccoli R., Schewe T.et al. Arachidonic acid stimulates cell growth and forms a novel oxygenated metabolite in Candida albicans. Biochim. Biophys. Acta. 1486:2000;299-311.
36. Deva R., Ciccoli R., Kock J.L.F.et al. Involvement of aspirin-sensitive oxylipins in vulvovaginal candidiasis. FEMS Microbiol. Lett. 198:2001;37-43.
37. Strauss T., Botha A., Kock J.L.F.et al. Mapping the distribution of 3-hydroxy-oxylipins in the Mucorales using immunofluorescence microscopy. Ant. v Leeuwenhoek. 78:2000;39-42.
38. Kock J.L.F., Strauss T., Pohl C.H.et al. Bioprospecting for novel oxylipins in fungi: the presence of 3-hydroxy oxylipins in Pilobolus. Ant. v Leeuwenhoek. 80:2001;93-99.
39. Pohl C.H., Botha A., Kock J.L.F.et al. Oxylipin formation in fungi: biotransformation of arachidonic acid to 3-hydroxy-5,8-tetradecadienoic acid by Mucor genevensis. BBRC. 253:1998;703-706.
40. Larsson K, editor. Lipids - molecular organization, physical functions and technical applications. Dundee: The Oily Press; 1994. p. 49-50.
41. Rudolph A.S. Biomaterial biotechnology using self-assembled lipid microstructures. J. Cell Biochem. 56(2):1994;183-187.