Abstract
The Δ5 and Δ12 desaturase (DS)-blocked mutants of an arachidonic acid-producing fungus, Mortierella alpina 1S-4, were obtained. These mutants accumulated 8,11-cis-eicosadienoic acid (20:2n-9). One of the mutants, M226-9, in which Δ5 and Δ12 DS are perfectly blocked, produced 1.68 mg of 20:2n-9 per mL of culture medium (101 mg/g dry mycelia) and no 5,8,11-cis-eicosatrienoic acid (20:3n-9) when grown in a medium containing 4% glucose and 1% yeast extract at 28°C for 2 d and then at 12°C for 12 d. The mycelial lipid comprised 77.4% triacylglycerol (TG) and 9.8% phosphatidylcholine (PC), among others. TG contained 69.0% of the total 20:2n-9, whose percentage in total TG fatty acids was 15.9%. The highest percentage (44.4%) of 20:2n-9 was found in PC. The addition of olive oil to the culture medium enhanced the production of 20:2n-9.
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Mead, J.F., and W.H. Slaton, Jr., Metabolism of Essential Fatty Acids. III. Isolation of 5,8,11-Eicosatrienoic Acid from Fat-Deficient Rats, J. Biol. Chem. 219:705–709 (1956).
Fulco, A.J., and J.F. Mead, Metabolism of Essential Fatty Acids, Ibid.:1411–1416 (1959).
Hornsta, G., A.C. Houwelinggen, M. Simonis, and J.M. Gerrand, Fatty Acid Composition of Umbilical Arteries and Veins: Possible Implications for the Fetal EFA-Status, Lipids 24:511–517 (1989).
Adkisson, A.D., F.S. Risener Jr., P.P. Zarrinkar, M.D. Walla, W.W. Christie, and R.E. Wuthier, Unique Fatty Acid Composition of Normal Cartilage: Discovery of High Levels of n-9 Eicosatrienoic Acid and Low Levels of n-6 Polyunsaturated Fatty Acids, FASEB J. 5:344–353 (1991).
Cleland, K.A., M.J. James, M.A. Neumann, R.A. Gibson, and L.G. Cleland, Differences in Fatty Acid Composition of Immature and Mature Articular Cartilage in Humans and Sheep, Lipids 30:949–953 (1995).
Hammarstom, S., Conversion of 5,8,11-Eicosatrienoic Acid to Leukotriene C3 and D3, J. Biol. Chem. 256:2275–2279 (1981).
Lagarde, M., M. Burtin, M. Rigaud, H. Sprecher, M. Dechavanne, and S. Renaud, Prostaglandin E2-Like Activity of 20:3n-9 Platelet Lipoxygenase End-Product, FASEB Lett. 181:53–56 (1985).
Jareonkitmongkol, S., H. Kawashima, S. Shimizu, and H. Yamada, Production of 5,8,11-cis-Eicosatrienoic Acid by a Δ12-Desaturase-Defective Mutant of Mortierella alpina 1S-4, J. Am. Oil Chem. Soc. 69:939–944 (1992).
Shimizu, S., K. Akimoto, H. Kawashima, Y. Shinmen, and H. Yamada, Production of Dihomo-γ-Linolenic Acid by Mortierella alpina 1S-4, Ibid.:237–241 (1989).
Jareonkitmongkol, S., S. Shimizu, and H. Yamada, Fatty Acid Desaturation-Defective Mutants of an Arachidonic-Acid-Producing Fungus, Mortierella alpina 1S-4, J. Gen. Microbiol. 138:997–1002 (1992).
Shimizu, S., S. Jareonkitmongkol, H. Kawashima, K. Akimoto, and H. Yamada. Production of a Novel ω1-Eicosapentaenoic Acid by Mortierella alpina 1S-4 Grown on 1-Hexadecene, Arch. Microbiol. 156:163–166 (1991).
Folch, J., M. Lees, and M. Webb, A Simple Method for the Isolation and Purification of Total Lipids from Animal Tissues, J. Biol. Chem. 226:497–509 (1957).
Christie, W.W., R.C. Noble, and J.H. Moore, Determination of Lipid Classes by a Gas-Chromatography Procedure, Analyst 95:940–944 (1970).
Shinmen, Y., S. Shimizu, K. Akimoto, H. Kawashima, and H. Yamada, Production of Arachidonic Acid by Mortierella Fungi, Appl. Microbiol. Biotechnol. 31:11–16 (1989).
Brenner, R.R., and R.O. Peluffo, Effect of Saturated and Unsaturated Fatty Acids on the Desaturation in vitro of Palmitic, Stearic, Oleic, Linoleic, and Linolenic Acids, J. Biol. Chem. 241:5213–5219 (1966).
Jareonkitmongkol, S., H. Kawashima, N. Shirasaka, S. Shimizu, and H. Yamada, Production of Dihomo-γ-linolenic Acid by a Δ5-Desaturase-Defective Mutant of Mortierella alpina 1S-4, Appl. Environ. Microbiol. 58:2196–2200 (1992).
Jareonkitmongkol, S., E. Sakuradani, and S. Shimizu, A Novel Δ5-Desaturase-Defective Mutant of Mortierella alpina 1S-4 and Its Dihomo-γ-linolenic Acid Productivity, Ibid.:4300–4304 (1993).
Jareonkitmongkol, S., S. Shimizu, and H. Yamada, Occurrence of Two Nonmethylene-Interrupted Δ5 Polyunsaturated Fatty Acids in a Δ6-Desaturase-Defective Mutant of the Fungus Mortierella alpina 1S-4, Biochim. Biophys. Acta 1167:137–141 (1993).
Jareonkitmongkol, S., E. Sakuradani, and S. Shimizu, Isolation and Characterization of an ω3-Desaturation-Defective Mutant of an Arachidonic Acid-Producing Fungus, Mortierella alpina 1S-4, Arch. Microbiol. 161:316–319 (1994).
Shimizu, S., Y. Shinmen, H. Kawashima, K. Akimoto, and H. Yamada, Fungal Mycelia as a Novel Source of Eicosapentaenoic Acid. Activation of Enzyme(s) Involved in Eicosapentaenoic Acid Production at Low Temperature. Biochem. Biophys. Res. Commun. 150:335–341 (1988).
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Kamada, N., Kawashima, H., Sakuradani, E. et al. Production of 8,11-cis-eicosadienoic acid by a Δ5 and Δ12 desaturase-defective mutant derived from the arachidonic acid-producing fungus Mortierella alpina 1S-4. J Amer Oil Chem Soc 76, 1269–1274 (1999). https://doi.org/10.1007/s11746-999-0138-8
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DOI: https://doi.org/10.1007/s11746-999-0138-8