Biosynthesis of polyunsaturated fatty acids in lower eukaryotes

IUBMB Life

Volumn 58, Issue 10, 2006, Pages 563-571

  Uttaro, Antonio D ^a  

^a UNIVERSIDAD NACIONAL DE ROSARIO   (Argentina)

Author keywords

Algae; Desaturases; Elongases; Fungi; Polyunsaturated fatty acids; Protozoa; Trypanosomatids

Indexed keywords

ARACHIDONIC ACID; CARBOXYL GROUP; DOCOSAHEXAENOIC ACID; ELONGASE; ENZYME; ICOSANOID; METHYL GROUP; MONOUNSATURATED FATTY ACID; NUTRACEUTICAL; OIL; OXYGEN DEPENDENT DESATURASE; POLYKETIDE SYNTHASE; POLYUNSATURATED FATTY ACID; UNCLASSIFIED DRUG;

AEROBIC CAPACITY; ALGA; ANAEROBIC CAPACITY; BLOOD PRESSURE; BRAIN TISSUE; CELL MEMBRANE; CHEMICAL BOND; ENZYME ANALYSIS; ENZYME ISOLATION; ENZYME SUBSTRATE; EUKARYOTE; FATTY ACID SYNTHESIS; FEVER; FUNGUS; INFLAMMATION; NERVE FUNCTION; NEUROTRANSMISSION; NONHUMAN; NUTRIENT; PARASITE; PROTOZOON; RETINA; REVIEW; TRANSGENE;

AEROBIOSIS; ANAEROBIOSIS; ANIMALS; EUKARYOTIC CELLS; FATTY ACID DESATURASES; FATTY ACIDS, UNSATURATED; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE;

ALGAE; EUKARYOTA; FUNGI; PROTISTA; PROTOZOA; TRYPANOSOMATIDAE;

EID: 33749526347     PISSN: 15216543     EISSN: 15216551     Source Type: Journal    
DOI: 10.1080/15216540600920899     Document Type: Review

References (52)

1. Vance, D. E., and Vance, J. E. (2002) Biochemistry of Lipids, Lipoproteins and Membranes, 4th edn. Elsevier, Amsterdam.
2. Macartney, A., Maresca, B., and Cossins, A. R. (1994) Acyl-CoA desaturases and the adaptive regulation of membrane lipid composition. In Temperature Adaptation of Biological Membranes (Cossins, A. R., ed.), pp. 129-139. Portland Press, London.
3. Sinensky, M. (1974) Homeoviscous adaptation - a homeostatic process that regulates the viscosity of membrane lipids in Escherichia coli. Proc. Natl. Acad. Sci. USA 71, 522-525.
4. Opekarová, M., and Tanner, W. (2003) Specific lipid requirements of membrane proteins; a putative bottleneck in heterologous expression. Biochim. Biophys. Acta 1610, 11-22.
5. Funk, C. D. (2001) Prostaglandins and leukotrienes: advances in eicosanoids biology. Science 294, 1871-1875.
6. Hwang, D. (2000) Fatty acids and immune responses; a new perspective in searching for clues to mechanism. Ann. Rev. Nutrit. 20, 431-456.
7. Uauy, R., and Dangour, A. D. (2006) Nutrition in brain development and aging: role of essential fatty acids. Nutr. Rev. 64 (5 Pt 2), S24-33.
8. Yehuda, S., Rabinovitz, S., and Mostofsky, D. I. (2005) Essential fatty acids and the brain: from infancy to aging. Neurobiol. Aging 26 (Suppl. 1), 98-102.
9. Ratledge, C. (2004) Fatty acid biosynthesis in microorganisms being used for Single Cell Oil production. Biochimie 86, 807-815.
10. Sayanova, O. V., and Napier, J. A. (2004) Eicosapentaenoic acid: biosynthetic routes and the potential for synthesis in transgenic plants. Phytochemistry 65, 147-158.
11. Mellors, A., and Samad, A. (1989) The acquisition of lipids by African trypanosomes. Parasitol. Today 5, 239-244.
12. Haughan, P. A., and Goad, L. J. (1991) Lipid biochemistry of trypanosomatids. In Biochemical Protozoology (Coombs, G. H. & North, M. J. eds), pp. 312-328. Taylor & Francis, London.
13. Sperling, P., Ternes, P., Zank, T. K., and Heinz, E. (2003) The evolution of desaturases. Prostaglandins Leukot. Essent. Fatty Acids 68, 73-95.
14. Leonard, A. E., Pereira, S. L., Sprecher, H., and Huang, Y-S. (2004) Elongation of long-chain fatty acids. Prog. Lipid Res. 43, 36-54.
15. Behrouzian, B., and Buist, P. H. (2003) Mechanism of fatty acid desaturation: a bioorganic perspective. Prostaglandins Leukot. Essent. Fatty Acids 68, 107-112.
16. Shanklin, J., and Cahoon, E. B. (1998) Desaturation and related modifications of fatty acids. Annu. Rev. Plant Physiol. Plant Mol. Biol. 49, 611-641.
17. Heinemann, F. S., and Ozols, J. (2003) Stearoyl-CoA desaturase, a short-lived protein of endoplasmic reticulum with multiple control mechanisms. Prostaglandins Leukot. Essent. Fatty Acids 68, 123-133.
18. Mitchell A. G., and Martin, C. E. (1995) A novel cytochrome b5-like domain is linked to the carboxyl terminus of the Saccharomyces cerevisiae delta-9 fatty acid desaturase. J. Biol. Chem. 270, 29766-29772.
19. Abe, T., Sakuradani, E., Asano, T., Kanamaru, H., and Shimizu, S. (2005) Functional characterization of Δ9 and ω9 desaturase genes in Mortierella alpina 1S-4 and its derivative mutants. Appl. Microbiol. Biotechnol. 70, 711-719.
20. Itoh, R., Toda, K., Takahashi, H., Takano, H., and Kuroiwa, T. (1998) Δ9 fatty acid desaturase gene containing a carboxyl-terminal cytochrome b5 domain from the red alga Cyanidioschyzon merolae. Curr. Genet. 33, 165-174.
21. Petrini, G. A., Altabe, S. G., and Uttaro, A. D. (2004) Trypanosoma brucei oleate desaturase may use a cytochrome b5-like domain in another desaturase as an electron donor. Eur. J. Biochem. 271, 1079-1086.
22. Pereira, S. L., Huang, Y-S., Bobik, E. G., Kinney, A. J., Stecca, K. L., Packer, J. C., and Mukerji, P. (2004) A novel ω3-fatty acid desaturase involved in the biosynthesis of eicosapentaenoic acid. Biochem. J. 378, 665-671.
23. Sakuradani, E., Abe, T., Iguchi, K., and Shimizu, S. (2005) A novel fungal ω3-desaturase with wide substrate specificity from arachidonic acid-producing Mortierella alpina 1S-4. Appl. Microbiol. Biotechnol. 66, 648-654.
24. Meesapyodsuk, D., Reed, D. W., Savile, C. K., Buist, P. H., Ambrose, S. J., and Covello, P. S. (2000) Characterization of the regiochemistry and cryptoregiochemistry of a Caenorhabditis elegans fatty acid desaturase (FAT-1) expressed in Saccharomyces cerevisiae. Biochemistry 39, 11948-11954.
25. Qiu, X. (2003) Biosynthesis of docosahexaenoic acid (DHA, 22:6-4,7,10,13,16,19): two distinct pathways. Prostaglandins Leukot. Essent. Fatty Acids 68, 181-186.
26. Sayanova, O. V., Beaudoin, F., Michaelson, L. V., Shewry, P. R., and Napier, J. A. (2003) Identification of primula fatty acid D6-desaturases with n-3 substrate preferences. FEBS Lett. 542, 100-104.
27. Diaz, A. R., Mansilla, M. C., Vila, A. J., and de Mendoza, D. (2002) Membrane topology of the acyl-lipid desaturase from Bacillus subtilis. J. Biol. Chem. 277, 48099-48106.
28. Man, W. C., Miyazaki, M., Chu, K., and Ntambi, J. M. (2006) Membrane topology of mouse stearoyl-CoA desaturase 1. J. Biol. Chem. 281, 1251-1260.
29. Meyer, A., Kirsch, H., Domergue, F., Abbadi, A., Sperling, P., Bauer, J., Cirpus, P., Zank, T. K., Moreau, H., Roscoe, T. J., Zahringer, U., and Heinz, E. (2004) Novel fatty acid elongases and their use for the reconstitution of docosahexaenoic acid biosynthesis. J. Lipid Res. 45, 1899-1909.
30. Pereira, S. L., Leonard, A. E., and Mukerji, P. (2003) Recent advances in the study of fatty acid desaturases from animals and lower eukaryotes. Prostaglandins Leukot. Essent. Fatty Acids 68, 97-106.
31. Wallis, J. G., and Browse, J. (1999) The Δ8-desaturase of Euglena gracilis: an alternate pathway for synthesis of 20-carbon polyunsaturated fatty acids. Arch. Biochem. Biophys. 365, 307-316.
32. Lees, A. M., and Korn, E. D. (1966) Metabolism of unsaturated fatty acids in protozoa. Biochemistry 5, 1475-1481.
33. Fraser, T. C., Qi, B., Elhussein, S., Chatrattanakunchai, S., Stobart, A. K., and Lazarus, C. M. (2004) Expression of the Isochrysis C18-Δ9 polyunsaturated fatty acid specific elongase component alters Arabidopsis glycerolipid profiles. Plant Physiol. 135, 859-866.
34. Chu, F. L., Lund, E. D., Harvey, E., and Adlof, R. (2004) Arachidonic acid synthetic pathways of the oyster protozoan parasite, Perkinsus marinus: evidence for usage of a Δ-8 pathway. Mol. Biochem. Parasitol. 133, 45-51.
35. Sayanova, O., Haslam, R., Qi, B., Lazarus, C. M., and Napier, J. A. (2006) The alternative pathway C20 Δ8-desaturase from the nonphotosynthetic organism Acanthamoeba castellanii is an atypical cytochrome b5-fusion desaturase. FEBS Lett. 580, 1946-1952.
36. Wallis, J. G., Watts, J. L., and Browse, J. (2002) Polyunsaturated fatty acid synthesis: what will they think of next? Trends Biochem. Sci. 27, 467-473.
37. Pereira, S. L., Leonard, A. E., Huang, Y. S., Chuang, L. T., and Mukerji, P. (2004) Identification of two novel microalgal enzymes involved in the conversion of the ω3-fatty acid, eicosapentaenoic acid, into docosahexaenoic acid. Biochem. J. 384, 357-366.
38. Tonon, T., Sayanova, O., Michaelson, L. V., Qing, R., Harvey, D., Larson, T. R., Li, Y., Napier, J. A., and Graham, I. A. (2005) Fatty acid desaturases from the microalga Thalassiosira pseudonana. FEBS J. 272, 3401-3412.
39. Domergue, F., Spiekermann, P., Lerchl, J., Beckmann, C., Kilian, O., Kroth, P. G., Boland, W., Zahringer, U., and Heinz, E. (2003) New insight into Phaeodactylum tricornutum fatty acid metabolism. Cloning and functional characterization of plastidial and microsomal Δ12-fatty acid desaturases. Plant Physiol. 131, 1648-1660.
40. Tonon, T., Harvey, D., Larson, T. R., and Graham, I. A. (2003) Identification of a very long chain polyunsaturated fatty acid Δ4-desaturase from the microalga Pavlova lutheri. FEBS Lett. 553, 440-444.
41. Domergue, F., Abbadi, A., Zahringer, U., Moreau, H., and Heinz, E. (2005) In vivo characterization of the first acyl-CoA Δ6-desaturase from a member of the plant kingdom, the microalga Ostreococcus tauri. Biochem. J. 389, 483-490.
42. Suga, K., Honjoh, K., Furuya, N., Shimizu, H., Nishi, K., Shinohara, F., Hirabaru, Y., Maruyama, I., Miyamoto, T., Hatano, S., and Iio, M. (2002) Two low-temperature-inducible Chlorella genes for Δ12 and ω-3 fatty acid desaturase (FAD): isolation of Δ12 and ω-3 fad cDNA clones, expression of Δ12 fad in Saccharomyces cerevisiae, and expression of ω-3 fad in Nicotiana tabacum. Biosci. Biotechnol. Biochem. 66, 1314-1327.
43. Takeno, S., Sakuradani, E., Tomi, A., Inohara-Ochiai, M., Kawashima, H., and Shimizu, S. (2005) Transformation of oil-producing fungus, Mortierella alpina 1S-4, using Zeocin, and application to arachidonic acid production. J. Biosci. Bioeng. 100, 617-622.
44. Wilson, R. A., Calvo, A. M., Chang, P. K., and Keller, N. P. (2004) Characterization of the Aspergillus parasiticus Δ12-desaturase gene: a role for lipid metabolism in the Aspergillus-seed interaction. Microbiology 150, 2881-2888.
45. Wei, D., Li, M., Zhang, X., Ren, Y., and Xing, L. (2004) Identification and characterization of a novel Δ12-fatty acid desaturase gene from Rhizopus arrhizus. FEBS Lett. 573, 45-50.
46. Oura, T., and Kajiwara, S. (2004) Saccharomyces kluyveri FAD3 encodes an ω3 fatty acid desaturase. Microbiology 150, 1983-1990.
47. Hornung, E., Korfei, M., Pernstich, C., Struss, A., Kindl, H., Fulda, M., and Feussner, I. (2005) Specific formation of arachidonic acid and eicosapentaenoic acid by a front-end Δ5-desaturase from Phytophthora megasperma. Biochim. Biophys. Acta. 1686, 181-189.
48. Fauconnot, L., and Buist, P. H. (2001) Gamma-linolenic acid biosynthesis: cryptoregiochemistry of D6 desaturation. J. Org. Chem. 66, 1210-1215.
49. Ellis, J. E., Wyder, M. A., Jarroll, E. L., and Kaneshiro, E. S. (1996) Changes in lipid composition during in vitro encystation and fatty acid desaturase activity of Giardia lamblia. Mol. Biochem. Parasitol. 81, 13-25.
50. Roberts, C. W., McLeod, R., Rice, D. W., Ginger, M., Chance, M. L., and Goad, L. J. (2003) Fatty acid and sterol metabolism: potential antimicrobial targets in apicomplexan and trypanosomatid parasitic protozoa. Mol. Biochem. Parasitol. 126, 129-142.
51. Zhu, G. (2004) Current progress in the fatty acid metabolism in Cryptosporidium parvum. J. Eukaryot. Microbiol. 51, 381-388.
52. Tripodi, K. E., Buttigliero, L. V., Altabe, S. G., and Uttaro, A. D. (2006) Functional characterization of front-end desaturases from trypanosomatids depicts the first polyunsaturated fatty acid biosynthetic pathway from a parasitic protozoan. FEBS J. 273, 271-280.