The fatty acid and sterol composition of five marine dinoflagellates

Journal of Phycology

Volumn 35, Issue 4, 1999, Pages 710-720

  Mansour, Maged P ^a   Volkman, John K ^a   Jackson, Anne E ^a   Blackburn, Susan I ^a  

^a CSIRO   (Australia)

Author keywords

Chemotaxonomy; Dinophyceae; Fatty acids; Fragilidium sp.; Gymnodinium sanguineum; Lipids; Scrippsiella sp.; Steroidal ketones; Sterols; Symbiodinium microadriaticum

Indexed keywords

ALGAE; DINOPHYCEAE; EUKARYOTA; FRAGILIDIUM; GYMNODINIUM SANGUINEUM; GYMNODINIUM SP.; SCRIPPSIELLA; SCRIPPSIELLA SP.; SYMBIODINIUM MICROADRIATICUM;

EID: 0032867684     PISSN: 00223646     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1529-8817.1999.3540710.x     Document Type: Article

References (64)

1. Alam, M., Sansing, T. B., Busby, E. L., Martinez, D. R. & Ray, S. M. 1979. Dinoflagellate sterols I: sterols of the dinoflagellates of Gonyaulax species. Steroids 33:197-203.
2. Bell, M. V., Dick, J. R. & Pond, D. W. 1997. Octadecapentaenoic acid in a raphidophyte alga, Heterosigma akashiwo. Phytochemistry 45:303-6.
3. Bishop, D. G., Bain, J. M. & Downton, W. J. S. 1976. Ultrastructure and lipid composition of zooxanthellae from Tridacna maxima. Aust. J. Plant Physiol. 3:33-40.
4. Bjørnland, T. & Tangen, K. 1979. Pigmentation and morphology of a marine Gyrodinium (Dinophyceae) with a major carotenoid different from peridinin and fucoxanthin. J. Phycol. 15: 457-63.
5. Blank, R. J. & Trench, R. K. 1985. Speciation and symbiotic dinoflagellates. Science 229:656-8.
6. Bligh, E. G. & Dyer, W. J. 1959. A rapid method of total lipid extraction and purification. Can. J. Biochem. Physiol. 37:912-7.
7. Bolch C. J., Blackburn S. I., Hallegraeff G. M. & Vaillancourt R.E. 1998. Genetic variation among different global populations of Gymnodinium catenatum revealed by RAPD-PCR. In Reguera, B., Blanco, J., Fernandez, M. L. & Wyatt, T. [Eds.] Harmful Microalgae. Xunta de Galicia and UNESCO, Paris, pp. 283-6.
8. Bolch, C. J. & Hallegraeff, G. M. (1990) Dinoflagellate cysts in recent marine sediments from Tasmania, Australia. Bot. Mar. 33:173-92.
9. Boon, J. J., Rijpstra, W. I. C., de Lange, F., de Leeuw, J. W., Yoshioka, M. & Shimizu, Y. 1979. Black Sea sterol - a molecular fossil for dinollagellate blooms. Nature 277:125-7.
10. Buzzi, M., Henderson, R. J. & Sargent, J. R. 1997. Biosynthesis of docosahexaenoic acid in trout hepatocytes proceeds via 24-carbon intermediates. Comp. Biochem. Physiol. 116B:263-7.
11. Chang, F. H. 1996. A review of knowledge of a group of closely related, economically important toxic Gymnodinium/Gyrodinium (Dinophyceae) species in New Zealand. J. R. Soc. N. Z. 26:381-94.
12. Costas, E. & Rodas, V. L. 1994. Identification of marine dinoflagellates using fluorescent lectins. J. Phycol. 30:987-90.
13. de Leeuw, J. W., Rijpstra, W. I. C., Schenck, P. A. & Volkman, J. K. 1983. Free, esterified and residual bound sterol in Black Sea Unit 1 sediments. Geochim. Cosmochim. Acta 47:455-65.
14. Dodge, J. D. 1982. Marine Dinoflagellates of the British Isles. HMSO, London, pp. 303.
15. _ 1984. Dinoflagellate taxonomy. In Spector, D. L. [Ed.] Dinoflagellates. Academic Press, Orlando, Florida, pp. 17-42.
16. Dunstan, G. A., Volkman, J. K., Barrett, S. M. & Garland, C. D. 1993. Changes in the lipid composition and maximization of the polyunsaturated fatty acid content of three microalgae grown in mass culture. J. Appl. Phycol. 5:71-83.
17. Dunstan, G. A., Volkman, J. K., Jeffrey, S. W. & Barrett, S. M. 1992. Biochemical composition of microalgae from the green algal classes Chlorophyceae and Prasinophyceae. 2. Lipid classes and fatty acids. J. Exp. Mar. Biol. Ecol. 161:115-34.
18. Faraldos, J. & Giner, J. L. 1998. Isolation and synthesis of unique sterols from the toxic dinoflagellate Gymnodinium brevis. Abstracts of Papers of the American Chemical Society, vol. 216, 207-ORGN, part 2, 23 August.
19. Gagosian, R. B. & Smith, S. O. 1979. Steroids ketones in surface sediments from the southwest African shelf. Nature 277:287-9.
20. Gagosian, R. B., Smith, S. O., Lee, C., Farrington, J. W. & Frew, N. M. 1980. Steroid transformations in recent marine sediments. In Douglas, A. G. & Maxwell, J. R. [Eds.] Advances in Organic Geochemistry. Pergamon Press, Oxford, pp. 407-19.
21. Gagosian, R. B., Smith, S. O. & Nigrelli, G. E. 1982. Vertical transport of steroid alcohols and ketones measured in a sediment trap experiment in the equatorial Atlantic ocean. Geochim, Cosmochim. Acta 46:1163-72.
22. Goad, L. J. & Withers, N. 1982. Identification of 27-nor-(24R)-24-methylcholesta-5,22-dien-3β-ol and brassicasterol as the major sterols of the marine dinoflagellate Gymnodinium simplex. Lipids 17:853-8.
23. Hallegraeff, G. M. 1993. A review of harmful algal blooms and their apparent global increase. Phycologia 32:79-99.
24. Hallegraeff, G. M., Nichols, P. D., Volkman, J. K., Blackburn, S. I. & Everitt, D. A. 1991. Pigments, fatty acids, and sterols of the toxic dinoflagellate Gymnodinium catenatum. J. Phycol. 27: 591-9.
25. Harvey, H. R., Bradshaw, S. A., O'Hara, S. C. M., Eglinton, G. & Corner, E. D. S. 1988. Lipid composition of the marine dinoflagellate Scrippsiella trochoidea. Photochemistry 27:1723-9.
26. Holz, G. G., Jr. 1981. Non-isoprenoid lipids and lipid metabolism of marine flagellates. In Levandowsky, M. & Hunter, S. H. [Eds.] Biochemistry and Physiology of Protozoa. Academic Press, New York, pp. 301-32.
27. Ishimaru, T., Takeuchi, T., Fukuyo, Y. & Kodama, M. 1989. The selenium requirement of Gymnodinium nagasakiense. In Okaichi, T., Anderson, D. M. & Nemoto, T. [Eds.] Red Tides, Biology, Environmental Science, and Toxicology. Elsevier, New York, pp. 357-60.
28. Jones, G. J., Nichols, P. D. & Johns, R. B. 1983. The lipid composition of Thoracosphaera heimii: evidence for inclusion in the Dinophyceae. J. Phycol. 19:416-20.
29. Jones, G. J., Nichols, P. D. & Shaw, P. M. 1994. Analysis of microbial sterols and hopanoids. In Goodfellow, M. & O'Donnell, A. G. [Eds.] Chemical Methods in Prokaryotic Systematics. J. Wiley, New York, pp. 175-93.
30. Joseph, J. D. 1975. Identification of 3,6,9,12,15-octadecapentae-noic acid in laboratory cultured photosynthetic dinoflagellates. Lipids 10:395-403.
31. Kevin, M. J., Hall, W. T., McLaughlin, J. J. A. & Zahl, P. A. 1969. Symbiodinium microadriaticum Freudenthal, a revised taxonomic description, ultrastructure. J. Phycol. 5:341-50.
32. Kokke, W. C. M. C., Fenical, W. & Djerassi, C. 1981. Sterols with unusual nuclear unsaturation from three cultured marine dinoflagellates. Phytochemistry 20:127-34.
33. _ 1982. Sterols of the cultured dinoflagellate Pyrocystis lunula. Steroids 40:307-18.
34. Loeblich III, A. R. 1975. A seawater medium for dinoflagellates and the nutrition of Cachonina niei. J. Phycol. 11:80-6.
35. 28) highly unsaturated fatty acids in marine dinoflagellates. Photochemistry 50: 541-8.
36. Mayzaud, P., Eaton, C. A. & Ackman, R. G. 1976. The occurrence and distribution of octadecapentaenoic acid in a natural plankton population: a possible food chain index. Lipids 11: 858-62.
37. Napolitano, G. E., Ratnayake, W. M. N. & Ackman, R. G. 1988. All-cis-3,6,9,12,15-octadecapentaenoic acid: a problem of resolution in the GC analysis of marine fatty acids. Phytochemistry 27:1751-5.
38. Nichols, P. D., Jones, G. J., de Leeuw, J. W. & Johns, R. B. 1984. The fatty acid and sterol composition of two marine dinoflagellates. Photochemistry 23:1043-7.
39. Nichols, P. D., Volkman, J. K., Hallegraeff, G. M. & Blackburn, S.I. 1987. Sterols and fatty acids of the red tide flagellates Heterosigma akashiwo and Chattonella antiqua (Raphidophyceae). Phytochemistry 26:2537-41.
40. Parrish, C. C., Bodennec, G. & Gentien, P. 1994. Time courses of intracellular and extracellular lipid classes in batch cultures of the toxic dinoflagellate, Gymnodinium cf. nagasakiense. Mar. Chem. 48:71-82.
41. Partensky, F., Vaulot, D., Coute, A. & Sournia, A. 1988. Morphological and nuclear analysis of the bloom-forming dinoflagellates Gyrodinium cf. aureolum and Gymnodinium nagasakiense. J. Phycol. 24:408-15.
42. Patterson, G. W. 1971 Relation between structure and retention time of sterols in gas chromatography. Anal. Chem. 43:1165-70.
43. Perry, G. J., Volkman, J. K., Johns, R. B. & Bavor, H. J., Jr. 1979. Fatty acids of bacterial origin in contemporary marine sediments. Geochim. Cosmochim. Acta 43:1815-25.
44. Piretti, M. V., Pagliuca, G., Boni, L., Pistocchi, R., Diamante, M. & Gazzotti, T. 1997. Investigation of 4-methyl sterols from cultured dinoflagellate algal strains. J. Phycol. 33:61-7.
45. Reitan, K. I., Rainuzzo, J. R. & Olsen, Y. 1994. Effect of nutrient limitation on fatty acid and lipid content of marine microalgae. J. Phycol. 30:972-9.
46. Robinson, N., Eglinton, G., Brassell, S. C. & Cranwell, P. A. 1984. Dinoflagellate origin for sedimentary 4α-methylsteroids and 5α(H)-stanols. Nature 308:439-42.
47. Shimizu, Y., Alam, M. & Kobayashi, A. 1976. Dinosterol, the major sterol with a unique side-chain in the toxic dinoflagellate, Gonyaulax tamarensis. J. Am. Chem. Soc. 98:1059-60.
48. Smith, D. J., Eglinton, G., Morris, R. J. & Poutanen, E. L. 1983. Aspects of the steroid geochemistry of an interfacial sediment from the Peruvian upwelling. Oceanol. Acta 6:211-9.
49. 17-unsaturatated sterol from two cultured marine algae. Tetrahedron Lett. 21:4663-6.
50. Tappan, H. 1980. The Paleobiology of Plant Protists. Freeman, San Francisco, pp. 1027.
51. Taylor, D. L. 1969. In situ studies on the cytochemistry and ultrastructure of a symbiotic marine dinoflagellate. J. Mar. Biol. Assoc. UK 48:349-66.
52. _ 1973. Algal symbionts of invertebrates. Annu. Rev. Microbiol. 27:171-87.
53. Trench, R. K. 1993. Microalgal-invertebrate symbioses - a review. Endocytobiosis Cell Res. 9:135-75.
54. Volkman, J. K. 1986. A review of sterol markers for marine and terrigenous organic matter. Org. Geochem. 9:83-99.
55. _ 1989. Fatty acids of microalgae used as feedstocks in aquaculture. In Cambie, R. C. [Ed.] Fats for the Future. Ellis Horwood, Chichester, pp. 263-83.
56. Volkman, J. K., Barrett, S. M., Dunstan, G. A. & Jeffrey, S. W. 1993. Geochemical significance of the occurrence of dinosterol and other 4-methyl sterols in a marine diatom. Org. Geochem. 20:7-15.
57. Volkman, J. K., Gagosian, R. B. & Wakeham, S. G. 1984. Free and esterified sterols of the marine dinoflagellate Gonyaulax polygramma. Lipids 19:457-65.
58. Volkman, J. K., Kearney, P. & Jeffrey, S. W. 1990. A new source of 4-methyl sterols and 5α(H)-stanols in sediments: prymnesiophyte microalgae of the genus Pavlova. Org. Geochem. 15: 489-97.
59. Volkman, J. K., Smith, D. J., Eglinton, G., Forsberg, T. E. V. & Comer, E. D. S. 1981. Sterol and fatty acid composition of four marine Haptophycean algae. J. Mar. Biol. Assoc. UK 61: 509-27.
60. 14C-model compounds. Geochim. Cosmochim. Acta 50:1163-72.
61. Withers, N. 1983. Dinoflagellate Sterols. In Scheuer, P. J. [Ed.] Marine Natural Products: Chemical and Biological Perspectives, vol. 5. Academic Press, New York, pp. 87-130.
62. _ 1987. Dinoflagellate sterols. In Taylor, F. J. R. [Ed.] The Biology of Dinoflagellates, vol. 21. Blackwell Scientific, Oxford, pp. 316-59.
63. Withers, N. W., Kokke, W. C. M. C., Fenical, W. H. & Djerassi, C. 1982. Sterol patterns of cultured zooxanthellae isolated from marine invertebrates: synthesis of gorgosterol and 23-desmethylgorgosterol by aposymbiotic algae. Proc. Natl. Acad. Sci. USA 79:3764-8.
64. Withers, N. W., Tuttle, R. C., Holz, G. G., Beach, D. H., Goad, L. J. & Goodwin, T. W. 1978. Dehydrodinosterol, dinosterone and related sterols of a non-photosynthetic dinoflagellate Crypthecodinium cohnii. Phytochemistry 17:1987-9.