Resistant macromolecules of extant and fossil microalgae

Phycological Research

Volumn 52, Issue 4, 2004, Pages 325-339

  Versteegh, Gerard J M ^a   Blokker, Peter ^b  

^a Hanse Wissenschaftskolleg   (Germany)

^b VU UNIVERSITY AMSTERDAM   (Netherlands)

Author keywords

Algaenan; Biomacromolecule; Dinosporin; Geomacromolecule; Palynomorph; Selective preservation

Indexed keywords

FOSSIL; MICROALGA;

ACRITARCHA; ALGAE; BACTERIA (MICROORGANISMS); CHLOROPHYTA; DINOPHYCEAE; EUKARYOTA; EUSTIGMATOPHYCEAE; GLOEOCAPSAMORPHA PRISCA;

EID: 9644276713     PISSN: 13220829     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1440-1835.2004.tb00342.x     Document Type: Conference Paper

References (111)

1. Aken, M. E. and Pienaar, R. N. 1985. Preliminary investigations on the chemical composition of the scale boundary and cyst wall of Pyramimonas pseudoparkeae (Prasinophyceae). S. Afr. J. Bot. 51: 408-16.
2. Allard, B. and Templier, J. 2000. Comparison of neutral lipid profile of various trilaminar outer cell wall (TLS)-containing microalgae with emphasis on algaenan occurrence. Phytochemistry 54: 369-80.
3. Allard, B. and Templier, J. 2001. High molecular weight lipids from the trilaminar outer wall (TLS)-containing microalgae Chlorella emersonii, Scenedesmus communis and Tetraedron minimum. Phytochemistry 57: 459-67.
4. Allard, B., Templier, J. and Largeau, C. 1998. An improved method for the isolation of artifact-free algaenans from microalgae. Org. Geochem. 28: 543-8.
5. Arouri, K., Greenwood, P. F. and Walter, M. R. 1999. A possible chlorophycean affinity of some Neoproterozoic acritarchs. Org. Geochem. 30: 1323-37.
6. Arouri, K. R., Greenwood, P. F. and Walter, M. R. 2000. Biological affinities of Neoproterozoic acritarchs from Australia: microscopic and chemical characterisation. Org. Geochem. 31: 75-89.
7. Ashraf, M. and Godward, M. B. E. 1980. Ultrastructure and chemistry of the zygospore wall of Spirogyra. Ann. Bot. 46: 485-7.
8. 14C-acetate, studied in synchronous cultures. Planta 107: 1-32.
9. Batten, D. J. 1996. Green and blue-green algae. Colonial Chlorococcales. In Jansonius, J. and McGregor, D. C. (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 191-203.
10. Batten, D. J. and Grenfell, H. R. 1996. Green and blue-green algae. Botryococcus. In Jansonius, J. and Mcgregor, D.C (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 205-14.
11. Berkaloff, C., Casadevall, E., Largeau, C., Metzger, P., Peracca, S. and Virlet, J. 1983. The resistant polymer of the walls of the hydrocarbon-rich alga Botryococcus braunii. Phytochemistry 22: 389-97.
12. Berner, R. A. 1989. Biogeochemical cycles of carbon and sulfur and their effect on atmospheric oxygen over phanerozoic time. Glob. Planet. Change 1: 97-122.
13. Bertheas, O., Metzger, P. and Largeau, C. 1999. A high molecular weight complex lipid, aliphatic polyaldehyde tetraterpenediol polyacetal from Botryococcus braunii (L race). Phytochemistry 50: 85-96.
14. Biedlingmaier, S., Wanner, G. and Schmidt, A. 1987. A correlation between detergent tolerance and cell wall structure in green algae. Z. Naturforsch. 42: 245-50.
15. Binder, B. J. and Anderson, D. M. 1990. Biochemical composition and metabolic activity of Scripsiella trochoidea (Dinophyceae) resting cysts. J. Phycol. 26: 289-98.
16. Blokker, P. 2000. Structural analysis of resistant polymers in extant algae and ancient sediments. Geol. Ultratrajectina 193: 1-145.
17. Blokker, P., Schouten, S., de Leeuw, J. W., Sinninghe Damsté, J. S. and van den Ende, H. 1999. Molecular structure of the resistant biopolymer in the zygospore cell walls of Chlamydomonas monoica. Planta 207: 539-43.
18. Blokker, P., Schouten, S., de Leeuw, J. W., Sinninghe Damsté, J. S. and van den Ende, H. 2000. A comparitive study of fossil and extant algaenans using ruthenium tetroxide degradation. Geochim. Cosmochim. Acta 64: 2055-65.
19. Blokker, P., Schouten, S., van den Ende, H., de Leeuw, J. W., Hatcher, P. G. and Sinninghe Damsté, J. S. 1998a. Chemical structure of algaenans from the fresh water algae Tetraedron minimum, Scenedesmus communis and Pediastrum boryanum. Org. Geochem. 29: 1453-68.
20. Blokker, P., Schouten, S., van den Ende, H., de Leeuw, J. W. and Sinninghe Damsté, J. S. 1998b. Cell wall specific ω-hydroxy fatty acids in freshwater green microalgae. Phytochemistry 49: 691-5.
21. Blokker, P., van Bergen, P., Pancost, R., Collinson, M. E., de Leeuw, J. W. and Sinninghe Damsté, J. S. 2001. The chemical structure of Gloeocapsamorpha prisca microfossils: Implications for their origin. Geochim. Cosmochim. Acta 65: 885-900.
22. Blom, A. V. 1936, Quelques remarques sur le mécanisme de séchage des peintures à l'huile. Peintures, Pigments. Vernis 13: 156-62.
23. Brunner, U. and Honegger, R. 1985. Chemical and ultrastructural studies on the distribution of sporopollenin like biopolymers in six genera of lichen phycobionts. Can. J. Bot. 63: 2221-30.
24. Burczyk, J. 1987a. Biogenic relationships between ketocarotenoids and sporopollenins in green algae. Phytochemistry 26: 113-9.
25. Burczyk, J. 1987b. Cell wall carotenoids in green algae which form sporopollenins. Phytochemistry 26: 121-8.
26. Burczyk, J., Šmietana, B., Terminska-Pabis, K., Zych, M. and Kowalowski, P. 1999. Comparison of nitrogen content amino acid composition and glucosamine content of cell walls of various chlorococcalean algae. Phytochemistry 51: 491-7.
27. Butterfield, N. J. and Rainbird, R. H. 1998. Diverse organic-walled fossils, including 'possible dinoflagellates' from the early Neoproterozoic of arctic Canada. Geology 26: 963-6.
28. Collinson, M. E., van Bergen, P. F., Scott, A. C. and de Leeuw, J. W. 1994. The oil-generating potential of plants from coal and coal-bearing strata through time: a review with new evidence from Carboniferous plants. Geol. Soc. Spec. Publ. 77: 31-70.
29. Combaz, A. 1971. Themal degradation of sporopollenin and genesis of hydrocarbons. In Brooks, J. et al. (Eds) Sporopollenin. Academic Press, London, pp. 621-53.
30. Dale, B. 1976. Cyst formation, sedimentation, and preservation: factors affecting dinoflagellate assemblages in recent sediments from Trondheimsfjord. Norway. Rev. Palaeobot. Palynol. 22: 39-60.
31. de Leeuw, J. W. and Largeau, C. 1993. A review of macromolecular compounds that comprise living organisms and their role in kerogen, coal and petroleum formation. In Engel, M. H. and Macko, S. A. (Eds) Organic Geochemistry. Principles and Applications. Plenum Press, New York, pp. 23-72.
32. Derenne, S., Largeau, C. and Behar, F. 1994. Low polarity pyrolysis products of Permian to Recent Botryoccus-rich sediments: first evidence for the contribution of an isoprenoid algaenan to kerogen formation. Geochim. Cosmochim. Acta 58: 3703-11.
33. Derenne, S., Largeau, C. and Berkaloff, C. 1996. First example of an algaenan yielding an aromatic-rich pyrolysate. Possible geochemical implications on marine kerogen formation. Org. Geochem. 24: 617-27.
34. Derenne, S., Largeau, C., Berkaloff, C.; Rousseau, B., Wilhelm, C. and Hatcher, P. G. 1992a. Non-hydrolysable macromolecular constituents from outer walls of Chlorella fusca and Nanochlorum eucaryotum. Phytochemistry 31: 1923-9.
35. Derenne, S., Largeau, C., Hetényi, M., Brukner-Wein, A., Conan, J. and Lugardon, B. 1997. Chemical structure of the organic matter in a Pliocene maar-type shale: implicated Botryococcus race strains and formation pathways. Geochim. Cosmochim. Acta 61: 1879-89.
36. Derenne, S., Metzger, P., Largeau, C. et al. 1992b. Similar morphological and chemical variations of Gloeocapsomorpha prisca. Ordovician sediments and cultured Botryococcus braunii as a response to changes in salinity. Org. Geochem. 19: 299-313.
37. de Vries, P. J. R., Simons, J. and Van Beem, A. P. 1983. Sporopollenin in the spore wall of Spirogyra (Zygnemataceae, Chlorophyceae). Acta Bot. Neerlandica 32: 25-8.
38. Fensome, R. A. et al. 1993. A Classification of Modern and Fossil Dinoflagellates. Sheridan Press, Hanover, 1-351 pp.
39. Fensome, R. A., Saldarriaga, J. F. and Taylor, F. J. R. 1999. Dinoflagellate phylogeny revisited: reconciling morphological and molecular based phylogenies. Grana 38: 66-80.
40. Fjällström, P., Andersson, B., Nilsson, C. and Andersson, K. 2002. Drying of linseed oil paints: alaboratory study of aldehyde emissions. Indust. Crop. Prod. 16: 173-84.
41. Foster, C. B., Stephenson, M. H., Marshall, C., Logan, G. A. and Greenwood, P. F. 2002. A revision of Reduviasporonites Wilson 1962: description, illustration, comparison and biological affinities. Palynol. 26: 35-58.
42. Gelin, F., Boogers, I., Noordeloos, A. A. M., Sinninghe Damsté, J. S., Riegman, R. and de Leeuw, J. W. 1997. Resistant biomacromolecules in marine microalgae of the classes Eustigmatophyceae and Chlorophyceae: geochemical applications. Org. Geochem. 26: 659-75.
43. Gelin, F., Volkman, J. K., Largeau, C. et al. 1999. Distribution of aliphatic nonhydrolyzable biopolymers in marine microalgae. Org. Geochem. 30: 147-59.
44. Good, B. H. and Chapman, R. L. 1978. The ultrastructure of Phycopeltis (Chroolepidaceae: Chlorophyta). I. Sporopollenin in the cell walls. Am. J. Bot. 65: 27-33.
45. Greenwood, P. F., Arouri, K. R. and George, S. C. 2000. Tricyclic terpenoid composition of Tasmanites kerogen as determined by pyrolysis GC-MS. Geochim. Cosmochim. Acta 64: 1249-63.
46. Gunnison, D. and Alexander, M. 1975. Basis for the resistance of several algae to microbial decomposition. Appl. Microbiol. 29: 729-38.
47. Guy-Ohlson, D. 1996. Green and blue-green algae. Prasinophycean algae. In Jansonius, J. and McGregor, D. C. (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 181-9.
48. Harvey, G. R., Boran, D. A., Chesal, L. A. and Tokar, J. M. 1983. The structure of marine fulvic and humic acids. Mar. Chem. 12: 119-32.
49. Hegewald, E. and Deason, T. R. 1988. Pseudoschroederia punctata (Chlorophyta, Chlorococcales), a new species with an unusual cell wall. Arch. Hydrobiol. 78 (Suppl): 465-73.
50. Hegewald, E. and Deason, T. R. 1989. Pseudodidymocystis, a new genus of Scenedesmaceae (Chlorophyceae). Arch. Hydrobiol. 82 (Suppl): 119-27.
51. Hemsley, A. R., Barrie, P. J. and Chaloner, W. G. 1994. Studies of Fossil and Modern Spore and Pollen Wall Biomacromolecules Using 13C solid state NMR. NERC. Spec. Publ. 94: 15-9.
52. Hemsley, A. R., Barrie, P. J., Chaloner, W. G. and Scott, A. C. 1993. The composition of sporopollenin and its use in living and fossil plant systematics. Grana 1 (Suppl): 2-11.
53. Honegger, R. and Brunner, U. 1981. Sporopollenin in the cell walls of Coccomyxa and Myrmecia phycobionts of various lichens: an ultrastructural and chemical investigation. Can. J. Bot. 59: 2713-34.
54. Hopkins, J. A. and McCarthy, F. M. G. 2002. Post-depositional palynomorph degradation in Quaternary shelf sediments: a laboratory experiment studying the effects of progressive oxidation. Palynol. 26: 167-84.
55. Hull, H. M., Hoshaw, R. W. and Wang, J.-C. 1985. Interpretation of zygospore wall structure and taxonomy of Spirogyra and Sirogonium (Zygnemataceae, Chlorophyta). Phycologia 24: 231-9.
56. Huss, V. A. R., Frank, C., Hartmann, E. C. et al. 1999. Biochemical taxonomy and molecular phylogeny of the genus Chlorella sensu lato (Chlorophyta). J. Phycol. 35: 587-98.
57. Javaux, E., Knoll, A. H. and Walter, M. 2003. Recognizing and interpreting the fossils of early eukaryotes. Orig. Life Evol. Biosph. 33: 75-94.
58. Kadouri, A., Derenne, S., Largeau, C., Casadevall, E. and Berkaloff, C. 1988. Resistant biopolymer in the outer walls of Botryococcus braunii, B race. Phytochemistry 27: 551-7.
59. Kjellström, G. 1968. Remarks on the chemistry and ultrastructure of the cell wall of some Palaeozoic leiospheres. Geol. Föreningens Stockholm Förhandl. 90: 221-8.
60. Knoll, A. H. 1992. The early evolution of eukaryotes: a geological perspective. Science 256: 622-7.
61. Knoll, A. H. 1996. Archean and Proterozoic paleontology. In Jansonius, J. and McGregor, D. C. (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 51-80.
62. Kokinos, J. P., Eglinton, T. I., Goñi, M. A., Boon, J. J., Martoglio, P. A. and Anderson, D. M. 1998. Characterisation of a highly resistant biomacromolecular material in the cell wall of a marine dinoflagellate resting cyst. Org. Geochem. 28: 265-88.
63. König, J. and Peveling, E. 1980. Vorkommen von sporopollenin in der zellwand des phycobionten Trebouxia. Z. Pflanzenphysiol. 98: 459-64.
64. König, J. and Peveling, E. 1984. Cell walls of the phycobionts Trebouxia and Pseudotrebouxia: constituents and their localisation. Lichenol. 16: 129-44.
65. Kozubek, A. and Tyman, J. H. P. 1999. Resorcinolic lipids, the natural non-isoprenic amphiphiles and their biological activity. Chem. Rev. 99: 1-26.
66. Kremp, A. and Anderson, D. M. 2000. Factors regulating germination of resting cysts of the spring bloom dinoflagellate Scrippsiella hangoei from the northern Baltic Sea. J. Plankton Res. 22: 1311-27.
67. Leppig, U. and Montenari, M. 2000. Organic-walled microfossils of possible dinoflagellate affinity from the Lower Permian of Sonora (northwest Mexico). Mar. Micropaleontol. 40: 1-8.
68. Lewis, J., Harris, A. S. D., Jones, K. J. and Edmonds, R. L. 1999. Long-term survival of marine planktonic diatoms and dinoflagellates in stored sediment samples. J. Plankton Res. 21: 343-54.
69. Lille, Ü. 2003. Current knowledge on the origin and structure of Estonian Kukersite kerogen. Oil Shale 20: 253-63.
70. Marchant, H. J. 1977. Cell division and colony formation in the green alga Coelastrum (Chlorococcales). J. Phycol. 13: 102-10.
71. Marret, F. 1993. Les effets de l'acétolyse sur les assemblages des kystes de dinoflagellés. Palynosci. 2: 267-72.
72. Metzger, P. and Largeau, C. 1994. A new type of ether lipid comprising phenolic moieties in Botryococcus braunii. Chemical structure and abundance, and geochemical implications. Org. Geochem. 22: 801-14.
73. Moldowan, J. M., Dahl, J., Jacobson, S. R. et al. 1996. Chemostratigraphic reconstruction of biofacies: molecular evidence linking cyst-forming dinoflagellates with pre-Triassic ancestors. Geology 24: 159-62.
74. Montsant, A., Zarka, A. and Boussiba, S. 2001. Presence of a nonhydrolysable biopolymer in the cell wall of vegetative cells and astaxanthin-rich cysts of Haematococcus pluvialis (Chlorophyceae). Mar. Biotechnol. 3: 515-21.
75. Morrill, L. C. and Loeblich, A. R. III. 1981. The dinoflagellate pellicular wall layer and its occurrence in the division Pyrrophyta. J. Phycol. 17: 315-23.
76. Philp, R. P. and Calvin, M. 1976. Possible origin for insoluble organic (kerogen) debris in sediments from insoluble cellwall materials of algae and bacteria. Nature 262: 134-6.
77. Porcella, R. A. and Walne, P. L. 1980. Microarchitecture and envelope development in Dysmorphococcus globosus (Phacotaceae, Chlorophyceae). J. Phycol. 16: 280-90.
78. Puel, F., Largeau, C. and Giraud, G. 1987. Occurrence of a resistant biopolymer in the outer walls of the parasitic alga Prototheca wickerhamii (Chlorococcales): ultrastructure and chemical studies. J. Phycol. 23: 649-56.
79. Rascio, N., Casadoro, G. and Andreoli, C. 1979. Ultrastructural features of Chlorella nana sp. nov. Bot. March 22: 223-7.
80. Rodríguez, M. C. and Cerezo, A. S. 1996. The resistant 'biopolymer' in cell walls of Coelastrum sphaericum. Phytochemistry 43: 731-4.
81. Rodríguez, M. C., Noseda, M. D. and Cerezo, A. S. 1999. The fibrillar polysaccharides and their linkage to algaenan in the trilaminar layer of the cell wall of Coelastrum sphaericum (Chlorophyceae). J. Phycol. 35: 1025-31.
82. Rullkötter, J. 1993. The thermal alteration of kerogen and the formation of oil. In Engel, M. H. and Macko, S. A. (Eds) Organic Geochemistry. Principles and Applications. Plenum Press, New York, pp. 377-96.
83. Sarjeant, W. A. 1978. Arpylorus antiquus Calandra, emend., a dinoflagellate cyst from the Upper Silurian. Palynol. 2: 167-79.
84. Scalarone, D., Lazzari, M. and Chiantore, O. 2001. Thermally assisted hydrolysis and methylation-pyrolysis-gas chromatography/mass spectrometry of light-aged linseed oil. J. Anal. Appl. Pyrolysis 58-59: 503-12.
85. Schrank, E. 1988. Effects of chemical processing on the preservation of peridinoid dinoflagellates: a case from the late cretaceous of NE Africa. Rev. Palaeobot. Palynol. 56: 123-40.
86. Shaw, G. 1971. The chemistry of sporopollenin. In Brooks, J. et al. (Eds) Sporopollenin. Academic Press, London, pp. 305-50.
87. Simpson, A. J., Zang, X., Kramer, R. and Hatcher, P. G. 2003. New insights on the structure of algaenan from Botryococcus braunii race A and its hexane insoluble botryals based on multidimensional NMR spectroscopy and electrospray-amss spectrometry techniques. Phytochemistry 62: 783-96.
88. Sinninghe Damsté, J. S., De las Heras, F. X. C., van Bergen, P. F. and de Leeuw, J. W. 1993. Characterization of Tertiary Catalan lacustrine oil shales: Discovery of extremely organic sulphur-rich Type I kerogens. Geochim. Cosmochim. Acta 57: 389-415.
89. Sinninghe Damsté, J. S. and de Leeuw, J. W. 1990. Analysis, structure and geochemical significance of organically-bound sulphur in the geosphere: state of the art and future research. Org. Geochem. 16: 1077-101.
90. Srivastava, A. and Prasad, R. 2000. Triglycerides-based diesel fuels. Renew. Sust. Energ. Rev. 4: 111-33.
91. Staehelin, L. A. and Picket-Heaps, J. D. 1975. The ultrastructure of Scenedesmus (Chlorophyceae). I. Species with the 'reticulate' or 'warty' type of ornamental layer. J. Phycol. 11: 163-85.
92. Strother, P. K. 1996. Acritarchs. In Jansonius, J. and McGregor, D. C. (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 81-106.
93. Sun, X. 2002. The optical features and hydrocarbon-generating model of 'barkinite' from Late Permian coals in South China. Int. J. Coal Geol. 51: 251-61.
94. Swift, E. and Remsen, C. C. 1970. The cell wall of Pyrocystis spp. (Dinophyceae). J. Phycol. 6: 79-86.
95. Syrett, P. J. and Thomas, E. M. 1973. The assay of nitrate reductase in whole cells of Chlorella: strain differences and the effect of cell walls. New Phytol. 72: 1307-10.
96. Talyzina, N. M., Moldowan, J. M., Johannisson, A. and Fago, F. J. 2000. Affinities of Early Cambrian acritarchs studied by using microscopy, fluorescence flow cytometry and biomarkers. Rev. Palaeobot. Palynol. 108: 37-53.
97. Tegelaar, E. W., de Leeuw, J. W., Derenne, S. and Largeau, C. 1989. A reappraisal of kerogen formation. Geochim. Cosmochim. Acta 53: 3103-6.
98. Tiffany, L. H. 1924. A physiological study of growth and reproduction among certain algae. Ohio J. Sci. 24: 65-99.
99. Tissot, B. P. and Welte, D. H. 1984. Petroleum Formation and Occurrence. Springer, Berlin, 1-699 pp.
100. Turon, J.-L. 1984. Le palynoplancton dans l'environnement actuel de l'Atlantique nord-oriental. Évolution climatique et hydrologique depuis le dernier maximum glaciaire. Mem. Inst Geol. Bassin Aquitaine 17: 1-313.
101. van Bergen, P. F. et al. 2004. Structural biomacromolecules in plants: what can be learnt from the fossil record? In Hemsley, A. R. and Poole, I. (Eds) Evolution of Plant Physiology. Elsevier, Amsterdam, pp. 133-54.
102. van Geel, B. and Grenfell, H. R. 1996. Green and blue-green algae. Spores of Zygnemataceae. In Jansonius, J. and McGregor, D. C. (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 173-9.
103. Versteegh, G. J. M., Blokker, P., Wood, G., Collinson, M. E., Sinninghe Damstė, J. S. and de Leeuw, J. W. 2004. Oxidative polymerization of unsaturated fatty acids as a preservation pathway for microalgal organic matter. Org. Geochem 35: 1129-39.
104. Versteegh, G. J. M. and Zonneveld, K. A. F. 2002. Use of selective degradation to separate preservation from productivity. Geology 30: 615-8.
105. Wickander, R. et al. 1996. Green and blue-green algae. Gloeocapsomorpha. In Jansonius, J. and McGregor, D. C. (Eds) Palynology: Principles and Applications. AASP Foundation, Salt Lake City, pp. 215-25.
106. Wurdack, M. E. 1923. Chemical composition of the walls of certain algae. Ohio J. Sci. 23: 181-91.
107. Zársky, V., Kalina, T. and Sulek, J. 1985. Notes on the sexual reproduction of Chlamydomonas geitleri Ettl. Arch. Protistenk. 130: 343-53.
108. 13C nuclear magnetic resonance spectroscopy. Appl. Environ. Microbiol. 54: 1051-60.
109. Zhang, E., Hatcher, P. G. and Davis, A. 1993. Chemical composition of pseudo-phlobaphinite precursors: implications for the presence of aliphatic biopolymers in vitrinite from coal. Org. Geochem. 20: 721-34.
110. Zonneveld, K. A. F., Versteegh, G. J. M. and de Lange, G. J. 1997. Preservation of organic walled dinoflagellate cysts in different oxygen regimes: a 10,000 years natural experiment. Mar. Micropaleontol. 29: 393-405.
111. Zonneveld, K. A. F., Versteegh, G. J. M. and G. J. 2001. Palaeoproductivity and post-depositional aerobic organic matter decay reflected by dinoflagellate cyst assemblages of the Eastern Mediterranean S1 sapropel. Mar. Geol. 172: 181-95.