Resistant biomacromolecules in marine microalgae of the classes eustigmatophyceae and chlorophyceae: Geochemical implications

Organic Geochemistry

Volumn 26, Issue 11-12, 1997, Pages 659-675

  Gelin, François ^a   Boogers, Ilco ^a   Noordeloos, Anna A M ^a   Sinninghe Damsté, Jaap S ^a   Riegman, Roel ^a   De Leeuw, Jan W ^a  

^a ROYAL NETHERLANDS INSTITUTE FOR SEA RESEARCH   (Netherlands)

Author keywords

Algaenan; Chlorophyceae; Eustigmatophyceae; Flash pyrolysis; Kerogen; Long chain diols; Marine microalgae; Selective preservation

Indexed keywords

ALGAENAN; CHLOROPHYCEAE; EUSTIGMATOPHYCEAE; FLASH PYROLYSIS; MARINE MICROALGAE;

ALGAE; CRUDE PETROLEUM; DEGRADATION; KEROGEN; LIPIDS; MACROMOLECULES; MARINE BIOLOGY; MOLECULAR STRUCTURE; POLYETHERS; PYROLYSIS;

NATURAL WATER GEOCHEMISTRY;

ALGAE; ALGAENAN; BIOMACROMOLECULE; CARNON CYCLE; CHLOROPHYCEAE; EUSTIGMATOPHYCEAE;

EID: 0031182167     PISSN: 01466380     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0146-6380(97)00035-1     Document Type: Article

References (66)

1. Allard, B., Templier, J. and Largeau, C. (1997) Artifactual origin of mycobacterial bacteran. Formation of melanoidin-like artifactual macromolecular material during the usual isolation process. Org. Geochem., in press.
2. Behar, F., Derenne, S. and Largeau, C. (1995) Closed pyrolyses of the isoprenoid algaenan of Botryococcus braunii, L race: geochemical implications for derived kerogens. Geochim. Cosmochim. Acta 59, 2983-2997.
3. Bhatt, M. V. and Kulkarni, S. U. (1983) Cleavage of ethers. Synthesis 249-282.
4. Boreham, C. J., Summons, R. E., Roksandic, Z., Dowling, L. M. and Hutton, C. (1994) Chemical, molecular and isotopic differentiation of organic facies in the tertiary lacustrine Duringa oil shale deposit, Queensland, Australia. Org. Geochem. 21, 685-712.
5. 13C-NMR. In Advances in Organic Geochemistry 1989 (Edited by Durand, B. and Behar, F.), Org. Geochem. Vol. 16, pp. 951-958.
6. Boussafir, M., Gelin, F., Lallier-Vergès, E., Derenne, S., Bertrand, P. and Largeau, C. (1995) Electron microscopy and pyrolysis of kerogens from the Kimmeridge clay formation (U.K.). Source organisms, preservation processes and origin of microcycles. Geochim. Cosmochim. Acta 59, 3731-3747.
7. Chrétiennot-Dinet M.-J. (1990) Atlas du Phytoplancton Marin, Vol. 3. p. 18. Centre de la Recherche Scientifique, Paris.
8. Collister, J. W., Lichtfouse, E., Hieshima, G. and Hayes, J. M. (1994) Partial resolution of sources of n-alkanes in the saline portion of the Parachute Creek Member, Green River formation (Piceance Creek Basin, Colorado). Org. Geochem. 21, 645-659.
9. Cranwell, P. A., Eglinton, G. and Robinson, N. (1987) Lipids of aquatic organisms as potential contributions to lacustrine sediments. II. Org. Geochem. 11, 513-527.
10. Derenne, S., Largeau, C., Casadevall, E., Sinninghe Damsté, J. S., Tegelaar, E. W. and de Leeuw, J. W. (1990) Characterization of Estonian Kukersite by spectroscopy and pyrolysis: evidence for abundant alkyl phenolic moieties in an Ordovician, marine, type II/I kerogen. In Advances in Organic Geochemistry 1989 (Edited by Durand, B. and Behar, F.), Org. Geochem. Vol. 16, pp. 873-888.
11. Derenne, S., Largeau, C., Casadevall, E., Berkaloff, C. and Rousseau, B. (1991) Chemical evidence of kerogen formation in source rocks and oil shales via selective preservation of thin resistant outer walls of microalgae: origin of ultralaminae. Geochim. Cosmochim. Acta 55, 1041-1050.
12. 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, 1923-1929.
13. Derenne S., Le Berre F., Largeau C., Hatcher P., Connan J. and Raynaud J. F. (1992b) Formation of ultralaminae in marine kerogens via selective preservation of thin resistant outer walls of microalgae. In Advances in Organic Geochemistry 1991 (Edited by Eckhart, C.B. et al.), Org. Geochem. Vol. 19, pp. 345-350.
14. Derenne S., Metzger P., Largeau C., van Bergen P. F., Gatellier J.-P., Sinninghe Damsté J. S., de Leeuw J. W. and Berkaloff C. (1992c) Similar morphological and chemical variations of Gloeocapsomorpha prisca in Ordovician sediments and cultured Botryococcus braunii as a response to changes in salinity. In Advances in Organic Geochemistry 1991 (Edited by Eckardt, C. B. et al.), Org. Geochem. Vol. 19, pp. 299-231.
15. Douglas, A. G., Sinninghe Damsté, J. S., Fowler, M. G., Eglinton, T. I. and de Leeuw, J. W. (1991) Unique distributions of hydrocarbons and sulphur compounds released by flash pyrolysis from the fossilised alga Gloeocapsomorpha prisca, a major constituent in one of four Ordovician kerogens. Geochim. Cosmochim. Acta 55, 1-17.
16. Eglinton, G., Gonzales, A. G., Hamilton, R. J. and Raphael, R. A. (1962) Hydrocarbon constituents of the wax coatings of plant leaves: a taxonomic survey. Phytochemistry 1, 89-102.
17. Eglinton, T. I., Irvine, J. E., Vairavamurthy, A., Zhou, W. and Manowitz, B. (1994) Formation and diagenesis of macromolecular organic sulphur in Peru margin sediments. In Advances in Organic Geochemistry 1993 (Edited by Telnæs, N., van Graas, G. and Øygard, K.), Org. Geochem. Vol. 22, pp. 781-799.
18. Eglinton, T. I. (1994) Carbon isotopic evidence for the origin of macromolecular aliphatic structures in kerogen. Org. Geochem. 21, 721-735.
19. François, R. (1987) A study of sulphur enrichment in the humic fraction of marine sediments during early diagenesis. Geochim. Cosmochim. Acta 51, 17-27.
20. Gatellier, J.-P., Gatellier, L. A., de Leeuw, J. W., Sinninghe Damsté, J. S., Derenne, S., Largeau, C. and Metzger, P. (1993) Very early diagenesis of a resistant cell wall biomacromolecule of the green alga Botryococcus braunii (race A) as revealed by spectroscopic and pyrolysis investigations of a Coorongite. Geochim. Cosmochim. Acta 57, 2053-2068.
21. Gelin, F., Gatellier, J.-P., Gatellier, L. A., Sinninghe Damsté, J. S., Derenne, S., Largeau, C., Metzger, P. and de Leeuw, J. W. (1993) Mechanisms of flash pyrolysis of ether lipids isolated from the green microalga Botryococcus braunii. J. Anal. Appl. Pyrolysis 27, 155-168.
22. Gelin, F., Sinninghe Damsté, J. S., Derenne, S., Largeau, C., Metzger, P. and de Leeuw, J. W. (1994a) Scope and limitations of flash pyrolysis-gas chromatography/mass spectrometry as revealed by the thermal behaviour of high-molecular-weight lipids derived from the green microalga Botryococcus braunii. J. Anal. Appl. Pyrolysis 27, 155-168.
23. Gelin, F., de Leeuw, J. W., Sinninghe Damsté, J. S., Derenne, S., Largeau, C. and Metzger, P. (1994b) Similarity of chemical structures of soluble aliphatic polyaldehyde and insoluble algaenan in the green microalga Botryococcus braunii race A as revealed by analytical pyrolysis. Org. Geochem. 21, 423-435.
24. Gelin, F., Sinninghe Damsté, J. S., Harrison, W. N., Maxwell, J. R. and de Leeuw, J. W. (1995) Molecular indicators for palaeoenvironmental change in a Messinian evaporitic sequence (Vena del Gesso, Italy): III. Stratigraphic changes in the molecular structure of kerogen in a single marl bed as revealed by flash pyrolysis. Org. Geochem. 23, 555-566.
25. Gelin, F., Boogers, I., Noordeloos, A. A. M., Hatcher, P. G., Sinninghe Damsté, J. S. and de Leeuw, J. W. (1996) Novel, resistant microalgal polyethers: an important sink of organic carbon in the marine environments. Geochim. Cosmochim. Acta. 60, 1275-1280.
26. Goth, K., de Leeuw, J. W., Püttman, W. and Tegelaar, E. W. (1988) Origin of Messel oil shale kerogen. Nature 336, 759-761.
27. Hatcher, P. G., Spiker, E. C., Szeverenyi, N. M. and Maciel, G. E. (1983) Selective preservation and origin of petroleum-forming aquatic kerogen. Nature 305, 498-501.
28. 7. Mar. Geol. 75, 137-156.
29. 1 sapropels and associated sediments. Chem. Geol. 64, 149-167.
30. ten Haven, H. L., Baas, M., Kroot, M., de Leeuw, J. W., Schenck, P. A. and Ebbing, J. (1987c) Late Quaternary Mediterranean sapropels - III. Assessment of source of input and palaeotemperature as derived from biological markers. Geochim. Cosmochim. Acta 51, 803-810.
31. ten Haven, H. L., Eglinton, G., Farrimond, P., Kohnen, M. E. L., Poynter, J. G., Rullkötter, J. and Welte, D. H. (1992) Variations in the content and composition of organic matter in sediments underlying active upwelling regimes: a study from ODP Legs 108, 112, and 117. In Upwelling Systems: Evolution Since the Early Miocene (Edited by Summerhayes, C. P., Prell, W. L. and Emeis, K. C.), pp. 229-246. Geol. Soc. Special Publ. No. 64.
32. van Heemst, J. D. H., Peulvé, S., de Leeuw, J. W., Sicre, M.-A. and Saliot, A. (1995) Algal polyphenolic resistant macromolecules in marine dissolved and particulate organic matter. In Organic Geochemistry: Developments and Applications to Energy, Climate, Environment and Human History (Edited by Grimait, J. O. and Dorronsoro, C.), pp. 940-942, A.L.G.O.A. Donostia-Sebastian.
33. Hibberd, D. J. (1979) The structure and phylogenetic significance of the flagellar transition region in the chlorophyll c-containing algae. BioSystems 11, 243-261.
34. Hibberd, D. J, (1981) Notes on the taxonomy and nomenclature of the algal classes Eustigmatophyceae and Tribophyceae (synonym Xanthophyceae). Bot. J. Linn. Soc. 82, 93-119.
35. Hobbie, J. E., Daley, R. J. and Jasper, S. (1977) Use of Nuclepore filters for counting bacteria by fluorescence microscopy. Appl. Environm. Microbiol. 33, 1225-1228.
36. Hoefs, M. J. L., Sinninghe Damsté, J. S. and de Leeuw, J. W. (1995) Organic geochemistry of Arabian Sea surface sediments: paleoenvironmental implications. In Organic Geochemistry: Developments and Applications to energy, Climate, Environment and Human History (Edited by Grimait, J. O. and Dorronsoro, C.), pp. 158-160. A.L.G.O.A. Donostia-San Sebastian.
37. Horsfield, B., Curry, D. J., Bohacs, K., Littke, R., Rullkötter, J., Schenk, H. J., Radke, M., Schaefer, R. G., Carroll, A. R., Isaksen, G. and Witte, E. G. (1994) Organic geochemistry of freshwater and alkaline lacustrine sediments in the Green River Formation of the Washakie Basin, Wyoming, U.S.A. In Advances in Organic Geochemistry 1993 (Edited by Telnæs, N., van Graas, G. and Øygard, K.), Org. Geochem. Vol. 22, pp. 415-440.
38. 13C contents of free and sulphur-bound skeletons in a single marl bed. Org. Geochem. 23, 485-526.
39. Koopmans, M. P., Sinninghe Damsté, J. S., Lewan, M. D. and de Leeuw, J. W. (1995) Thermal stability of thiophene biomarkers as studied by hydrous pyrolysis. Org. Geochem. 23, 583-596.
40. Klok, J., Baas, M., Cox, H. C., de Leeuw, J. W., Rijpstra, W. I. C. and Schenck, P. A. (1984) Qualitative and quantitative characterization of the total organic matter in a recent marine sediment (Pan II). Org. Geochem. 6, 265-278.
41. Largeau, C., Casadevall, E., Kadouri, A. and Metzger, P. (1984) Formation of Botryococcus-derived kerogens. Comparative study of immature torbanites and of the extant alga Botryococcus braunii. In Advances in Organic Geochemistry 1983 (Edited by Schenck, P. A. de Leeuw, J. W. and Lijmbach, G. M. M.), Org. Geochem. Vol. 6, pp. 327-332.
42. 32 alkan-1,15-diols and alkan-15-one-1-ols in Unit I and Unit II Black Sea sediments. Geochim. Cosmochim. Acta 45, 2281-2285.
43. de Leeuw, J. W., van Bergen, P. F., van Aarssen, B. G. K., Gatellier, J.-P., Gatellier, L. A., Sinninghe Demsté, J. S. and Collinson, M. E. (1991) Resistant biomacromolecules as major contributors to kerogen. Phil. Trans. R. Soc. Lond. B 333, 329-337.
44. de Leeuw, J. W. and Largeau, C. (1993) A review of macromolecular organic compounds that comprise living organisms and their role in kerogen, coal and petroleum formation. In Organic Geochemistry, Principles and Applications (Edited by Engel, M. H. and Macko, S. A.), pp. 23-72. Plenum Press, New York.
45. McCaffrey, M. A., Farrington, J. W. and Repeta, D. J. (1991) The organic geochemistry of Peru margin surface sediments - II. Paleoenvironmental implications of hydrocarbon and alcohol profiles. Geochim. Cosmochim. Acta 55, 483-498.
46. Metzger, P., Largeau, C. and Casadevall, E. (1991) Lipids and macromolecular lipids of the hydrocarbon-rich microalga Botryococcus braunii. Chemical structure and biosynthesis - geochemical and biotechnological importance. In Prog. Chem. Org. Nat. Prod. (Edited by Herz, W. et al.), Vol. 57, pp 1-70. Springer-Verlag, Berlin.
47. Moers, M. E. C., Baas, M., de Leeuw, J. W., Boon, J. J. and Schenck, P. A. (1990) Occurrence and origin of carbohydrates in peat samples from a red mangrove environment as reflected by abundances of neutral monosaccharides. Geochim. Cosmochim. Acta 54, 2463-2472.
48. Morris, R. J. and Brassell, S. C. (1988) Long-chain alkanediols: biological markers for cyanobacterial contributions to sediments. Lipids 23, 256-258.
49. Panganamala, R. V., Sievert, C. F. and Cornwell, D. G. (1971) Quantitative estimation and identification of o-glycerol as alkyl iodides and their hydrocarbon derivatives. Chem. Phys. Lipids 7, 336-344.
50. Philp, R. P. and Calvin, M. (1976) Possible origin for insoluble organic (kerogen) debris in sediments from insoluble cell-wall materials of algae and bacteria. Nature 262, 134-136.
51. Robinson, N., Cranwell, P. A., Eglinton, G., Brassell, S. C., Sharp, C. L., Gophen, M. and Pollingher, U. (1987) Lipid geochemistry of Lake Kinneret. Org. Geochem. 10, 733-742.
52. Schaeffer, P., Harrison, W. H., Keely, B. J. and Maxwell, J. R. (1995) Product distributions from chemical degradations of kerogens from a marl from a Miocene evaporitic sequence (Vena del Gesso, N. Italy). Org. Geochem. 23, 541-554.
53. Sharpless, K. B., Carlsen, P. H. J., Katsuki, T. and Martin, V. S. (1981) A greatly improve procedure for ruthenium tetroxide catalysed oxidations of organic compounds. J. Org. Chem. 46, 3936-3938.
54. 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. In Advances in Organic Geochemistry 1989 (Edited by Durand, B. and Behar, F.) Org. Geochem. Vol. 16, pp. 1077-1101.
55. Sinninghe Damsté, J. S., Eglinton, T. I. and de Leeuw, J. W. (1992) Alkylpyrroles in a kerogen pyrolysate: evidence for abundant tetrapyrrole pigments. Geochim. Cosmochim. Acta 56, 1743-1751.
56. 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.
57. Smith, D. J., Eglinton, G. and Morris, R. J. (1983) Occurrence of long-chain alkan-diols and alkan-15-one-1-ols in a Quaternary Sapropel from the eastern Mediterranean. Lipids 18, 902-905.
58. Tegelaar, E. W., Matthezing, R. M., Jansen, J. B. H., Horsfield, B. and de Leeuw, J. W. (1989a) Possible origin of n-alkanes in high-wax crude oils. Nature 342, 529-531.
59. Tegelaar, E. W., de Leeuw, J. W., Derenne, S. and Largeau, C. (1989b) A reappraisal of kerogen formation. Geochim. Cosmochim. Acta 53, 3103-3106.
60. Templier, J., Diesendorf, C., Largeau, C. and Casadevall, E. (1992) Metabolism of n-alkadienes in the A race of Botryococcus braunii. Phytochemistry 31, 113-120.
61. Tissot, B. P. and Welte, D. H. (1984) Petroleum Formation and Occurrence, 2nd edn. Springer-Verlag, Berlin.
62. Veldhuis, M. J. W. and Admiraal, W. (1987) The influence of phosphate depletion on the growth and colony formation of Phaeocystis pouchetii (Hariot) Lagerheim Mar. Biol. 95, 47-54.
63. Vincenti, M., Guglielmetti, G., Cassani, G. and Tonini, C. (1987) Determination of double bond position in diunsaturated compounds by mass spectrometry of dimethyl disulphide derivatives. Anal. Chem. 59, 694-699.
64. 32 alkyl diols and unsaturated alcohols in microalgae of the class Eustigmatophyceae. Org. Geochem. 18, 131-138.
65. 13C nuclear magnetic resonance spectroscopy. Appl. Environ. Microbiol. 54, 1051-1060.
66. Zeng, Y. B., Eglinton, G., Robinson, N. and Cassani, F. M. (1988) Long-chain alkane-diol and alkan-keto-1-ol components of the Messel kerogen. Cour. Forsch. Inst. Senckenberg 107, 37-51.