Novel functionalised chlorins in sediments of the Messinian Vena del Gesso evaporitic sequence: Evidence for a facile route to reduction for biomarkers

Organic Geochemistry

Volumn 39, Issue 2, 2008, Pages 203-209

  Mawson, D H ^a   Keely, B J ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLOALKANO CHLORIN; CHLOROPHYLLONE; FUNCTIONALISED CHLORINS;

BIOMARKERS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PORPHYRINS; SEDIMENTS;

PIGMENTS;

BIOMARKER; CHLORIN; DIAGENESIS; FOSSIL; MESSINIAN; PIGMENT; SPATIAL DISTRIBUTION;

APENNINES; EURASIA; EUROPE; ITALY; SOUTHERN EUROPE; VENA DEL GESSO;

EID: 39149089949     PISSN: 01466380     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.orggeochem.2007.10.005     Document Type: Article

References (35)

1. Airs R.L., and Keely B.J. Atmospheric pressure chemical ionisation liquid chromatography mass spectrometry of chlorobiaceae: characteristic fragmentations. Rapid Communications in Mass Spectrometry 16 (2002) 453-461
2. Airs R.L., and Keely B.J. A high resolution study of chlorophyll and bacteriochlorophyll pigment distributions in a calcite/gypsum microbial mat. Organic Geochemistry 34 (2003) 539-551
3. Airs R.L., Atkinson J.E., and Keely B.J. Development of a high resolution liquid chromatographic method for the analysis of complex pigment distributions. Journal of Chromatography A 917 (2001) 167-177
4. Aydin N., Daher S., and Gülaçar F. On the sedimentary occurrence of chlorophyllone a. Chemosphere 52 (2003) 937-942
5. Budzikiewicz H. Mass spectra of porphyrins and related compounds. In: Dolphin D. (Ed). The Porphyrins vol. III (1978), Academic press, London 395-461
6. Callot H.J., and Ocampo R. Geochemistry of porphyrins. In: Kadish K.M., Smith K.M., and Guilard R. (Eds). The Porphyrin Handbook vol. I (2000), Academic Press, London, UK 350-398
7. Chicarelli M.I., and Maxwell J.R. A novel fossil porphyrin with a fused ring system: evidence for water column transformation of chlorophyll?. Tetrahedron Letters 27 (1986) 4653-4654
8. Chillier X.F.D., Gulacar F.O., and Buchs A. A novel sedimentary lacustrine chlorin - characterization and geochemical significance. Chemosphere 27 (1993) 2103-2110
9. Falk J.E. Porphyrins and Metalloporphyrins. Their General, Physical and Coordination Chemistry, and Laboratory Methods, BBA Library vol. 2 (1964), Elsevier Publishing Company, London pp. 72-85
10. 30 homologue from an oil shale: evidence that petroporphyrins are derived from chlorophyll. Journal of the Chemical Society Chemical Communications (1983) 1472-1473
11. Goericke R., Strom S.L., and Bell M.A. Distribution and sources of cyclic pheophorbides in the environment. Limnology and Oceanography 45 (2000) 200-211
12. Harris P.G., Pearce G.E.S., Peakman T.M., and Maxwell J.R. A widespread and abundant chlorophyll transformation product in aquatic environments. Organic Geochemistry 23 (1995) 183-187
13. Hayes J.M., Takigiku R., Ocampo R., Callot H.J., and Albrecht P. Isotopic compositions and probable origins of organic molecules in the Eocene Messel shale. Nature 329 (1987) 48-51
14. Hebting Y., Schaeffer P., Behrens A., Adam P., Schmitt G., Schneckenburger P., Benasconi S.M., and Albrecht P. Biomarker evidence for a major preservation pathway of sedimentary organic carbon. Science 312 (2006) 1627-1631
15. Keely B.J. Geochemistry of chlorophylls. In: Grimm B., Porra R., Rudiger W., Scheer H., and Govindjee (Eds). Biochemistry, Biophysics and Biological Functions of Chlorophylls. Advances in Photosynthesis and Respiration (2006), Springer, The Netherlands 535-561
16. Keely B.J., Prowse W.G., and Maxwell J.R. The Treibs hypothesis: an evaluation based on structural studies. Energy and Fuels 4 (1990) 628-634
17. Keely B.J., Harris P.G., Popp B.N., Hayes J.M., Meischner D., and Maxwell J.R. Porphyrin and chlorin distributions in a Late Pliocene lacustrine sediment. Geochimica et Cosmochimica Acta 58 (1994) 3691-3701
18. Keely B.J., Blake S.R., Schaeffer P., and Maxwell J.R. Distributions of pigments in the organic matter of marls from the Vena del Gesso evaporitic sequence. Organic Geochemistry 23 (1995) 527-539
19. 13C-contents of free and sulphur-bound carbon skeleton in a single marl bed. Organic Geochemistry 23 (1995) 485-526
20. King L.L., and Wakeham S.G. Phorbin steryl ester formation by macrozooplankton in the Sargasso Sea. Organic Geochemistry 24 (1996) 581-585
21. Louda J.W., Loitz J.W., Rudnick D.T., and Baker E.W. Early diagenetic alteration of chlorophyll a and bacteriochlorophyll a in a contemporaneous marl ecosystem; Florida Bay. Organic Geochemistry 31 (2000) 1561-1580
22. Mawson D.H., Walker J.S., and Keely B.J. Variations in the distributions of sedimentary alkyl porphyrins in the Mulhouse basin in response to changing environmental conditions. Organic Geochemistry 35 (2004) 1229-1241
23. 3 - cyclopheophorbide a enol from recent sediments. Geochimica et Cosmochimica Acta 63 (1999) 3743-3749
24. Sakata K., Yamamoto K., Ischikawa H., Yagi A., Etoh H., and Ina K. Chlorophyllone a - a new pheophorbide a related compound isolated from Ruditapes philippinarum as an antioxidative compound. Tetrahedron Letters 31 (1990) 1165-1168
25. Schaeffer P., Ocampo R., Callot H.J., and Albrecht P. Extraction of bound porphyrins from sulphur-rich sediments and their use for reconstruction of palaeoenvironments. Nature 364 (1993) 133-136
26. Schaeffer P., Reiss C., and Albrecht P. Geochemical study of macromolecular organic matter from sulfur-rich sediments of evaporitic origin (Messinian of Sicily) by chemical degradation. Organic Geochemistry 23 (1995) 567-581
27. Sinninghe Damsté J.S., Frewin N.L., Kenig F., and de Leeuw J.W. Molecular indicators for palaeoenvironmental change in a Messian evaporitic sequence (Vena del Gesso, Italy). 1: Variations in extractable organic matter of ten cyclically deposited marl beds. Organic Geochemistry 23 (1995) 471-483
28. Spooner N., Getliff J.M., Teece M.A., Parkes R.J., Leftley J.W., Harris G., and Maxwell J.R. Formation of mesopyrophaeophorbide a during anaerobic bacterial degradation of the marine prymnesiophyte Emiliania huxleyi. Organic Geochemistry 22 (1995) 225-229
29. Squier A.H., Hodgson D.A., and Keely B.J. Identification of novel sulfur-containing derivatives of chlorophyll a in a recent sediment. Chemical Communications (2003) 624-625
30. Squier A.H., Hodgson D.A., and Keely B.J. Structures and profiles of novel sulfur-linked chlorophyll derivatives in an Antarctic lake sediment. Organic Geochemistry 35 (2004) 1309-1318
31. Treibs A. Chlorophyll and hemin derivatives in organic materials. Angewandte Chemie International Edition 49 (1936) 682-686
32. Vai G.B., and Ricci Lucchi F. Algal crusts, autochthonous and clastic gypsum in a cannibalistic evaporite basin: A case history from the Messian of Northern Apennines. Sedimentology 24 (1977) 211-244
33. Walker J.S., and Keely B.J. Distribution and significance of chlorophyll derivatives and oxidation products during the spring phytoplankton bloom in the Celtic sea April 2002. Organic Geochemistry 35 (2004) 1289-1298
34. Wilson M.A., Saleh S.R.M., Hodgson D.A., and Keely B.J. Atmospheric pressure chemical ionization liquid chromatography/multistage mass spectrometry of isobaric bacteriophaeophorbide d methyl esters. Rapid Communications in Mass Spectrometry 17 (2003) 2455-2458
35. Wilson M.A., Hodgson D.A., and Keely B.J. Atmospheric pressure chemical ionisation liquid chromatography/multistage mass spectrometry for assignment of sedimentary bacteriochlorophyll derivatives. Rapid Communications in Mass Spectrometry 19 (2005) 38-46