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25th International Meeting on Organic Geochemistry IMOG 2011

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P-430<br />

New bacteriochlorophyll degradati<strong>on</strong> products from a coastal<br />

salt p<strong>on</strong>d<br />

Raym<strong>on</strong>de Baltenweck-Guyot, Ruben Ocampo-Torres<br />

CNRS-UdS UMR7177, Strasbourg, France (corresp<strong>on</strong>ding author:ocampo@unistra.fr)<br />

Photosynthetic sulphur bacteria inhabit the upper part<br />

of the anoxic layer, located in the photic z<strong>on</strong>e, of<br />

some stratified water bodies (p<strong>on</strong>ds, lakes and<br />

estuarine habitats). The photosynthetic pigments<br />

present in brown, green and red sulphur bacteria is a<br />

complex group of bacteriochlorophylls c, d and e is<br />

called Chlorobium chlorophylls. These pigments have<br />

a commun number of structural features and present<br />

some structural differences compared to other<br />

chlorophylls and bacteriochlorophylls. They are<br />

chlorins, they lack the 13 2 -carbomethoxy group, they<br />

be -hydroxyethyl substituent at positi<strong>on</strong> C-3,<br />

and probably the most important, at least for organic<br />

geochemists, they may bear extended alkyl groups at<br />

positi<strong>on</strong>s C-8, C-12 and for bacteriochlorophylls c and<br />

e a methyl group at positi<strong>on</strong> C-20. These alkyl groups<br />

are very resistant through diagenetic transformati<strong>on</strong>s<br />

and are still present in some porphyrins isolated from<br />

geological samples. Geological pigments bearing<br />

such as alkyl groups at positi<strong>on</strong>s C-8, C-12 and C-20<br />

are biological markers of photosynthetic sulphur<br />

bacteria and are used for paleoenvir<strong>on</strong>mental<br />

rec<strong>on</strong>structi<strong>on</strong>s. Here we report the presence of<br />

several novel bacteriopheophorbides series isolated<br />

from a coastal salt p<strong>on</strong>d sediment (Salt P<strong>on</strong>d, MA,<br />

U.S.A.). Two pigments series (bacteriopheophorbides<br />

and methylbacteriopheophorbides), isolated from this<br />

sediment, present the same carb<strong>on</strong> framework than<br />

bacteriopheophorbides c but bear an acet<strong>on</strong>yl group<br />

at the C-7 positi<strong>on</strong>. These compounds are presents in<br />

this sediment as free compounds as well as linked to<br />

the macromolecular material via ester bridges. These<br />

series were studied by RP-18 HPLC, UV-Vis, SM and<br />

LC-MS (APPI mode) and the structure determinati<strong>on</strong><br />

of some of their members were obtained by 1 H NMR.<br />

They point to be fossils of an unknown photosynthetic<br />

bacteriochlorophyll series even if an origin from water<br />

column or post sedimentary transformati<strong>on</strong>s can not<br />

be excluded.<br />

REFERENCES<br />

Keely, B.J., Maxwell, J.R., 1993. The Mulhouse basin:<br />

evidence from porphyrin distributi<strong>on</strong>s for water<br />

column anoxia during depositi<strong>on</strong> of marls. <strong>Organic</strong><br />

<strong>Geochemistry</strong> 20, 1217-1225.<br />

Ocampo Torres, R., 1985. Porphyrines dans le<br />

schiste de Messel : Etude structurale et significati<strong>on</strong><br />

géochimique. Ph D. Thesis, Université Louis Pasteur<br />

de Strasbourg.<br />

Ocampo, R., Bauder, C., Callot, H.J., Albrecht, P.,<br />

1992. Porphyrins from Messel oil shale (Eocene,<br />

Germany): Structure elucidati<strong>on</strong>, geochemical and<br />

biological significance, and distributi<strong>on</strong> as a functi<strong>on</strong><br />

of depth. Geochimica et Cosmochimica Acta 56, 745-<br />

761.<br />

Scheer, H., 1991. Chemistry of chlorophylls. In: Sheer,<br />

H. (Ed.), The Chlorophylls, pp. 3-30. CRC Press.<br />

Wils<strong>on</strong>, M.A., Hodgs<strong>on</strong>, D.A., Keely, B.J., 2004.<br />

Structural variati<strong>on</strong>s in derivatives of<br />

bacteriochlorophylls of Chlorobiaceae: impact of<br />

stratigraphic resoluti<strong>on</strong> <strong>on</strong> depth profiles as revealed<br />

by methanolysis. <strong>Organic</strong> <strong>Geochemistry</strong> 35, 1299-<br />

1307.<br />

556

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