Isorenieratene derivatives in sediments: Possible controls on their distribution

Jaap S. Sinninghe Damsté, Stefan Schouten, Adri C.T. Van Duin

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Diagenetic products of the green sulfur bacterial pigment isorenicratene have been studied in sediments from the Jurassic Kimmeridge Clay Formation and in a Pliocene Mediterranean sapropel to better understand their formation. A large number of previously unknown derivatives have been identified. Including one possessing a naphthyl moiety, whose structure was determined by isolation and nuclear magnetic resonance studies. Fully cyclized isorenieratene derivatives are abundant in sediments from both environments. They are formed by four-ring closure reactions of the polyene system of double bonds in isorenieratene. Molecular mechanics calculations indicate that these reactions are thermodynamically favorable. Fully cyclized isorenieratene derivatives are subsequently transformed by double-bond isomerization, reduction and dehydrogenation reactions into species that are thermodynamically more stable. These reactions can take place during the first 50 m of sediment burial. Our findings indicate that a complex pathway of diagenetic reactions determines the fate of isorenieratene, leading to a complex distribution of derivatives controlled by numerous factors, which are presently only partly understood. Isorenieratane, the most widely used isorenieratene derivative in paleoenvironmental studies, typically only represents 25% of the major derivatives. Aryl isoprenoids are only trace components in sediments with thermal maturities below the oil window, limiting their use as markers for photic zone euxinia in the immature zone.

Original languageEnglish (US)
Pages (from-to)1557-1571
Number of pages15
JournalGeochimica et Cosmochimica Acta
Volume65
Issue number10
DOIs
StatePublished - Jan 1 2001

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Sediments
Derivatives
sediment
sapropel
thermal maturity
photic zone
isoprenoid
mechanics
nuclear magnetic resonance
Polyenes
pigment
Pliocene
Molecular mechanics
Jurassic
Terpenes
sulfur
Dehydrogenation
Isomerization
Sulfur
Pigments

All Science Journal Classification (ASJC) codes

  • Geochemistry and Petrology

Cite this

Sinninghe Damsté, Jaap S. ; Schouten, Stefan ; Van Duin, Adri C.T. / Isorenieratene derivatives in sediments : Possible controls on their distribution. In: Geochimica et Cosmochimica Acta. 2001 ; Vol. 65, No. 10. pp. 1557-1571.
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Isorenieratene derivatives in sediments : Possible controls on their distribution. / Sinninghe Damsté, Jaap S.; Schouten, Stefan; Van Duin, Adri C.T.

In: Geochimica et Cosmochimica Acta, Vol. 65, No. 10, 01.01.2001, p. 1557-1571.

Research output: Contribution to journalArticle

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