24-n-Propylcholestane explained

24-n-Propylcholestane is a sterane biomarker molecule often found in marine source rocks.[1] [2] It is a C30 molecule, meaning that it is composed of thirty carbon atoms, and is one of the leading ways to distinguish a marine source rock from a terrigenous sample. It is composed of three six-carbon rings and one five-carbon ring, with two methyl groups and one eleven carbon side chain. 24-n-Propylcholestane has a molar mass of 414.76 g/mol.

24-n-Propylcholestane is a sterane, which are derived from sterols after being buried in the sediment. Sterols turn into steranes by saturating the sterol's double bond and removing the alcohol group.[3] Steranes are fairly stable, and are often found in source rocks and crude oils.24-n-Propylcholestane is derived from 24-n-propylcholesterol, which is made in the modern ocean by Chrysophyte algae.[4] Because of its known modern creator, it is thought that traces of 24-n-propylcholestane in ancient sediments were likely produced by older algaes of the same order Chrysophyte. The marine algae is consumed by marine invertebrates, and so 24-n-propylcholesterols are also found in invertebrates, despite not being produced by them. Regardless of which organism is observed containing 24-n-propylcholesterols, the molecule originated from Chrysophyte algae.

The ratio of 24-n-propylcholestanes to 24-iso-propylcholestanes is used as an indicator for the presence of sponges.

Detection

In sediments, sterane biomarkers are found as a mixture of stereoisomers. It can be difficult to separate out a specific stereoisomer, as is necessary for the detection of solely 24-n-propylcholestane. Because of this, 24-n-propylcholestane can be fairly difficult to detect using gas chromatography-mass spectrum (GC-MS). It has a m/z of 414 and a secondary peak at 217, and can be easily confused for a different group of C30 molecules, 4ɑ-methylsteranes.

Notes and References

  1. Book: Peters . K. E. . Walters . C. C. . Moldowan . J. M. . The Biomarker Guide: Volume 2, Biomarkers and Isotopes in Petroleum Systems and Earth History . 2007 . Cambridge University Press . 978-1-107-07962-5 . 527 .
  2. Moldowan . J. Michael . Fago . Frederick J. . Lee . Cathy Y. . Jacobson . Stephen R. . Watt . David S. . Slougui . Nacer-Eddine . Jeganathan . Alwarsamy . Young . Donald C. . Sedimentary 12- n -Propylcholestanes, Molecular Fossils Diagnostic of Marine Algae . Science . 19 January 1990 . 247 . 4940 . 309–312 . 10.1126/science.247.4940.309 . 17735849 . 1990Sci...247..309M . 45171358 .
  3. Book: 10.1016/B978-0-12-803350-0.00004-0 . Interpreting Crude Oil and Natural Gas Data . Practical Petroleum Geochemistry for Exploration and Production . 2017 . Dembicki, Jr. . Harry . 135–188 . 978-0-12-803350-0 . A classic example of a biomarker and its relationship to the biological precursor is cholestane and cholesterol . 151 .
  4. Moldowan . J. M. . Fago . F. J. . Lee . C. Y. . Jacobson . S. R. . Watt . D. S. . Slougui . N. E. . Jeganathan . A. . Young . D. C. . Sedimentary 12-n-Propylcholestanes, Molecular Fossils Diagnostic of Marine Algae . Science . 19 January 1990 . 247 . 4940 . 309–312 . . 10.1126/science.247.4940.309 . 17735849 . 2873627 . 1990Sci...247..309M . 45171358 .