The occurrence of unusual hopenes in hydropyrolysates generated from severely biodegraded oil seep asphaltenes

Will Meredith; Colin E. Snape; Andrew D. Carr; Hans P. Nytoft; Gordon D. Love

doi:10.1016/j.orggeochem.2008.01.022

The occurrence of unusual hopenes in hydropyrolysates generated from severely biodegraded oil seep asphaltenes

Will Meredith
, Colin E. Snape
, Andrew D. Carr
, Hans P. Nytoft
, Gordon D. Love

Department of Geo-energy and Storage

Research output: Contribution to journal › Article › Research › peer-review

49 Citations (Scopus)

Abstract

Catalytic hydropyrolysis has been used to generate pristine biomarker profiles from the asphaltenes isolated from a West African oil seep, which had been subjected to such severe biodegradation that it contained no recognisable free biomarkers. In addition to the expected hopanes, the m/z 191 mass chromatogram contained four peaks, which appeared to be hopenes; 22,29,30-trisnorhop-17(21)-ene is relatively common in hydropyrolysates, but the other three have only been encountered in a few samples. After isolation using high performance liquid chromatography (HPLC), hydrogenation and isomerisation experiments, the two C ₃₀ compounds were tentatively assigned as 17α(H)-hop-20(21)-ene and 17β(H)-hop-20(21)-ene, and the C ₂₇ compound as 22,29,30-trisnorhop-16(17)-ene.

Original language	English
Pages (from-to)	1243-1248
Number of pages	6
Journal	Organic Geochemistry
Volume	39
Issue number	8
DOIs	https://doi.org/10.1016/j.orggeochem.2008.01.022
Publication status	Published - Aug 2008

Programme Area

Programme Area 3: Energy Resources

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10.1016/j.orggeochem.2008.01.022

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@article{53570e5875af444887ec007c7560b6b4,

title = "The occurrence of unusual hopenes in hydropyrolysates generated from severely biodegraded oil seep asphaltenes",

abstract = "Catalytic hydropyrolysis has been used to generate pristine biomarker profiles from the asphaltenes isolated from a West African oil seep, which had been subjected to such severe biodegradation that it contained no recognisable free biomarkers. In addition to the expected hopanes, the m/z 191 mass chromatogram contained four peaks, which appeared to be hopenes; 22,29,30-trisnorhop-17(21)-ene is relatively common in hydropyrolysates, but the other three have only been encountered in a few samples. After isolation using high performance liquid chromatography (HPLC), hydrogenation and isomerisation experiments, the two C 30 compounds were tentatively assigned as 17α(H)-hop-20(21)-ene and 17β(H)-hop-20(21)-ene, and the C 27 compound as 22,29,30-trisnorhop-16(17)-ene.",

author = "Will Meredith and Snape, \{Colin E.\} and Carr, \{Andrew D.\} and Nytoft, \{Hans P.\} and Love, \{Gordon D.\}",

note = "Funding Information: The authors would like to thank F. Robertson for providing the West African oil seep, and the NERC for financial support (Grants NER/T/S/2001/01153 \& NE/C507002/1). Helpful comments by S. Killops and an anonymous reviewer are greatly appreciated.",

year = "2008",

month = aug,

doi = "10.1016/j.orggeochem.2008.01.022",

language = "English",

volume = "39",

pages = "1243--1248",

journal = "Organic Geochemistry",

issn = "0146-6380",

publisher = "Elsevier",

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TY - JOUR

T1 - The occurrence of unusual hopenes in hydropyrolysates generated from severely biodegraded oil seep asphaltenes

AU - Meredith, Will

AU - Snape, Colin E.

AU - Carr, Andrew D.

AU - Nytoft, Hans P.

AU - Love, Gordon D.

N1 - Funding Information: The authors would like to thank F. Robertson for providing the West African oil seep, and the NERC for financial support (Grants NER/T/S/2001/01153 & NE/C507002/1). Helpful comments by S. Killops and an anonymous reviewer are greatly appreciated.

PY - 2008/8

Y1 - 2008/8

N2 - Catalytic hydropyrolysis has been used to generate pristine biomarker profiles from the asphaltenes isolated from a West African oil seep, which had been subjected to such severe biodegradation that it contained no recognisable free biomarkers. In addition to the expected hopanes, the m/z 191 mass chromatogram contained four peaks, which appeared to be hopenes; 22,29,30-trisnorhop-17(21)-ene is relatively common in hydropyrolysates, but the other three have only been encountered in a few samples. After isolation using high performance liquid chromatography (HPLC), hydrogenation and isomerisation experiments, the two C 30 compounds were tentatively assigned as 17α(H)-hop-20(21)-ene and 17β(H)-hop-20(21)-ene, and the C 27 compound as 22,29,30-trisnorhop-16(17)-ene.

AB - Catalytic hydropyrolysis has been used to generate pristine biomarker profiles from the asphaltenes isolated from a West African oil seep, which had been subjected to such severe biodegradation that it contained no recognisable free biomarkers. In addition to the expected hopanes, the m/z 191 mass chromatogram contained four peaks, which appeared to be hopenes; 22,29,30-trisnorhop-17(21)-ene is relatively common in hydropyrolysates, but the other three have only been encountered in a few samples. After isolation using high performance liquid chromatography (HPLC), hydrogenation and isomerisation experiments, the two C 30 compounds were tentatively assigned as 17α(H)-hop-20(21)-ene and 17β(H)-hop-20(21)-ene, and the C 27 compound as 22,29,30-trisnorhop-16(17)-ene.

UR - https://www.scopus.com/pages/publications/47849130789

U2 - 10.1016/j.orggeochem.2008.01.022

DO - 10.1016/j.orggeochem.2008.01.022

M3 - Article

SN - 0146-6380

VL - 39

SP - 1243

EP - 1248

JO - Organic Geochemistry

JF - Organic Geochemistry

IS - 8

ER -

The occurrence of unusual hopenes in hydropyrolysates generated from severely biodegraded oil seep asphaltenes

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