Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain
A new sample preparation method coupled to GC-MS analysis was developed and validated for quantification of sulfate esters of pregnenolone (PREG-S) and dehydroepiandrosterone (DHEA-S) in rat brain. Using a solid-phase extraction recycling protocol, the results show that little or no PREG-S and DHEA-...
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2004-12-01
|
| Series: | Journal of Lipid Research |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S0022227520341092 |
| _version_ | 1818602184459157504 |
|---|---|
| author | Philippe Liere Antoine Pianos Bernard Eychenne Annie Cambourg Suya Liu William Griffiths Michael Schumacher Jan Sjövall Etienne-Emile Baulieu |
| author_facet | Philippe Liere Antoine Pianos Bernard Eychenne Annie Cambourg Suya Liu William Griffiths Michael Schumacher Jan Sjövall Etienne-Emile Baulieu |
| author_sort | Philippe Liere |
| collection | DOAJ |
| description | A new sample preparation method coupled to GC-MS analysis was developed and validated for quantification of sulfate esters of pregnenolone (PREG-S) and dehydroepiandrosterone (DHEA-S) in rat brain. Using a solid-phase extraction recycling protocol, the results show that little or no PREG-S and DHEA-S (<1 pmol/g) is present in rat and mouse brain. These data are in agreement with studies in which steroid sulfates were analyzed without deconjugation. We suggest that the discrepancies between analyses with and without deconjugation are caused by internal contamination of brain extract fractions, supposed to contain steroid sulfates, by lipoidal forms of PREG and DHEA (L-PREG and L-DHEA, respectively). These derivatives can be acylated very efficiently with heptafluorobutyric anhydride and triethylamine, and their levels in rodent brain (∼1 nmol/g) are much higher than those of their unconjugated counterparts. They are distinct from fatty acid esters, and preliminary data do not favor structures such as sulfolipids or sterol peroxides. Noncovalent interactions between steroids and proteolipidic elements, such as lipoproteins, could account for some experimental data.Given their abundance in rodent brain, the structural characterization and biological functions of L-PREG and L-DHEA in the central nervous system merit considerable attention. |
| first_indexed | 2024-12-16T13:03:15Z |
| format | Article |
| id | doaj.art-f2b8398e7a444ea494bb141885cc443f |
| institution | Directory Open Access Journal |
| issn | 0022-2275 |
| language | English |
| last_indexed | 2024-12-16T13:03:15Z |
| publishDate | 2004-12-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Lipid Research |
| spelling | doaj.art-f2b8398e7a444ea494bb141885cc443f2022-12-21T22:30:47ZengElsevierJournal of Lipid Research0022-22752004-12-01451222872302Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brainPhilippe Liere0Antoine Pianos1Bernard Eychenne2Annie Cambourg3Suya Liu4William Griffiths5Michael Schumacher6Jan Sjövall7Etienne-Emile Baulieu8Institut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenInstitut National de la Santé et de la Recherche Médicale U488, 94276 Kremlin-Bicêtre, France; Department of Medical Biochemistry and Biophysics, Karolinska Institutet, S-171 77, Stockholm, SwedenA new sample preparation method coupled to GC-MS analysis was developed and validated for quantification of sulfate esters of pregnenolone (PREG-S) and dehydroepiandrosterone (DHEA-S) in rat brain. Using a solid-phase extraction recycling protocol, the results show that little or no PREG-S and DHEA-S (<1 pmol/g) is present in rat and mouse brain. These data are in agreement with studies in which steroid sulfates were analyzed without deconjugation. We suggest that the discrepancies between analyses with and without deconjugation are caused by internal contamination of brain extract fractions, supposed to contain steroid sulfates, by lipoidal forms of PREG and DHEA (L-PREG and L-DHEA, respectively). These derivatives can be acylated very efficiently with heptafluorobutyric anhydride and triethylamine, and their levels in rodent brain (∼1 nmol/g) are much higher than those of their unconjugated counterparts. They are distinct from fatty acid esters, and preliminary data do not favor structures such as sulfolipids or sterol peroxides. Noncovalent interactions between steroids and proteolipidic elements, such as lipoproteins, could account for some experimental data.Given their abundance in rodent brain, the structural characterization and biological functions of L-PREG and L-DHEA in the central nervous system merit considerable attention.http://www.sciencedirect.com/science/article/pii/S0022227520341092pregnenolone sulfatedehydroepiandrosterone sulfatesolid-phase extraction |
| spellingShingle | Philippe Liere Antoine Pianos Bernard Eychenne Annie Cambourg Suya Liu William Griffiths Michael Schumacher Jan Sjövall Etienne-Emile Baulieu Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain Journal of Lipid Research pregnenolone sulfate dehydroepiandrosterone sulfate solid-phase extraction |
| title | Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain |
| title_full | Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain |
| title_fullStr | Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain |
| title_full_unstemmed | Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain |
| title_short | Novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain |
| title_sort | novel lipoidal derivatives of pregnenolone and dehydroepiandrosterone and absence of their sulfated counterparts in rodent brain |
| topic | pregnenolone sulfate dehydroepiandrosterone sulfate solid-phase extraction |
| url | http://www.sciencedirect.com/science/article/pii/S0022227520341092 |
| work_keys_str_mv | AT philippeliere novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT antoinepianos novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT bernardeychenne novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT anniecambourg novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT suyaliu novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT williamgriffiths novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT michaelschumacher novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT jansjovall novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain AT etienneemilebaulieu novellipoidalderivativesofpregnenoloneanddehydroepiandrosteroneandabsenceoftheirsulfatedcounterpartsinrodentbrain |