Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa
Cholesteryl esters of ω-(O-acyl)-hydroxy FAs (Chl-ωOAHFAs) were identified for the first time in vernix caseosa and characterized using chromatography and MS. Chl-ωOAHFAs were isolated using adsorption chromatography on silica gel and magnesium hydroxide. Their general structure was established usin...
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| Format: | Article |
| Language: | English |
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Elsevier
2017-08-01
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| Series: | Journal of Lipid Research |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S0022227520337846 |
| _version_ | 1818573848228921344 |
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| author | Aneta Kalužíková Vladimír Vrkoslav Eva Harazim Michal Hoskovec Richard Plavka Miloš Buděšínský Zuzana Bosáková Josef Cvačka |
| author_facet | Aneta Kalužíková Vladimír Vrkoslav Eva Harazim Michal Hoskovec Richard Plavka Miloš Buděšínský Zuzana Bosáková Josef Cvačka |
| author_sort | Aneta Kalužíková |
| collection | DOAJ |
| description | Cholesteryl esters of ω-(O-acyl)-hydroxy FAs (Chl-ωOAHFAs) were identified for the first time in vernix caseosa and characterized using chromatography and MS. Chl-ωOAHFAs were isolated using adsorption chromatography on silica gel and magnesium hydroxide. Their general structure was established using high-resolution and tandem MS of intact lipids, and products of their transesterification and derivatizations. Individual molecular species were characterized using nonaqueous reversed-phase HPLC coupled to atmospheric pressure chemical ionization. The analytes were detected as protonated molecules, and their structures were elucidated in the negative ion mode using controlled thermal decomposition and data-dependent fragmentation. About three hundred molecular species of Chl-ωOAHFAs were identified in this way. The most abundant Chl-ωOAHFAs contained 32:1 ω-hydroxy FA (ω-HFA) and 14:0, 15:0, 16:0, 16:1, and 18:1 FAs. The double bond in the 32:1 ω-HFA was in the n-7 and n-9 positions. Chl-ωOAHFAs are estimated to account for approximately 1–2% of vernix caseosa lipids. |
| first_indexed | 2024-12-15T00:18:23Z |
| format | Article |
| id | doaj.art-6de145d7f13f4ce78861204b353eae45 |
| institution | Directory Open Access Journal |
| issn | 0022-2275 |
| language | English |
| last_indexed | 2024-12-15T00:18:23Z |
| publishDate | 2017-08-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Lipid Research |
| spelling | doaj.art-6de145d7f13f4ce78861204b353eae452022-12-21T22:42:23ZengElsevierJournal of Lipid Research0022-22752017-08-0158815791590Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosaAneta Kalužíková0Vladimír Vrkoslav1Eva Harazim2Michal Hoskovec3Richard Plavka4Miloš Buděšínský5Zuzana Bosáková6Josef Cvačka7Department of Analytical Chemistry, Faculty of Science, Charles University in Prague, CZ-128 43 Prague 2, Czech Republic; The Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, CZ-166 10 Prague 6, Czech RepublicThe Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, CZ-166 10 Prague 6, Czech RepublicDepartment of Analytical Chemistry, Faculty of Science, Charles University in Prague, CZ-128 43 Prague 2, Czech Republic; The Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, CZ-166 10 Prague 6, Czech RepublicThe Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, CZ-166 10 Prague 6, Czech RepublicDepartment of Obstetrics and Gynecology, General Faculty Hospital and First Faculty of Medicine, Charles University in Prague, CZ-128 00 Prague 2, Czech RepublicThe Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, CZ-166 10 Prague 6, Czech RepublicDepartment of Analytical Chemistry, Faculty of Science, Charles University in Prague, CZ-128 43 Prague 2, Czech RepublicTo whom correspondence should be addressed.; Department of Analytical Chemistry, Faculty of Science, Charles University in Prague, CZ-128 43 Prague 2, Czech Republic; The Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, CZ-166 10 Prague 6, Czech RepublicCholesteryl esters of ω-(O-acyl)-hydroxy FAs (Chl-ωOAHFAs) were identified for the first time in vernix caseosa and characterized using chromatography and MS. Chl-ωOAHFAs were isolated using adsorption chromatography on silica gel and magnesium hydroxide. Their general structure was established using high-resolution and tandem MS of intact lipids, and products of their transesterification and derivatizations. Individual molecular species were characterized using nonaqueous reversed-phase HPLC coupled to atmospheric pressure chemical ionization. The analytes were detected as protonated molecules, and their structures were elucidated in the negative ion mode using controlled thermal decomposition and data-dependent fragmentation. About three hundred molecular species of Chl-ωOAHFAs were identified in this way. The most abundant Chl-ωOAHFAs contained 32:1 ω-hydroxy FA (ω-HFA) and 14:0, 15:0, 16:0, 16:1, and 18:1 FAs. The double bond in the 32:1 ω-HFA was in the n-7 and n-9 positions. Chl-ωOAHFAs are estimated to account for approximately 1–2% of vernix caseosa lipids.http://www.sciencedirect.com/science/article/pii/S0022227520337846skin lipidsneutral lipidscholesterollipidomicsmass spectrometry |
| spellingShingle | Aneta Kalužíková Vladimír Vrkoslav Eva Harazim Michal Hoskovec Richard Plavka Miloš Buděšínský Zuzana Bosáková Josef Cvačka Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa Journal of Lipid Research skin lipids neutral lipids cholesterol lipidomics mass spectrometry |
| title | Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa |
| title_full | Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa |
| title_fullStr | Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa |
| title_full_unstemmed | Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa |
| title_short | Cholesteryl esters of ω-(O-acyl)-hydroxy fatty acids in vernix caseosa |
| title_sort | cholesteryl esters of ω o acyl hydroxy fatty acids in vernix caseosa |
| topic | skin lipids neutral lipids cholesterol lipidomics mass spectrometry |
| url | http://www.sciencedirect.com/science/article/pii/S0022227520337846 |
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