Nonhydroxylated 1-O-acylceramides in vernix caseosa

0498494 - ÚOCHB 2019 RIV US eng J - Článek v odborném periodiku
Harazim, Eva - Vrkoslav, Vladimír - Buděšínský, Miloš - Harazim, P. - Svoboda, Martin - Plavka, R. - Bosáková, Z. - Cvačka, Josef
Nonhydroxylated 1-O-acylceramides in vernix caseosa.
Journal of Lipid Research. Roč. 59, č. 11 (2018), s. 2164-2173. ISSN 0022-2275. E-ISSN 1539-7262
Grant CEP: GA ČR GAP206/12/0750; GA MŠMT(CZ) EF16_019/0000729
Institucionální podpora: RVO:61388963
Klíčová slova: ceramides * mass spectrometry * skin
Obor OECD: Analytical chemistry
Impakt faktor: 4.743, rok: 2018

Vernix caseosa, the waxy substance that coats the skin of newborn babies, has an extremely complex lipid composition. We have explored these lipids and identified nonhydroxylated 1-O-acylceramides (1-O-ENSs) as a new class of lipids in vernix caseosa. These ceramides mostly contain saturated C11-C38 ester-linked (1-O) acyls, saturated C12-C39 amide-linked acyls, and C16-C24 sphingoid bases. Because their fatty acyl chains are frequently branched, numerous molecular species were separable and detectable by HPLC/MS: we found more than 2,300 molecular species, 972 of which were structurally characterized. The most abundant 1-O-ENSs contained straight-chain and branched fatty acyls with 20, 22, 24, or 26 carbons in the 1-O position, 24 or 26 carbons in the N position, and sphingosine. The 1-O-ENSs were isolated using multistep TLC and HPLC and they accounted for 1% of the total lipid extract. The molecular species of 1-O-ENSs were separated on a C18 HPLC column using an acetonitrile/propan-2-ol gradient and detected by APCI-MS, and the structures were elucidated by high-resolution and tandem MS. Medium-polarity 1-O-ENSs likely contribute to the cohesiveness and to the waterproofing and moisturizing properties of vernix caseosa.
Trvalý link: http://hdl.handle.net/11104/0290845