1-O-acylceramides are natural components of human and mouse epidermis
Open accessAbstract
The lipid-rich stratum corneum functions as a barrier against pathogens and desiccation inter alia by an unbroken meshwork of extracellular lipid lamellae. These lamellae are composed of cholesterol, fatty acids, and ceramides (Cers) in an equimolar ratio. The huge class of skin Cers consists of three groups: group I, "classical" long and very long chain Cers; group II, ultra-long chain Cers; and group III, ω-esterified ultra-long chain Cers, which are esterified either with linoleic acid or with cornified envelope proteins and are required for the water permeability barrier. Here, we describe 1-O-acylceramides as a new class of epidermal Cers in humans and mice. These Cers contain, in both the N- and 1-O-position, long to very long acyl chains. They derive from the group I of classical Cers and make up 5% of all esterified Cers. Considering their chemical structure and hydrophobicity, we presume 1-O-acylceramides to contribute to the water barrier homeostasis. Biosynthesis of 1-O-acylceramides is not dependent on lysosomal phospholipase A2. However, glucosylceramide synthase deficiency was followed by a 7-fold increase of 1-O-acylceramides, which then contributed 30% to all esterified Cers. Furthermore, loss of neutral glucosylceramidase resulted in decreased levels of a 1-O-acylceramide subgroup. Therefore, we propose 1-O-acylceramides to be synthesized at endoplasmic reticulum-related sites.
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During ionization, dehydration of ceramide is often induced by in-source decay.
“Third, during ionization, the dehydration of ceramide is often induced by in-source decay (31).”
From Comparative profiling and comprehensive quantification of stratum corneum ceramides in humans and mice by LC/MS/MS (2020) · cites this paper as [31]
The Materials section reports significant in-source decay of 1-O-acylceramides leading to water loss during mass spectrometry. That supports the mechanism for this ceramide subtype, but not the broader claim that ceramides generally often undergo it. Page numbers were unavailable in our copy. (LLM, conf=0.86)
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- Authors
- Rabionet, M., Bayerle, A., Marsching, C., Jennemann, R., Gröne, H.-J., Yildiz, Y., Wachten, D., Shaw, W., Shayman, J. A., & Sandhoff, R.
- Affiliations
- German Cancer Research Center (DE)
- Center of Advanced European Studies and Research (DE)
- Avanti Polar Lipids (United States) (US)
- University of Michigan (US)
- Technische Hochschule Mannheim (DE)
- Corresponding author
- Sandhoff, Roger
- Venue
- Journal of Lipid Research
- Publisher
- Elsevier BV
- Published
- 2013-12
- Volume
- 54
- Issue
- 12
- Pages
- 3312-3321
- ISSN
- 0022-2275 (ISSN-L)
- PMC
- PMC3826679
- OpenAlex
- W2135059540
- Cited by
- 81
- References
- 41
- Citations by year
- 2026: 4 · 2025: 4 · 2024: 5 · 2023: 6 · 2022: 8 · 2021: 9 · 2020: 4 · 2019: 6 · 2018: 12 · 2017: 9 · 2016: 7 · 2015: 1 · 2014: 5 · 2013: 1
- FWCI
- 2.09
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Licence
- Locations
- Journal of Lipid Research (publishedVersion, cc-by)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- DOAJ (DOAJ: Directory of Open Access Journals) (submittedVersion, cc-by-sa)
- Max Planck Digital Library (submittedVersion)
- MPG.PuRe (Max Planck Society) (submittedVersion)
- Funders
- Baden-Württemberg Stiftung
- Deutsches Krebsforschungszentrum
- Deutsche Forschungsgemeinschaft
- European Regional Development Fund
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Sphingolipid Metabolism and Signaling
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmaceutical Science › Advancements in Transdermal Drug Delivery
- Health Sciences › Medicine › Dermatology › Dermatology and Skin Diseases
- Keywords
- ceramide, epidermis, stratum corneum, skin barrier, glucosylceramide synthase, ceramide biosynthesis, endoplasmic reticulum, lysosomal phospholipase A2, linoleic acid esters, human skin, mouse skin
- MeSH terms
- Acylation, Adult, Animals, Ceramides, Epidermis, Humans, Hydrogen-Ion Concentration, Male, Middle Aged, Species Specificity, Mice
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