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New insight into phase behavior and permeability of skin lipid models based on sphingosine and phytosphingosine ceramides.
Biochim Biophys Acta Biomembr. 2019 07 01; 1861(7):1317-1328.BB

Abstract

The intercellular lipid matrix of the stratum corneum (SC), which consist mainly of ceramides (CERs), free fatty acids and cholesterol, is fundamental to the skin barrier function. These lipids assemble into two lamellar phases, known as the long and short periodicity phases (LPP and SPP respectively). The LPP is unique in the SC and is considered important for the skin barrier function. Alterations in CER composition, as well as impaired skin barrier function, are commonly observed in diseased skin, yet the understanding of this relationship remains insufficient. In this study, we have investigated the influence of non-hydroxy and α-hydroxy sphingosine-based CERs and their phytosphingosine counterparts on the permeability and lipid organization of model membranes, which were adjusted in composition to enhance formation of the LPP. The permeability was compared by diffusion studies using ethyl-p-aminobenzoate as a model drug, and the lipid organization was characterized by X-ray diffraction and infrared spectroscopy. Both the sphingosine- and phytosphingosine-based CER models formed the LPP, while the latter exhibited a longer LPP repeat distance. The ethyl-p-aminobenzoate flux across the sphingosine-based CER models was higher when compared to the phytosphingosine counterparts, contrary to the fact that the α-hydroxy phytosphingosine-based CER model had the lowest chain packing density. The unanticipated low permeability of the α-hydroxy phytosphingosine-based model is probably associated with a stronger headgroup hydrogen bonding network. Our findings indicate that the increased level of sphingosine-based CERs at the expense of phytosphingosine-based CERs, as observed in the diseased skin, may contribute to the barrier function impairment.

Authors+Show Affiliations

Division BioTherapeutics, Leiden Academic Centre for Drug Research, Leiden University, Netherlands.Division BioTherapeutics, Leiden Academic Centre for Drug Research, Leiden University, Netherlands.Division BioTherapeutics, Leiden Academic Centre for Drug Research, Leiden University, Netherlands.Division BioTherapeutics, Leiden Academic Centre for Drug Research, Leiden University, Netherlands. Electronic address: bouwstra@chem.leidenuniv.nl.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

30991016

Citation

Uche, L E., et al. "New Insight Into Phase Behavior and Permeability of Skin Lipid Models Based On Sphingosine and Phytosphingosine Ceramides." Biochimica Et Biophysica Acta. Biomembranes, vol. 1861, no. 7, 2019, pp. 1317-1328.
Uche LE, Gooris GS, Beddoes CM, et al. New insight into phase behavior and permeability of skin lipid models based on sphingosine and phytosphingosine ceramides. Biochim Biophys Acta Biomembr. 2019;1861(7):1317-1328.
Uche, L. E., Gooris, G. S., Beddoes, C. M., & Bouwstra, J. A. (2019). New insight into phase behavior and permeability of skin lipid models based on sphingosine and phytosphingosine ceramides. Biochimica Et Biophysica Acta. Biomembranes, 1861(7), 1317-1328. https://doi.org/10.1016/j.bbamem.2019.04.005
Uche LE, et al. New Insight Into Phase Behavior and Permeability of Skin Lipid Models Based On Sphingosine and Phytosphingosine Ceramides. Biochim Biophys Acta Biomembr. 2019 07 1;1861(7):1317-1328. PubMed PMID: 30991016.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New insight into phase behavior and permeability of skin lipid models based on sphingosine and phytosphingosine ceramides. AU - Uche,L E, AU - Gooris,G S, AU - Beddoes,C M, AU - Bouwstra,J A, Y1 - 2019/04/13/ PY - 2018/10/23/received PY - 2019/03/25/revised PY - 2019/04/11/accepted PY - 2019/4/17/pubmed PY - 2020/2/15/medline PY - 2019/4/17/entrez KW - Ceramides KW - Infrared spectroscopy KW - Membrane permeability KW - Skin barrier KW - Stratum corneum KW - X-ray diffraction SP - 1317 EP - 1328 JF - Biochimica et biophysica acta. Biomembranes JO - Biochim Biophys Acta Biomembr VL - 1861 IS - 7 N2 - The intercellular lipid matrix of the stratum corneum (SC), which consist mainly of ceramides (CERs), free fatty acids and cholesterol, is fundamental to the skin barrier function. These lipids assemble into two lamellar phases, known as the long and short periodicity phases (LPP and SPP respectively). The LPP is unique in the SC and is considered important for the skin barrier function. Alterations in CER composition, as well as impaired skin barrier function, are commonly observed in diseased skin, yet the understanding of this relationship remains insufficient. In this study, we have investigated the influence of non-hydroxy and α-hydroxy sphingosine-based CERs and their phytosphingosine counterparts on the permeability and lipid organization of model membranes, which were adjusted in composition to enhance formation of the LPP. The permeability was compared by diffusion studies using ethyl-p-aminobenzoate as a model drug, and the lipid organization was characterized by X-ray diffraction and infrared spectroscopy. Both the sphingosine- and phytosphingosine-based CER models formed the LPP, while the latter exhibited a longer LPP repeat distance. The ethyl-p-aminobenzoate flux across the sphingosine-based CER models was higher when compared to the phytosphingosine counterparts, contrary to the fact that the α-hydroxy phytosphingosine-based CER model had the lowest chain packing density. The unanticipated low permeability of the α-hydroxy phytosphingosine-based model is probably associated with a stronger headgroup hydrogen bonding network. Our findings indicate that the increased level of sphingosine-based CERs at the expense of phytosphingosine-based CERs, as observed in the diseased skin, may contribute to the barrier function impairment. SN - 1879-2642 UR - https://www.unboundmedicine.com/medline/citation/30991016/New_insight_into_phase_behavior_and_permeability_of_skin_lipid_models_based_on_sphingosine_and_phytosphingosine_ceramides_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0005-2736(19)30084-7 DB - PRIME DP - Unbound Medicine ER -