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Free fatty acids chain length distribution affects the permeability of skin lipid model membranes.
Biochim Biophys Acta. 2016 09; 1858(9):2050-2059.BB

Abstract

The lipid matrix in the stratum corneum (SC) plays an important role in the barrier function of the skin. The main lipid classes in this lipid matrix are ceramides (CERs), cholesterol (CHOL) and free fatty acids (FFAs). The aim of this study was to determine whether a variation in CER subclass composition and chain length distribution of FFAs affect the permeability of this matrix. To examine this, we make use of lipid model membranes, referred to as stratum corneum substitute (SCS). We prepared SCS containing i) single CER subclass with either a single FFA or a mixture of FFAs and CHOL, or ii) a mixture of various CER subclasses with either a single FFA or a mixture of FFAs and CHOL. In vitro permeation studies were performed using ethyl-p-aminobenzoic acid (E-PABA) as a model drug. The flux of E-PABA across the SCS containing the mixture of FFAs was higher than that across the SCS containing a single FA with a chain length of 24 C atoms (FA C24), while the E-PABA flux was not effected by the CER composition. To select the underlying factors for the changes in permeability, the SCSs were examined by Fourier transform infrared spectroscopy (FTIR) and Small angle X-ray scattering (SAXS). All lipid models demonstrated a similar phase behavior. However, when focusing on the conformational ordering of the individual FFA chains, the shorter chain FFA (with a chain length of 16, 18 or 20 C atoms forming only 11m/m% of the total FFA level) had a higher conformational disordering, while the conformational ordering of the chains of the CER and FA C24 and FA C22 hardly did not change irrespective of the composition of the SCS. In conclusion, the conformational mobility of the short chain FFAs present only at low levels in the model SC lipid membranes has a great impact on the permeability of E-PABA.

Authors+Show Affiliations

Tokyo Research Laboratories, Kao Corporation, Bunka, Sumida-ku, Tokyo 131-8501, Japan; Leiden/Amsterdam Center for Drug Research, Department of Drug Delivery Technology, Leiden University, 2300 RA Leiden, The Netherlands.Tochigi Research Laboratories, Kao Corporation, Ichikai, Haga, Tochigi 321-3497, Japan; Leiden/Amsterdam Center for Drug Research, Department of Drug Delivery Technology, Leiden University, 2300 RA Leiden, The Netherlands.Tochigi Research Laboratories, Kao Corporation, Ichikai, Haga, Tochigi 321-3497, Japan.Tochigi Research Laboratories, Kao Corporation, Ichikai, Haga, Tochigi 321-3497, Japan.Tochigi Research Laboratories, Kao Corporation, Ichikai, Haga, Tochigi 321-3497, Japan. Electronic address: bouwstra@chem.leidenuniv.nl.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27287726

Citation

Uchiyama, Masayuki, et al. "Free Fatty Acids Chain Length Distribution Affects the Permeability of Skin Lipid Model Membranes." Biochimica Et Biophysica Acta, vol. 1858, no. 9, 2016, pp. 2050-2059.
Uchiyama M, Oguri M, Mojumdar EH, et al. Free fatty acids chain length distribution affects the permeability of skin lipid model membranes. Biochim Biophys Acta. 2016;1858(9):2050-2059.
Uchiyama, M., Oguri, M., Mojumdar, E. H., Gooris, G. S., & Bouwstra, J. A. (2016). Free fatty acids chain length distribution affects the permeability of skin lipid model membranes. Biochimica Et Biophysica Acta, 1858(9), 2050-2059. https://doi.org/10.1016/j.bbamem.2016.06.001
Uchiyama M, et al. Free Fatty Acids Chain Length Distribution Affects the Permeability of Skin Lipid Model Membranes. Biochim Biophys Acta. 2016;1858(9):2050-2059. PubMed PMID: 27287726.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Free fatty acids chain length distribution affects the permeability of skin lipid model membranes. AU - Uchiyama,Masayuki, AU - Oguri,Masashi, AU - Mojumdar,Enamul H, AU - Gooris,Gert S, AU - Bouwstra,Joke A, Y1 - 2016/06/07/ PY - 2015/12/14/received PY - 2016/05/19/revised PY - 2016/06/02/accepted PY - 2016/6/12/entrez PY - 2016/6/12/pubmed PY - 2017/10/25/medline KW - Barrier function KW - Lipid organization KW - Permeation KW - Skin KW - Stratum corneum SP - 2050 EP - 2059 JF - Biochimica et biophysica acta JO - Biochim Biophys Acta VL - 1858 IS - 9 N2 - The lipid matrix in the stratum corneum (SC) plays an important role in the barrier function of the skin. The main lipid classes in this lipid matrix are ceramides (CERs), cholesterol (CHOL) and free fatty acids (FFAs). The aim of this study was to determine whether a variation in CER subclass composition and chain length distribution of FFAs affect the permeability of this matrix. To examine this, we make use of lipid model membranes, referred to as stratum corneum substitute (SCS). We prepared SCS containing i) single CER subclass with either a single FFA or a mixture of FFAs and CHOL, or ii) a mixture of various CER subclasses with either a single FFA or a mixture of FFAs and CHOL. In vitro permeation studies were performed using ethyl-p-aminobenzoic acid (E-PABA) as a model drug. The flux of E-PABA across the SCS containing the mixture of FFAs was higher than that across the SCS containing a single FA with a chain length of 24 C atoms (FA C24), while the E-PABA flux was not effected by the CER composition. To select the underlying factors for the changes in permeability, the SCSs were examined by Fourier transform infrared spectroscopy (FTIR) and Small angle X-ray scattering (SAXS). All lipid models demonstrated a similar phase behavior. However, when focusing on the conformational ordering of the individual FFA chains, the shorter chain FFA (with a chain length of 16, 18 or 20 C atoms forming only 11m/m% of the total FFA level) had a higher conformational disordering, while the conformational ordering of the chains of the CER and FA C24 and FA C22 hardly did not change irrespective of the composition of the SCS. In conclusion, the conformational mobility of the short chain FFAs present only at low levels in the model SC lipid membranes has a great impact on the permeability of E-PABA. SN - 0006-3002 UR - https://www.unboundmedicine.com/medline/citation/27287726/Free_fatty_acids_chain_length_distribution_affects_the_permeability_of_skin_lipid_model_membranes_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0005-2736(16)30209-7 DB - PRIME DP - Unbound Medicine ER -