Dilutional Effect of Increased Sebaceous Gland Activity on the Proportion of Linoleic Acid in Sebaceous Wax Esters and in Epidermal Acylceramides
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Sebaceous wax esters and epidermal acylceramides were isolated from skin surface lipid obtained from children and from young adults. Fatty acid methyl esters (FAME) were prepared from the esterified fatty acids of these lipid classes and analyzed to ascertain the proportions of methyl linoleate (18:2 delta 9,12), methyl sebaleate (18:2 delta 5,8), and methyl sapienate (16:1 delta 6). On the same subjects, 2 measures of sebum secretion rate were obtained, namely the sustainable wax ester secretion rate (WESR) on the forehead and the ratio of wax esters/(cholesterol + cholesterol esters) [WE/(CH + CE)] in the surface lipid. The proportions of methyl linoleate in FAME from the wax esters decreased, and the proportions of methyl sebaleate increased, with increased rates of sebum secretion. For both methyl linoleate and methyl sebaleate, a better correlation was obtained when the ratio of WE/(CH + CE) was used as a measure of sebum secretion rather than the WESR. The proportions of methyl linoleate in the FAME from the acylceramides were also inversely related to ratios of WE/(CH + CE). In acylceramides, linoleate was replaced by sapienate, a major fatty acid of human sebum. It appears, therefore, that sebum fatty acid composition may change with changes in sebaceous gland activity, and that sebum fatty acids can enter the epidermis and be incorporated into epidermal lipids.
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Sapienic acid is a unique sebaceous monounsaturated fatty acid with a single double bond at the sixth position.
“Sapienic acid is a unique sebaceous monounsaturated fatty acid with a single double bond at the sixth position.12,13”
From Sebaceous-immunobiology is orchestrated by sebum lipids (2017) · cites this paper as [13]
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Picardo, M., Ottaviani, M., Camera, E., & Mastrofrancesco, A. (2009) · Dermato-Endocrinology · doi:10.4161/derm.1.2.8472 · Cited by 368 · see citing works
Identification of the Δ-6 Desaturase of Human Sebaceous Glands: Expression and Enzyme Activity
Ge, L., Gordon, J. S., Hsuan, C., Stenn, K., & Prouty, S. M. (2003) · Journal of Investigative Dermatology · doi:10.1046/j.1523-1747.2003.12123.x · Cited by 156 · see citing works
Sebaceous-immunobiology is orchestrated by sebum lipids
Lovászi, M., Szegedi, A., Zouboulis, C. C., & Törőcsik, D. (2017) · Dermato-Endocrinology · doi:10.1080/19381980.2017.1375636 · Cited by 151 · see citing works
“monounsaturated fatty acid with a single double bond at the sixth position.(12,13) The elongation and further desaturation of sapienic acid yields another unique sebaceous gland fatty acid, sebaleic acid (18:2D5, 8).”
BackgroundEssential fatty acids in clinical dermatology
Horrobin, D. F. (1989) · Journal of the American Academy of Dermatology · doi:10.1016/s0190-9622(89)70130-4 · Cited by 67 · see citing works
- Authors
- Stewart, M. E., Grahek, M. O., Cambier, L. S., Wertz, P. W., & Downing, D. T.
- Affiliations
- University of Iowa (US)
- ORCID
- Wertz, Philip W
- Venue
- Journal of Investigative Dermatology
- Publisher
- Elsevier BV
- Published
- 1986-12
- Volume
- 87
- Issue
- 6
- Pages
- 733-736
- ISSN
- 0022-202X (ISSN-L)
- OpenAlex
- W2027037066
- Cited by
- 88
- References
- 0
- Citations by year
- 2025: 2 · 2024: 5 · 2023: 3 · 2022: 4 · 2021: 3 · 2020: 1 · 2019: 2 · 2017: 4 · 2016: 2 · 2015: 1 · 2014: 6 · 2013: 2
- FWCI
- 1.66
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Licence
- Locations
- Journal of Investigative Dermatology (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Institutes of Health (5r01am022083-08, 5r01am032374-02)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Lipid metabolism and biosynthesis
- Health Sciences › Medicine › Dermatology › Dermatology and Skin Diseases
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmaceutical Science › Advancements in Transdermal Drug Delivery
- Keywords
- sebaceous gland activity, linoleic acid, skin surface lipids, children and young adults
- MeSH terms
- Acne Vulgaris, Adolescent, Adult, Ceramides, Child, Esters, Humans, Linoleic Acids, Sebaceous Glands, Skin, Waxes, Linoleic Acid
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