skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Evidence that oleic acid exists in a separate phase within stratum corneum lipids

Abstract

Oleic acid is known to be a penetration enhancer for polar to moderately polar molecules. A mechanism related to lipid phase separation has been previously proposed by this laboratory to explain the increases in skin transport. In the studies presented here, Fourier transform infrared spectroscopy (FT-IR) was utilized to investigate whether or not oleic acid exists in a separate phase within stratum corneum (SC) lipids. Per-deuterated oleic acid was employed allowing the conformational phase behavior of the exogenously added fatty acid and the endogenous SC lipids to be monitored independently of each other. The results indicated that oleic acid exerts a significant effect on the SC lipids, lowering the lipid transition temperature (Tm) in addition to increasing the conformational freedom or flexibility of the endogenous lipid alkyl chains above their Tm. At temperatures lower than Tm, however, oleic acid did not significantly change the chain disorder of the SC lipids. Similar results were obtained with lipids isolated from the SC by chloroform:methanol extraction. Oleic acid, itself, was almost fully disordered at temperatures both above and below the endogenous lipid Tm in the intact SC and extracted lipid samples. This finding suggested that oleic acid does exist as a liquid withinmore » the SC lipids. The coexistence of fluid oleic acid and ordered SC lipids, at physiological temperatures, is consistent with the previously proposed phase-separation transport mechanism for enhanced diffusion.« less

Authors:
; ; ;  [1]
  1. (Central Research Division, Pfizer Inc., Groton, CT (USA))
Publication Date:
OSTI Identifier:
5398374
Resource Type:
Journal Article
Resource Relation:
Journal Name: Pharmaceutical Research; (United States); Journal Volume: 8:3
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES; LIPIDS; MOLECULAR STRUCTURE; OLEIC ACID; STRUCTURE-ACTIVITY RELATIONSHIPS; DEUTERIUM; EPIDERMIS; FOURIER TRANSFORMATION; INFRARED SPECTRA; NUCLEAR MAGNETIC RESONANCE; SWINE; THERMODYNAMICS; TRACER TECHNIQUES; ANIMAL TISSUES; ANIMALS; BODY; CARBOXYLIC ACIDS; DOMESTIC ANIMALS; EPITHELIUM; HYDROGEN ISOTOPES; INTEGRAL TRANSFORMATIONS; ISOTOPE APPLICATIONS; ISOTOPES; LIGHT NUCLEI; MAGNETIC RESONANCE; MAMMALS; MONOCARBOXYLIC ACIDS; NUCLEI; ODD-ODD NUCLEI; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANS; RESONANCE; SKIN; SPECTRA; STABLE ISOTOPES; TISSUES; TRANSFORMATIONS; VERTEBRATES; 550201* - Biochemistry- Tracer Techniques

Citation Formats

Ongpipattanakul, B., Burnette, R.R., Potts, R.O., and Francoeur, M.L. Evidence that oleic acid exists in a separate phase within stratum corneum lipids. United States: N. p., 1991. Web. doi:10.1023/A:1015845632280.
Ongpipattanakul, B., Burnette, R.R., Potts, R.O., & Francoeur, M.L. Evidence that oleic acid exists in a separate phase within stratum corneum lipids. United States. doi:10.1023/A:1015845632280.
Ongpipattanakul, B., Burnette, R.R., Potts, R.O., and Francoeur, M.L. Fri . "Evidence that oleic acid exists in a separate phase within stratum corneum lipids". United States. doi:10.1023/A:1015845632280.
@article{osti_5398374,
title = {Evidence that oleic acid exists in a separate phase within stratum corneum lipids},
author = {Ongpipattanakul, B. and Burnette, R.R. and Potts, R.O. and Francoeur, M.L.},
abstractNote = {Oleic acid is known to be a penetration enhancer for polar to moderately polar molecules. A mechanism related to lipid phase separation has been previously proposed by this laboratory to explain the increases in skin transport. In the studies presented here, Fourier transform infrared spectroscopy (FT-IR) was utilized to investigate whether or not oleic acid exists in a separate phase within stratum corneum (SC) lipids. Per-deuterated oleic acid was employed allowing the conformational phase behavior of the exogenously added fatty acid and the endogenous SC lipids to be monitored independently of each other. The results indicated that oleic acid exerts a significant effect on the SC lipids, lowering the lipid transition temperature (Tm) in addition to increasing the conformational freedom or flexibility of the endogenous lipid alkyl chains above their Tm. At temperatures lower than Tm, however, oleic acid did not significantly change the chain disorder of the SC lipids. Similar results were obtained with lipids isolated from the SC by chloroform:methanol extraction. Oleic acid, itself, was almost fully disordered at temperatures both above and below the endogenous lipid Tm in the intact SC and extracted lipid samples. This finding suggested that oleic acid does exist as a liquid within the SC lipids. The coexistence of fluid oleic acid and ordered SC lipids, at physiological temperatures, is consistent with the previously proposed phase-separation transport mechanism for enhanced diffusion.},
doi = {10.1023/A:1015845632280},
journal = {Pharmaceutical Research; (United States)},
number = ,
volume = 8:3,
place = {United States},
year = {Fri Mar 01 00:00:00 EST 1991},
month = {Fri Mar 01 00:00:00 EST 1991}
}